WO1993006087A1 - Novel aconitine compound and analgesic/antiinflammatory agent - Google Patents

Abstract

A novel aconitine compound represented by general formula (I) and analgesic/antiinflammatory agent containing said compound or its salt as the active ingredient; wherein each symbol is as defined in the text of specification.

Description

 Ming Novel aconitine compound and analgesic · Anti-inflammatory agent

【Technical field】

 The present invention relates to a novel aconitine compound and an analgesic / anti-inflammatory drug.

 [Background Art]

 It has already been reported that aconitine alkaloids contained in tuberous roots of Trichophyton have potent analgesic and anti-inflammatory effects. However, aconitine alkaloids were considered to be highly toxic and therefore have a narrow safety margin.

 DISCLOSURE OF THE INVENTION

 The present inventor has conducted various studies to obtain a novel aconitine alkyloid derivative having low analgesic activity and low toxicity while retaining the analgesic * action of the aconitine alkaloid substance. As a result, the present invention succeeded in providing a novel compound represented by the following general formula (I).

(I)

, C

[Wherein, and R ₂ are each

 (i) a hydrogen atom, or

 Cii) Substituted or unsubstituted 1-8 carbon atoms ♦ Is a sunk or cyclic saturated or unsaturated alkyl

 Or

 (iii) Five or six negative alicyclic ring containing oxygen atom or nitrogen atom

 A force that is a grave of a formula or aromatic heterocycle, or

 (iv) linear or cyclic, with or without substituents

 Aliphatic carboxylic acid or aromatic carboxylic acid or aromatic fat

Is an aliphatic carboxylic acid acyl, or

 (v) aralkyl, with or without substituents,

R ₃ and are a hydrogen atom or a hydroxyl group,

R _s is a hydrogen atom or a hydroxyl group or acetyloxy,

 E is a hydrogen atom or a hydroxyl group, or a carbon atom at position 15.

Is a group that forms a carbonyl group with the

R ₇ is a hydrogen atom or methyl or aliphatic acyl or aromatic

It is a file.

 However,

a) is benzoyl and R ₂ and _RT are methyl

R ₃ is a hydrogen atom or a hydroxyl group, and R and R ₆ are water

If an acid tomb, R. _s is a hydrogen atom

b) is benzoyl and R ₂ and R ₇ are methyl

R, R ₃ and R ₄ are hydrogen atoms, and Ε and _ε are hydroxyl groups

If R _s is a hydrogen atom

c) is benzoyl, R ₂ is ethyl and R ₃ Is a hydrogen atom, R ₄ is a hydrogen atom or hydroxyl S, R _E is a hydroxyl group, and R ₇ is methyl, R _s is a hydrogen atom or a hydroxyl group

d) Ri R is Anisoiru der, R ₂ is Ri Echiru der, Ri Oh by R ₃ is a hydrogen atom, and R _B is Ri hydroxyl der, when it is methyl, the R _s is a hydrogen atom or a hydroxyl group e) When R is benzoyl or anisyl, R ₂ is ethyl, R ₃ and R ₄ and R _s are hydroxyl groups, and R _{7 is} methyl, R _s is a hydrogen atom Is

f) R i is benzoyl or anisyl, R ₂ is methyl or ethyl, R ₃ is a hydrogen atom or a hydroxyl group, is a hydroxyl group, R _s is a hydrogen atom, and _{When 7} is methyl, R _s is a hydrogen atom or a hydroxyl group * g) R i is veratroyl or anizoyl or benzoyl, R ₂ is ethyl, R ₃ and R ₄ are hydroxyl groups der Li, Ri Ah at R _E is hydrogen atom, when R ₇ is methyl, the R _s are hydrogen atoms

h) Ri RJ is Anisoiru der Li, R ₂ is Echiru der, 'R ₃ is Ri Oh hydrogen atom, R ₄ Ri is hydroxyl der, R _B is Der hydrogen atom Ri, R ₇ is methyl In the case, R _s is a hydrogen atom

i) When R i is anisyl, R ₂ is ethyl, R ₃ is a hydroxyl group, R ₄ and R _B are hydrogen atoms, and R, is methyl, R _s Is a hydrogen atom

J) R is anisoil, R ₂ is ethyl, R ₃ And when R ÷ and _RE are hydrogen atoms, and R ₇ is tyl, R _s is a hydrogen atom or a hydroxyl group

k) when R is benzoyl, R is methyl or ethyl, R ₃ and R _s are hydrogen atoms, R ₄ is hydroxyl group, and R ₇ is methyl, R _s is It is a hydrogen atom or a hydroxyl group

I) is Bella Bok Royle, R ₂ is Echiru, are hydrogen atoms and R ₃ and R _E, E ^ is hydroxyl group, if R ₇ is methyl, R _s is a hydrogen atom or water M) is 3-phenylphenol, R ₂ is ethyl, R ₄ is hydroxyl, R ₃ and R _s are hydrogen, R ₇ is methyl R _s is a hydrogen atom or a hydroxyl group

II) R is Asechiru, the R ₂ is formyl or methyl or a Echiru, R ₃ and is hydrogen atom, and R _E

(1) When R _T is methyl, R _s is a hydrogen atom or acetyloxy if R _T is methyl

o) R is Asechiru, R ₂ is Ri hydrogen atom or a formyl or methyl or Echiru der, § R ₃ and and R _B are water atom, if R ₇ is chill, R _s is hydrogen Hara Is a hydroxyl or hydroxyl group

P) R α_ is Benzoiru, R ₂ is a hydrogen atom or a methyl der Li, R ₃ and R ₄ and R _B is a hydrogen atom, if an R ₇ turtles chill, R _s is a hydrogen atom Or a hydroxyl group q) When R i is benzoyl, R ₂ is ethyl, R ₃ and R ₄ are hydrogen atoms, R _ε is a hydrogen atom or a hydroxyl group, and R ₇ is methyl, R _s is a hydrogen atom, and R ₃ and R ₄ and R _s are a hydrogen atom; R ₂ is ethyl; and R ₇ is a hydrogen atom or anisyl or trimethylgalloyl. _s is Ri is s) R is Asechiru group der hydrogen atom, R ₂ is Ri Echiru der, R ₃ and: if R ₄ and R _E and R ₇ is a hydrogen atom, with R _s is a hydrogen atom is there

t) When R i is a hydrogen atom or benzoyl, R ₂ is ethyl, R _3, R ₄ and Rs are hydrogen atoms, and R _{7 is} benzoyl, R _s is a hydrogen atom Is

u) when R is benzoyl, R ₂ is ethyl and R ₃ and R ₄ and R ₆ and R ₇ are hydrogen, then R _s is hydrogen

V) when R is an acetyl group, R ₂ is ethyl, R _3, R ₄ and R ₆ are hydrogen atoms, and R ₇ is an acetyl group or anisyl or trimethylgalloyl , R _s is a hydrogen atom

w) and when R _3, R * and R ₇ are hydrogen atoms, R _z is ethyl, and R ₆ is a hydroxyl group, R _s is a hydrogen atom or acetyloxy

X) When R is benzoyl, R ₂ and: R ₃ and R ₄ and R ₇ are hydrogen atoms and R _ε is a hydroxyl group, R _s is a hydrogen atom or a hydroxyl group y) R: R and R are both anisyl, R and R ₇ are both 0-methoxybenzoyl, R and R ₇ are both trimethylgalloyl, or R i and R ₇ are both P - Nitorobenzoiru der is, R ₂ is E Ji Le,: ₃ and optionally R ₄ and is a hydrogen atom, the R _s is a hydrogen atom or Asechiruokishi

z) if R is benzoyl, R ₂ is hydrogen, R * and R _ε are hydroxyl, R _s is acetyloxy, R ₇ is methyl, R ₃ is hydrogen In addition, the present inventors have found that the compound represented by the above general formula (I) has strong analgesic and anti-inflammatory activity, and furthermore, mesaconitin, aconitine, and hypoconitin. (4) It was found to be less toxic than diesaconitine.

 The present invention has been made based on such findings. Therefore, the present invention provides a novel compound represented by the general formula (I), and further comprises a compound represented by the general formula (I) or a salt thereof as an active ingredient. Analgesic 'provides anti-inflammatory agents.

The compound represented by the above general formula (I) according to the present invention includes aconitine represented by the following formula (II), mesacoditin represented by the following formula (III), and the following formula (IV) , Diesaconitin represented by the following formula (V), 14-0-benzoylmesaconin represented by the following formula (VI), 14-0 represented by the following formula (VII) -Benzoylaconine, 14-0-benzoylhypaconin represented by the following formula (VIII), 14-0-anisoleyl conine represented by the formula (Ιλ '), neolin represented by the following formula (X), pyroaconitines represented by the following formula (XI) and Starting from an aconitine-type alkaloid described in the literature, such as 16-epipiroaconitines, and performing a deoxygenation reaction at the 3-, 8-, 13- or 15-position thereof, or The nitrogen atom is produced by replacing the substituent attached to the 1-, 8-, or 14-position with various other substituents, and then performing a reaction by combining them. be able to.

R, R ₂ , R ₃ , ₄ , _s , and RR ₇ in each of the formulas (II) to (X) are as shown in the following table.

R ₃ R _E R ₇

II Bz CH2 CH3 OH OH OAc OH CH ₃

III Bz CH ₃ OH OH OAc OH CH ₃ 0 IV Bz CH ₃ H OH OAc OH CH ₃

V An CH2 CH3 .OH OH OAc OH CH ₃

VI Bz CH ₃ OH OH OH OH CH ₃

VII Bz CH2 CH3 OH OH OH OH CH ₃

VIII Bz CH ₃ E OH OH OH CH ₃

IX An CH2 CHs OH OH OH OH CH _a

 H CH CH H. H OH H H

Five

_{Bz: C0C H s, An:} C0C 6 H 4 0CH 3, Ac: C0CH 3

[Is CH ₃ or C ₂ H _S , R ₂ is OH or H, and R ₃ is Bz or An.] The above-described deoxygenation reaction includes an ion reaction usually used in a chemical reaction, A radical reaction, a reduction reaction, or the like, or a combination thereof can be used.

The ionic reaction can be carried out by dissolving the corresponding compound in a solvent using a dehydrating agent such as, for example, ruic acid or thionyl chloride as a solvent, and then reacting with the solvent. In a suitable solvent, for example, tetrahydrofuran, the corresponding compound was stirred in the presence of imidazole and sodium hydride, and carbon dihydrochloride and methyl iodide were stirred under appropriate temperature conditions. Alternatively, the reaction is carried out by heating to reflux and reacting to form a thioacylated compound, and further adding triptyltin hydride or the like to the corresponding compound in a solvent such as benzene and stirring at room temperature or under reflux with heating. Can be. In the radical reaction, for example, water and hexanemethyltriamide are used as a solvent to dissolve the corresponding compound, and the low-pressure mercury lamp is irradiated at room temperature or under cooling. can and this performing Ri by the and this, also, for example, the hydroxyl group of the corresponding compound with a salt of Okisa drill or the like as an active substituent, it, in a solvent such as benzene La radical generating reagent e.g. _{alpha alpha} '- Azoi The reaction can be carried out by adding soptyronitrile or the like and a reducing agent, for example, triptyltin hydride, and heating and refluxing or stirring at room temperature.

 In the reduction reaction, for example, a corresponding compound is dissolved in a solvent such as ethanol or acetic acid, and platinum oxide, palladium carbon, Raney nickel or the like is used as a catalyst at room temperature or under heating. This can be done by catalytic hydrogenation.

 In addition, the hydroxyl group is converted to ketone using an oxidizing agent, for example, sodium bichromate, etc., and is converted to thioketal or hydrazone using ethanedithiol or Ρ-toluenesulfonylhydrazine. After that, the corresponding compound is treated with ether or tetrahydrofuran as a solvent at room temperature or under heating or cooling. Organometallic reducing agent, for example, aluminum hydride The deoxygenation reaction can be performed by reducing with lithium and its alkoxy derivative.

To replace a substituent attached to a nitrogen atom with another substituent, first, the corresponding compound should be replaced with a suitable catalyst such as acetone. Reaction with an appropriate oxidizing agent, for example, potassium permanganate, to form a K-dealkylated product, and obtain the obtained N-dealkylated product with another alkylating agent, an acylating agent, etc. This can be performed by reacting an acid chloride, an alkyl halide, an aralkyl halide, or the like.

 In order to acylate or alkylate the hydroxyl group, the corresponding compound is reacted with an acid chloride, a halogen compound, or the like which is usually used when esterifying or etherifying the hydroxyl group in a suitable solvent, for example, pyridine. It can be done by

 In order to substitute an acyl group existing in the form of an ester bond with another 'acyl group or an alkyl group, a dehydration reaction is carried out by a hydrolysis reaction, for example, an alkali hydrolysis or the like to form a hydroxyl group. It can be carried out using a reaction for acylation or alkylation.

 Further, in order to obtain the compound represented by the above formula (I), the above respective reactions can be variously combined.

Hereinafter, production examples of the compound represented by the formula (I) will be described. The physical properties and analytical data of the compounds obtained in each Example are shown after the description of the Examples. The pharmacological effects, toxicities, etc. of the compounds are shown in Tables 1 to 3 below. (Example 1)

(1) A solution of LiAl (0CH ₃ ) ₃ H prepared from 72 mg LiAlH ₄ and 0.23 ml methanol in tetrahydrofuran (THF) containing THF ? Add ^ under 170 conditions, stir at this temperature for about 1 hour, and further stir at room temperature for 1 hour. After completion of the reaction, eet-THF is added to the reaction mixture under the condition of 0 "C, and the precipitate is filtered. The filtrate is concentrated under reduced pressure to dryness to obtain 45.6 mg of 8-deoxyaconine.

 (2) Dissolve 45 mg of 8-deoxyaconin in a mixture of 5 ml of pyridine and 1 ml of methylene chloride, and add P-anisyl chloride 15A1 under the conditions of 170Ο. The temperature of the reaction solution is increased from 170 to 15 * C over 2 hours while stirring the reaction solution. Thereafter, ice water is added to the reaction solution, and the reaction solution is made alkaline with a 5% aqueous solution of sodium hydrogen carbonate. Extract 3 times with ππ form 30 ml. Combine the black form layers, wash with water and dry with sodium sulfate, and dry to dryness under reduced pressure. The residue was subjected to silica gel column chromatography (eluent: 5% methanol / ammonia-saturated chloroform), separated, purified, and purified with 8-deoxy-14-0-aniso. To obtain 37 mg of iluaconin,

 (Example 2)

 Dissolve 100 mg of diesaconitine in 1.5 ml of thionyl chloride and heat to reflux for 3 hours. After cooling, thionyl chloride is distilled off under reduced pressure. Ice water is added to the residue, the mixture is rendered alkaline with a 5% aqueous solution of sodium hydrogen carbonate, and then extracted three times with 30 ml of a mouth-opening form. Combine the mouth with the holm layer, wash with water and awn

New ffl After drying with nitric acid, the mixture is concentrated to dryness under reduced pressure. The residue is subjected to silica gel column chromatography (eluent: ammonia ^ hydrated ether: II-hexane = 4: 1), separated and purified to obtain ethanehydrisaesonitin 72 · 3πιε. Next, 70 mg of an-alpha α-gesacoditin is dissolved in 10 ml of ethanol, and 33 mg of platinum oxide is added. The mixture is vigorously stirred under a hydrogen stream for 1.5 hours. After completion of the reaction, the catalyst is filtered, and the filtrate is concentrated to dryness under reduced pressure. The residue is subjected to silica gel column chromatography (solvent: ammonia-saturated ether: π-hexane = 4: 1), separated and purified to obtain 37 mg of 3-deoxydisaconitine.

 [Traveling 钶 3]

 Dissolve 50 mg of 3-deoxydiesaconitine in a mixture of 2 ml of dioxane and 2 ml of water, and heat to reflux for 4 hours. After cooling, the solvent is removed under reduced pressure. The residue was subjected to thin-layer chromatography (solvent: 5% methanol / ammonia-saturated chloroform), separated and purified, and 3-deoxy-14-0-anisoilyl aconin 38m get g.

 (Example 4)

 (1) Heat 100 mg of 3-deoxydiesaconitine under decompression (1-2 iniaHg) at 1801C for 30 minutes. The reaction product is subjected to silica gel column chromatography (eluent: 5% methanol, chromatographic form), separated and purified to obtain 3-deoxypyrogessaconitine 60.

② Jeongjeong example 3-de. The procedure of Example 1 was repeated except for using 60 mg of oxypi π-diesaconitine to obtain 32 mg of 3,8-dideoxy-14-0-anisoleyl aconin.

 (Jeongjeon 5)

 Dissolve 150 mg of diesaconitine in 10 ml of pyridine,

At 0, add 0.5 ml of anhydrous trifluoromethansulfonic acid and stir at room temperature for 3 hours. After the reaction is completed, pour the reaction mixture into ice water to make it ammonia-alkaline, and then extract three times with 50 ml of chloroform. Combine the pore form layers, wash with water and dry with sodium sulfate, and concentrate under pressure to dryness. The residue was subjected to silica gel chromatography chromatography (eluent: ammonia-saturated ether: n-hexane = 4: 1), separated, purified, and purified by 13-0-trifluoro-orifice. This gives 98 mg of sulphonyl-anhydrozide saconitine. Next, 90 mg of 13-0-trifluoromethansulfonyl-anhydrodiesaconitine was dissolved in 100 ml of a mixture of hexamethylphosphoric triamide and water (95: 5), and nitrogen was dissolved. Irradiate with a 2537A low-pressure mercury lamp at 0 ^ for 1 hour under air flow. After completion of the reaction, dilute the reaction mixture with 5 volumes of water to make it ammoniacal, and then extract three times with 500 ml of ether. Combine with ether extension, wash with water and dry with sodium sulfate, and concentrate to dryness under reduced pressure. The residue is subjected to silica gel chromatography (eluent; ammonia-saturated ether: n-hexane = 4: 1), separated and purified to obtain 13 mg of 13-deoxyanhydrodiesaconitine. Next, 13-doxyan d'roje esaconi .

(14)

Dissolve 40 mg of tin in 7 ml of ethanol, add 15 mg of platinum oxide, and stir vigorously under a hydrogen stream for 1.5 hours. After the completion of the reaction, the catalyst is filtered, and the filtrate is concentrated to dryness under reduced pressure. The residue was subjected to silica gel column chromatography (eluent; ammonia-saturated ether: η-hexane = 4: 1), separated and purified to obtain 23 mg of 3,13-dideoxydiesaconitine .

 (Example 6)

 The same operation as in Example 3 was performed except that 30 mg of 3,13-dideoxydiesaconitine was used in place of 3-deoxydiesadonitin in Example 3, and 3,13-dideoxy-14. -0-a Obtain 22 mg of disoylaconin.

 (Example 7)

 The same operation as in Example 4① was performed, except that 100 mg of 3,13-dideoxydiesaconitine was used in place of 3-deoxydiesedaconitine in the actual travel example 4①. c Obtain 62 mg of saconitine. Next, 3,13-dideoxypissaconitine was used instead of pillosasaconitine in Example 1 and the same operation as in actual travel example 1 Φ was performed for the others. Obtain 48 mg of aconine. Next, 3,8,13-trideoxyaconine was used in place of 8-deoxyaconine in Example 1②, and 45 mg of 3,8,13-trideoxyaconine was used. -Obtain 31mg of 14-0-anisoil aconin.

(Example 8) Example 1 The same operation as in Example 1 was carried out except that benzoyl chloride 20i was used instead of p-anisole chloride in (2), and 8-deoxy-14-0-benzoylaconine was used. 32 mg is obtained.

 (Example 9)

 Aconitine lOOmg was used in place of diesaconitine in Example 2, and the same procedures as in Example 2 were carried out, except that 35 mg of 3-dexoxyconitine was obtained.

 (Example 10)

 The same procedure as in Example 3 was followed, except that 3-deoxydisaconitine in Example 3 was replaced with 50 mg of 3-dexoxydisaconitine, and 3-dexoxy-14-0-benzoylaconine was used. 40.2xng is obtained.

 (Example 11)

 Instead of 3-deoxydiesaconitine in Example 4①,

The same operation as in Example 4① was carried out except for using 100 mg of 3-deoxyaconitin, to obtain 68 mg of 3-deoxypyroaconitin. Next, 60 mg of 3-deoxypyroaconitine was used in place of pyrogenic saconitine in Example 1 ①, and the same operation as in Example 1 ① was carried out, except that 49.5 mg of 3,8-dideoxyaconine was obtained. . Then, instead of 8-deoxyaconine in Example 1 ②, 45 mg of 3,8-dideoxyaconine was used, and 20 μl of benzoyl chloride was used instead of P-anisyl chloride. Otherwise, the same operation as in Example 1 ② was carried out to obtain 35 mg of 3,8-dideoxy-14-0-benzoylaconine. You.

 (Example 12)

 The same operation as in Example 5 is performed, except that 150 mg of aconitine is used instead of diesaconitine in Example 5, to obtain 25 mg of 3,13-dideoxyaconitine.

 (Example 13)

 Instead of 3-deoxydiesaconitine in Example 3 of the actual trip, 30 mg of 3,13-dideoxyaconitine was used. Obtain 18 mg of 14-0-benzoylaconin.

 (Actual travel example 1 4)

 The same operation as in Example 4 ア was carried out, except that 3,13-didediaxiaconitine was used instead of 3-deoxydiesaconitine in Example 4①. Obtain 60.5 mg of ditin. Then, 3,13-dideoxypiaconitin 60 was used in place of pilodiaesaconitine in actual travel example 1 and the same operation as in actual travel example 1 was performed except for 3,8,13-tridoxyaconine. 50.6 mg are obtained. Next, instead of 8-deoxyaconine in Example 1 旃, 3,8,13-tridoxyaconine was used for 45 ms, and benzyl chloride 201 was used instead of P-anisole chloride. The other procedure is the same as in Example 1 to obtain 33.2 mg of 3,8,13-trideoxy-14-0-benzoylaconine.

 (Example 15)

Example 1 Pyrrometa was used instead of Pyrosasaconitine. Perform the same operation as in Example 1 ① except using 60 mg of saconitine to obtain 47.2 mg of 8-dexoxime saconin. Next, 45 mg of 8-deoxymesaconine was used in place of 8-deoxyaconine in Example 1 ②, benzoyl chloride 201 was used in place of P-anisoil chloride, and the others were used in Example 1

Perform the same procedure as in ② to obtain 34.8 mg of 8-deoxy-14-0-benzoylmesaconine.

 (Example 16)

 Using 60 mg of pyro-hypaconitine instead of pi-α-disaconitine in Example 1①, the same operation as in Example 1 ① is performed to obtain 46.6 mg of 3,8-dide-aged ximesaconin. Next, in place of 8-Doxyaconine in Actual Travel Example 1 ②

The same operation as in Example 1 (2) was carried out except that 45 mg of 3,8-dideoxymesaconine was used, and 20.1 of benzoyl chloride was used in place of P-anisyl chloride. Obtain 36.3 mg of -14-0-benzoylmesaconin.

 (Example 17)

 The procedure of Example 5 is repeated, except that 50 mg of mesaconitin I is used instead of diesaconitine of Example 5, to obtain 23 mg of 3,13-dideoxymesaconitine.

 (Example 18)

 The same operation as in Example 3 was carried out, except that 30 mg of 3,13-dideoxymesaconitine was used instead of 3-deoxydiesaconitine in Example 3, and 3,13-dideoxy-14. -0-Benzyl saconin Get 16.8 ms.

New 趲 (Example 19)

 The same operation as in Example 4 メ was carried out except that 3,13-dideoxymesaconitine lOOmg was used in place of 3_dexoxydiesaconitine in Example 4①. get mg. Next, 60 mg of 3,13-dideoxypyrromesaconitine was used in place of the pyrodidiesaconitine of Jeongseonje 1 ®, and the other operations were performed in the same manner as in Example 1 ①. Obtain 48.7 mg of lidoximesaconin. Next, 45 mg of 3,8,13-tridoxymesaconin was used in place of 8-deoxyaconine in Example 1 ②, and 20 ρ of benzoyl chloride was used instead of P-anisoil chloride. Using 1 and performing the same operation as in Jeongseon example 1②, obtain 31.5 mg of 3,8,13-todoxy-14-0-benzoylnusaconin. -'[Example 20]

 The procedure of Example 1 実 施 was repeated, except that 60 mg of pyromesaconitine was used in place of pyrogenesaconitine in Example 1①, to obtain 47.2 mg of 8-de-aged ximesaconin. Next, the same operation as in Example 1② was carried out except that 45 mg of 8-deoxynusaconin was used in place of the 8-dexoxyaconine of Example 1 ②, and that of 8-deoxy-14-0-anisylmethasone was used. To give 32.5 mg.

 [Example 2 1]

(1) Dissolve 50 mg of hypoconitine in a mixture of 2 ml of a 5% aqueous sodium hydroxide solution and 5 ml of methanol, and heat for 3 hours Reflux. After cooling, the reaction solution is extracted three times with 10 ml of methylene chloride, the methylene chloride layers are combined, washed with water and dried over sodium sulfate, and then dried under reduced pressure to dryness. The residue was subjected to silica gel column chromatography (eluent: 15% methanol / ammonia saturated. Black-mouthed form), separated and purified, and 28.6 mg of 3-deoxymesaconin was purified. Get.

 (2) Dissolve 25 mg of 3-deoxymesaconin in a mixture of 3 ml of pyridine and 1 ml of methylene chloride, and add P-anisyl chloride 101 under 170 conditions. While stirring the reaction solution, the temperature is increased from 170 <C to 15 over 2 hours. Thereafter, ice water is added to the reaction solution, the mixture is rendered alkaline with a 5% aqueous sodium hydrogen carbonate solution, and extracted three times with 10 ml of α-form. Combine the chloroform layers, wash with water and dry with sodium sulfate, and concentrate to dryness under reduced pressure. The residue was subjected to silica gel column chromatography (eluent: 5% methanol, ammonium ammonium saturated chromatography) to separate, purify, and give 3-deoxy-14-0. -Obtain 18.7 mg of anisylmesaconin.

 (Example 22)

Example 1 (1) Pyrohypaconitine was replaced with 60 _mg of pyrohypaconitine, and the same procedure was followed as in Example 1 (1), except that 46 mg of 3,8-dideoxy.mesaconin was obtained. Next, 3,8-dideoxymesaconine was used in place of 3-deoxymesaconine in Example 2 1 ②, and 25 mg of 3,8-dideoxymesaconin was used. Obtain 17.5 mg of 0-anisylmesameconin. (Example 23)

 Example 2 The same procedure as in Example 21 was used except that 50 mg of 3,13-dideoximesaconitin was used instead of hypoconitine in I © to obtain 26.3 mg of 3,13-dideoxymesaconin . Next, 25 mg of 3,13-dideoxymesaconine was used in place of 3-deoxymesaconine in Example 21②, and the same operation as in Example 21② was carried out except that 17.3 mg of didoxy-14-0-anisirmesaconin are obtained. (Example 24)

 Instead of 3-deoxydiesaconitine in Example 4①, 3,

Use 13OOdmg of 13-dideoxymesaconitine, and perform the same operation as in Example 4① except for 63.7mg of 3,13-dideoxypyromesaconitine. Next, the same operation as in Example 1 was carried out except that 3,13-dideoxypyrromesaconitine SOmg was used instead of piedesaconitine in Example 1 of Example 3, and -To obtain 31.5 mg of trideoxymesaconin. Next, in place of 3-deoxymesaconin in Example 21, 25 mg of 3,8,13-trideoxymesaconin was used, and the same operation as in Example 21 was carried out, except for the following. , 8,13-Trideoxy-14-0-anisylmesaconin 16.7 mg. [Implementation 钶 25]

Using Mesakonichi down 50 _m epsilon instead of Hipako two Chin real旌例2 1①, others by the same operation as in Example 2 1①, obtain 14-0- Benzoirume. Sakonin 30 mg. Next, 14-0- instead of 3_dexamesaconin in Example 21 was used. The same operation as in Example 2 1 ② was performed except that 25 mg of benzoylmesaconin was used to obtain 14_0-anisylmesaconin.

15.5 mg is obtained.

 (Example 26)

① LiAlH _4. 72m g and METHANOL 0.23 m 1 good Ri prepared LiAl (0CH _{3) 3} H Te tiger arsenide mud off run-(THF) THF containing 16 Epipiro Jesakonichin 60 mg solution solution Is added under 1-70 conditions, stirred at this temperature for about 1 hour, and further stirred at room temperature for 1 hour. After the reaction is completed, «et-THF is added to the reaction solution under 0 * C conditions, and the precipitate is filtered. The filtrate is concentrated to dryness under reduced pressure to obtain 45.2 _mg of 16-epi-8-deoxyaconine.

 (2) Dissolve 45 mg of 16-epi-8-deoxyaconine in a mixture of 5 ml of pyridine and 1 ml of methylene chloride, and add P-anisyl chloride 15 At 1 under 170 conditions. While stirring the reaction solution, the temperature is raised from 170 to 15 over 2 hours. Thereafter, permanent water is added to the reaction solution, the mixture is rendered alkaline with a 5% aqueous solution of sodium hydrogen carbonate, and extracted three times with a 30-millimeter formhole. Combine the black α-form layers, wash with water and dry with sodium sulfate, and concentrate to dryness under reduced pressure. The residue was subjected to silica gel column chromatography (solution Hi solution: 5% methanol / ammonia-saturated closed-mouth form), separated, purified, and purified by 16-epi-8- 35 mg of Deoxy-14-0-anisylaconine are obtained. (Example 27)

(1) 150 mg of 3-dexoxydisaconitine was reduced under reduced pressure (1 to 2 EmHg) Heat at 180Ο for 30 minutes. The reaction product is applied to silica gel column chromatography (eluent: 5% methanol / chloroform), separated and purified to obtain 3 mg of 16-eppi-3-deoxypyrogesaconitin S. ② Actual travel example 2 16-epipyrogesaconitin instead of 16-epipyrogesaconitin

The same procedure as in Example 26 was carried out except for using 60 mg of -3-deoxypyrogesaconitine to obtain 35 mg of 16-epi-3,8-dideoxy-14-0-anisoiluaconin.

 (Example 28)

 Example 27 The same procedure as in Example 27① was repeated, except that 150 mg of 3,13-dideoxydiesaconitine was used instead of 3-deoxydiesaconitine in 7①. 61.7 mg of -3,13-dideoxypyrogesaconitine are obtained. Next, Example 2 16-Epipyrrojesaconitine of 16① Instead of 16-epi-3,13-dideoxypyrrojesa! The same operation as in Example 2 S① was carried out except that 60 mg of ditin was used to obtain 50, lmg of 16-epi-3, S, 13-tridoxyaconin. Next, 45 mg of 16-epi-3,8,13-trideoxyaconine was used in place of 16-epi-8-deoxyaconine in Example 26②, and the others were used in Example 26②. Perform the same operation as described above to obtain 29.7 mg of 16-epi-3,8,13-tridoxy-14-0-anisylaconine.

 (Actual travel example 2 9)

Example 26 The same operation as in Example 26 was carried out except that benzoyl chloride 20A1 was used instead of P-anisyl chloride in Example 26. To obtain 33.2 mg of 16-epi-8-deoxy-14-0-benzoylaconone.

 (Example 3G)

 Example 27 Instead of 3-deoxydie saconitine in (1), 150 mg of 3-deoxyaconitine was used.

Perform the same operation as in 27① to obtain 66.5 mg of 16-epi-3-deoxypyroaconitine. Next, the same operation as in Example 26① was carried out except that 60 mg of 16-epi-3-dexipic aconitine was used instead of 16-epipirogesaconitine in Example 26 6. To obtain 47.2 mg of 16-epi-3,8-dideoxyaconin. Next, 45-mg of 16-epi-3,8-dideoxyaconine was used in place of 16-epi-8-deoxysiaconin in Example 2 ②, and P-anisole chloride was used instead. Other than using benzoyl chloride 201, the same operation as in Example 26 (2) is carried out to obtain 36.2 mg of 16-epi-3,8-dideoxy-14-0-benzoylaconine.

 (Example 31)

Example 27 In place of 3-deoxydiesaconitine in (1), 150 mg of 3,13-dideoxyaconitine was used, and otherwise the same operation as in Example 2 was performed. 61.2 mg of 3,13-dideoxypyroaconitine are obtained. Next, the same operation as in Example 26 1) was carried out except that 60 mg. Of 16-epi-3,13-dideoxypiaconitin was used instead of 16-epipirojesaconitine in Example 26 1). Perform to obtain 51.7 mg of 16-epi-S ^ '-tridoxyaconine. Next, the embodiment 26 In place of 16-epi-8-deoxyaconine in 16②, use 45 mg of 16-epi-3, S, 13-tridoxyaconine, and use benzoyl chloride 20 instead of P-anisyl chloride. With the exception of i, the other operations are performed in the same manner as in Example 26 to obtain 30.5 mg of 16-epi-3,8,13-trideoxy-14-0-benzoylaconone.

 (Example 32)

 Example 26 1S-Epipimesaconitine was replaced by 60 nig in place of 16_epipyrogesaconitin in 6①. 46.1 mg of nin are obtained. Next, 45 mg of 16-epi-8-dexoximeconone was used in place of 16-epi-8-doxyaconone in the actual trip 26, and P-anisyl chloride was further substituted. Other than using benzoyl chloride 201, the same operation as in Example 26 (2) is performed to obtain 34.8 nig of 16-epi-8-deoxy-14-0-benzoylmesaconin.

 (Example 33)

EXAMPLE 26 The same procedure as in Example 26 was followed except that 60 mg of 16-epipirohypaconitine was used in place of 16-epipirrojesaconitine in Step 26, and 1 & -epi-3,8-dideoxime was used. This gives 45.8mg of saconin. Next, actual travel example 26 45 mg of 16-epi-3,8-dideoximesaconin was used instead of 16-epi-8-doxyaconine in 6②, and P-anisole chloride was used instead. The same operation as in Example 26② was carried out, except that benzoyl chloride 201 was used as the starting material, to give 16-epi-3,8-dideoxy. -14-0-Benzanolemesaconine 35.7mg is obtained.

 (Example 34),

 Example 27 7-Depoxymesaconitine was replaced with 3-, 13-dideoxymesaconitin in 150 mg instead of 3-deoxydiesaconitine, and the same operation as in Example 2.7① was carried out, except that 16-epi-3,13-dideoxypyrromesatin. 63.5 mg of ditin are obtained. Next, the same operation as in Example 26 1) was carried out except that 60 mg of 16-epi-3,13-dideoxypi mesacoditin was used in place of 16-epipi □ diesaconitine in Example 26①, and the other conditions were used. This gives 49.3 mg of 16-epi-3,8,13-tridoxymesaconin. • Next, use 45 mg of 16-epi-3,8,13-trideximesaconin instead of 16-epi-8-deoxyaconin in Example 26 (2), and Benzoyl chloride instead of P-anisole chloride

 The same operation as in Example 26 (2) is carried out except for using 201 to obtain 30.5 mg of 16-epi-3,8,13-tridoxy-14-0-benzoylmesaconine.

 (Example 35).

Example 26 The same procedure as in Example 26① was followed, except that 60 mg of 16-epipiromesaconitine was used instead of 16-epipyrrosesaconitin in 1), to obtain 45.3 mg of 16-epi-8-doxymesaconin. Then, in Example 26, 45 _mg of 16-epi-8-dexamesaconin was used in place of 16-epi-8-doxyaconin in Example 6 は, and the same operation as in Example 26 6 was carried out. To give 30.4 mg of 16-epi-8, deoxy-14-0-anisoilmesaconin. . (Example 36)

 Example 2 The procedure of Example 26 was repeated except that 60 mg of 16_epipyrrohypaconitine was used instead of 16-epi-pyrogesaconitin in S①. To obtain 45 mg of 8-dideoxymesaconin Next, 25 mg of 16-epi-3,8-dideoxymesaconine was used in place of 3-deoxynussaconin of Example 21 and the other procedures were the same as in Example 21. The crop is harvested to obtain 19.3 mg of 16-epi-3,8-dideoxy-14-0-anisylmesaconine.

 [Jeongjeong 钶 3 7]

 Example 27 150 mg of 3,13-dideoxymesaconitine was used instead of 3-deoxydiesaconitine in 7①, and the same operation as in Example 27① was performed, except that 3,13-Dideoxypi □ Mesaconitine 62.1mg is obtained. Next, the same operation as in Example 26① was performed, except that 60 mg of 16-epi-3,13-dideoxydimethasconitine was used instead of 16-epipirogesaconitine in Example 26①. To obtain 31.2 mg of 16-epi-3,8,13-trideoxymesaconin. Next, 25 mg of 16-epi-3,8,13-trideoxynusaconin was used in place of 3-deoxymesaconine in Example 21②, and the other conditions were the same as in Example 21②. Perform the above procedure to obtain 15.3 mg of 16-epi-3,8,13-tridoxy-14-0-anisoilmesaconin. (Example 38)

In place of 60 mg of pirogesaconitine in Example 1①, 70 mg of pirogesaconitin was used. Proceed in the same manner to obtain 53 mg of 8-year-old xiaconin. Dissolve 50 mg of 8-deoxyaconine in 1 ml of pyridine, add 30 mg of 3,4,5-trimethoxybenzoyl chloride and stir at 80 ° C for 4 hours. After completion of the reaction, the pyridine is distilled off under reduced pressure, water is added to the residue, the mixture is made alkaline with a 5% aqueous sodium hydrogen carbonate solution, and then extracted with a cross-linked form. The mouth form layer is washed with water, dried over sodium sulfate and concentrated to dryness under reduced pressure. The residue was subjected to silica gel chromatography (ammonia saturated ether), separated and purified to obtain 28 mg of 8-deoxy-14-0-trimethylgalloylaconine.

 (Example 3 9)

Example 3 8 of chloride ^3, 4, ⁵ _ Application Benefits main bets Kishibenzoiru instead Li,埠化3, 4-dimethyl Tokishibenzoiru other using 25 mg is the same procedure as in Example 3 8, 8 Dokishi - 14-0-Beratroylaconin 24 m is obtained.

 (Example 40)

每化^{3, 4} of the Example 3 8, ⁵ - instead of Application Benefits main DOO Kishibenzoiru, using P- click throat Benzoiru 20 mg chloride, other same procedure as in Example 3 8, 8- Dokishi -14-0-P-Chlorobenzoylaconine 23 mg.

 (Example 41)

Example 38 The procedure of Example 38 was repeated, except that 20 mg of in-chlorinated benzoyl chloride was used in place of the 3,4,5-trimethoxybenzoyl chloride of Example 8, and the same procedure as in Example 38 was followed. Kishi -14-0-m- black Ώ Obtain benzoyl aconine 20m ε.

 (Example 2)

 In place of 3,4,5-trimethoxybenzoyl chloride in Example 38, α-methyl- (4- (α-methylacetic acid) -phenyl) -acetyl 501 was used instead of 3,4,5-trimethoxybenzoyl chloride. Otherwise, operating in the same manner as in Example 38, 22 mg of S-dexoxy-14-0-α-methyl- (4- (α-methylacetate lactide) -phenyl) -acetyl aconine is obtained.

 (Example 43)

Operate in the same manner as in Jeongseon example 1 ® to obtain 8-deoxyaconine. Dissolve 8-Dokishiakonin 15 m g to Jiokisan 1 m 1, hydrogen Kana Application Benefits um 15 m _g is added and stirred for 10 minutes at room temperature. 0.1 ml of methyl iodide is added to the reaction solution and stirred for 2 hours. After completion of the reaction, the reaction solution is poured into permanent water, and then extracted with a black mouth form. Wash the porcelain holm layer with water, dry it with sodium sulfate, and make it dry. The residue is separated and purified by silica gel column chromatography (5% methanol Z ammonia-saturated chloroform form) to obtain 12 mg of 8-doxy-14-0-methylaconine.

 (Example 44)

Operate in the same manner as in actual travel example 1① to obtain 8-deoxyaconine. Dissolve 30 mg of 8-deoxyaconin in 2 ml of 1,2-dimethyloxyethane, add 60 mg of sodium hydride, and stir at room temperature for 30 minutes. To this reaction solution is added benzyl chloride 501, and the mixture is refluxed for 3 hours. After the reaction, After pouring the solution into ice water, extract with black α-form. The mouth form layer is washed with water, dried over sodium sulfate, and dried under reduced pressure. Residue was purified by silica gel gel chromatography.

(Ammonia-hydrated black-mouthed form) and purified to obtain 19 mg of 8-deoxy-14-0-benzylaconine.

 (Example 4 5)

 The same operation as in Example 1 (1) was performed to obtain 8-deoxyaconine. Dissolve 17 mg of 8-deoxyaconin in 2 ml of 1,2-dimethoxyethane, add 50 mg of sodium hydride, and stir at room temperature for 30 minutes. To this reaction solution is added 0.5 ml of crotyl chloride, and the mixture is refluxed for 30 minutes. After the reaction is completed, the reaction solution is poured into ice water, and then extracted with a well-formed form. The mouth layer is washed with water, dried over sodium sulfate and concentrated to dryness under reduced pressure. The residue was separated by silica gel chromatography (5% methanol Z ammonia-saturated black-mouthed form) to produce 12 mg of 8-deoxy-14-0-chlorotylaconine. obtain.

 [Example 4 6]

 Example 38 The procedure of Example 38 was repeated, except that 20 mg of 0-chlorobenzoyl chloride was used in place of the 3,4,5-trimethoxybenzoyl chloride of Example 8, and the other procedure was the same as that of Example 38. -14-0-O-ku Mouth Obtains 23 mg of benzoyl aconine.

 (Example 4 7)

Example 38 20 mg of m-anisyl chloride was used in place of 3,4,5-trimethoxybenzoyl chloride in Example 8 and the others were used. By operating in the same manner as in Example 38, 21 mg of δ-decyloxy-14-0-m-anisyl aconine is obtained.

 (Example 48)

 Operate in the same manner as in actual travel example 1① to obtain 8-deoxyaconine. Dissolve 50 mg of 8-deoxyxiaconin and 20 mg of P-toluenesulfonate in 1.5 ml of acetic anhydride and stir at room temperature for 1 hour. After completion of the reaction, the anhydride is distilled off under reduced pressure. Ice water is added to the residue, the mixture is made alkaline with 5% sodium hydrogen carbonate, and extracted with chloroform. Wash the form layer with water, dry with sodium sulfate, and concentrate to dryness under reduced pressure. The residue is separated and purified by silica gel column chromatography (ammonia saturated ether) to give 35 mg of 8-deoxy-14-0-acetylaconine.

 (Actual travel example 4 9)

The same operation as in Example 1 was carried out to obtain 8-deoxyaconine. Dissolve 30 mg of 8-deoxyaconin in 3.6 ml of 1,2-dimethoxyethane, add 90 mg of sodium hydride, and stir at room temperature for 30 minutes. To the reaction mixture is added 0.9 ml of 1-bromide-4-methylpentane, and the mixture is refluxed for 30 minutes. After the reaction is completed, pour the reaction mixture into permanent water and extract with black hole form.洗 Wash the C1 form layer with water, dry it with sodium sulfate, and dry it under reduced pressure. The residue was separated and purified by silica gel column chromatography (ammonia-saturated πα form), and 8-deoxy-14-0- (4-methylpentyl) aconine 15 mg ¾: ¼. (Example 50)

 By operating in the same manner as in Example 1, 8-dexoxy-14-0-anisoleaconine is obtained. Dissolve 660 mg of 8-dexoxy-14-0-anisylacion in 66 ml of acetone, and add 25 ml of aqueous solution of potassium permanganate (887 mg water 25 ml) and potassium carbonate to this solution. Aqueous solution (556 mg water, 4.5 m 1) 4. Add δ m 1 and stir at room temperature for 30 minutes. After completion of the reaction, the solution was concentrated under reduced pressure until the acetone odor disappeared, and the residual solution was cooled in advance with an aqueous solution of 2N sulfuric acid 33m1 and sodium thiosulfate (887mg / water 22 ml) Add 22 ml and wash with methylene chloride. Adjust the aqueous layer to pH 8-9 with sodium carbonate and extract with methylene chloride. The methylene chloride layer is dried over sodium sulfate and concentrated to dryness under reduced pressure. The residue was subjected to silica gel column chromatography (5% methanol / ammonia-saturated π-hole form), separated and purified.

649 mg of N-desethyl-8-doxy-14-0-anisoleaconinin.

[Jeongseon example 51]. The same operation as in Example 50 is carried out to obtain N-desethyl-8-dexoxy-14-0-anisoilaconine. Dissolve 50 mg of N-desethyl-8-doxy-14-0-anisylaconin in 2 ml of a mixture of methanol and Z ether (1: 1), and add 65 mg of calcium carbonate and n-amido iodide. And heat to reflux for 2 hours. After completion of the reaction, insolubles in the reaction solution are removed by filtration, and the reaction solution is concentrated to dryness under reduced pressure. Remove the residue -

(32)

Chromatography (5% methanol / ammonium hydroform) and separation, purification, and des- echino-de-amyl-8-doxy-14-0— Two Soil Akonin

You get 28ms.

 (Example 52)

 Example 51 The same procedure as in Example 51 was repeated, except that 0.5 ml of n-iodamine pill was used in place of n-amyl iodide of Example 1, and N-desethyl pill-8 was used. -Doxy-14-0-anisoyluaconin obtains 26 m E.

 (Example 53)

 Example 5 1-bromide-4-methylpentane 5m1 was used in place of π-amyl iodide in Example 51, and N-desethyl-N-4-methyl was operated in the same manner as in Example 51. Pentyl Deoxy -14-0-Anisoleakone 32 mg is obtained.

 (Example 54)

By operating in the same manner as in Example 50, N-desethyl-8-dexoxy-14-0-anisoilaconine is obtained. Dissolve 50 mg of N-desethyl-8-doxy-14-0-anisoilaconinin in 1 ml of methanol, add 50 mg of potassium carbonate, 0.1 ml of water and 1 of acetyl chloride, and add 1 at room temperature. Stir for hours. After the completion of the reaction, the reaction solution was concentrated to dryness under reduced pressure, the residue was dissolved in 20 ml of black mouth foslem, the white mouth form layer was washed with water, dried with sodium sulfate, and dried under reduced pressure to dryness. I do. The residue was subjected to silica gel column chromatography (5% methanol / ammonia-saturated porphyrin form), separated, purified, and purified by N-decomposition. 32 mg of suetyl-N-acetyl-8-doxy-14-0-anisoinoleacone are obtained.

 (Example 5 δ)

 Example 54 The procedure of Example 54 was repeated, except that benzoyl chloride 2 (1) was used instead of acetyl. The procedure was as in Example 54 except that '-desethylbenzoyl-8-doxy-14-0-anisoila conine was used. Obtain 28 mg.

 (Example 56)

 Example 26 In place of 60 mg of 16-epi-pyrodiesaconitine in (1), 80 mg of 16-epi-pyrodiesaconitine was used, and the other operations were performed in the same manner as in Example 26 (1). -Obtain 60 mg of deoxyaconine. Dissolve 60 mg of 16-epideoxyconicone in 1 ml of pyridine, add 3,4,5-trimethoxybenzoyl chloride (30 mg), and stir at 80 for 4 hours. After completion of the reaction, the pyridine is distilled off under reduced pressure, water is added to the residue, the mixture is made alkaline with a 5% aqueous sodium hydrogencarbonate solution, and extracted with a cross-linked form. The mouth layer is washed with water, dried over sodium sulfate, and concentrated to dryness under reduced pressure. The residue was subjected to silica gel lum chromatograph (ammonia saturated ether), separated and purified to obtain 26 mg of 16-epi-8-deoxy-14-0-trimethylgalloylaconin. .

 (Example 5 7)

The procedure of Example 56 was repeated, except that 25 mg of 3,4-dimethoxybenzoyl chloride was used in place of the 3,4,5-trimethoxybenzoyl chloride of Example 56. Pi-8-Doxy- 14-0-Veratdiakonin 23mg is obtained.

 (Example 5 83

 The procedure of Example 56 was repeated, except that 20 mg of P-chlorinated benzoyl chloride was used in place of the 3,4,5-trimethoxybenzoyl chloride of Example 56. Pi Doxy -14-

This gives 22 mg of 0-P-chlorobenzoylaconine.

 (Example 59)

Jeongseonje Example 5 S, 3,4,5-trimethoxybenzoyl chloride. Instead of using 20 _mg of m-chloro mouth benzoyl chloride, the other parts were operated in the same manner as in Example 56, and This gives 21 mg of eppi-8-deoxy-14-0-m-cyclobenzoylaconine.

 [Actual travel example 60]

 In place of 3,4,5-trimethoxybenzoyl chloride in Example 56, α-methyl- (4- (d-methylaceticand) -phenyl) -acetyl 501 was used instead of α-methyl-chloride. Is carried out in the same manner as in Example 56 to obtain 22 mg of 16-epi-8-deoxy-14-0-α-methyl- (4- (a-methylacetamide) -phenyl) -acetylaconine.

 (Example 6 1)

Example 2 In place of 60 mg of 16-epi-pyrrojesaconitine in 6①, 80 nxg of IS-epi-pyrrojesaconitine was used, and the other procedures were performed in the same manner as in Example 26 6 to give Obtain 60 mg of 8-dexoxyaconine. Dissolve 15 mg of 16-epi-8-deoxyaconine in 1 ml of dioxane, add 15 mg of sodium hydride, and stir at room temperature for 10 minutes. This reaction solution Add 0.1 ml of methyl iodide to the mixture and stir for 2 hours. After the reaction is completed, the reaction solution is poured into ice water and extracted with a black hole form. Wash the black □ holm layer with water, dry with sodium sulfate, and concentrate to dryness under reduced pressure. The residue was separated and purified by silica gel chrom chromatography (5% methanolic ammonia-saturated chloroform α-form) and purified by 16-epi-8-deoxy-14-0-methylaconine. Get g.

 (Example 6 2)

 Example 26 The same procedure as in Example 26 was followed, except that 80 mg of 16-epi-pi'logesaconitine was used instead of 60 mg of 16-epi-pi α-disaconitine in 6①. Obtain 60 mg of 8-dexoxyaconine. Dissolve 30 mg of 16-epi-8-deoxyaconin in 2 ml of 1,2-dimethoxetane, add 60 mg of sodium hydride, and stir at room temperature for 30 minutes. Add 50 t 1 of benzyl chloride to the reaction solution and heat for 3 hours. After completion of the reaction, the reaction solution is poured into ice water and extracted with a black hole form. The mouth layer is washed with water, dried over sodium sulfate, and concentrated to dryness under reduced pressure. The residue is separated and purified by silica gel column chromatography (ammonia-saturated pore-form) to obtain 18 mg of 16-epi-8-deoxy-14-0-benzylaconine.

 (Example 6 3)

Example 26 The same procedure as in Example 26 was repeated except that 80 mg of 16-epi-pyrogesaconitine was used in place of 60 mg of 16-epi-pia diesaconitine having a diameter of 6 Φ. -8-Doxy Get aconin. Dissolve 16-epideoxyaconine (ππg) in 1,2-dimethoxyditan (2 ml), add 50 mg of sodium hydride, and stir at room temperature for 30 minutes. Add 0.5 ml of crotyl chloride to the reaction solution and heat to reflux for 30 minutes. After the reaction, pour the reaction solution into permanent water and extract with chloroform. Wash the mouth layer with water, dry it with sodium sulfate, and dry under reduced pressure. The residue was separated and purified by silica gel chromatography (5% methanol / ammonia saturated chromatographic α-form) and purified to give 16-epi-8-deoxy-14-0-crotylaconin 12mg Get.

 (Example 64)

 Instead of 3,4,5-trimethoxybenzoyl chloride of Example 56, 20 mg of 0-chloromouth benzoyl chloride was used, and the other parts were operated in the same manner as in Example 56 to obtain 16-epideoxy-14-. Oo-clo □ Obtain 22 mg of benzoyl aconine.

 (Jeongjeon 6 5)

 The procedure of Example 5 was repeated, except that 20 mg of m-anisyl chloride was used instead of 3,4,5-trimethoxybenzoyl chloride of Example 56. -14-0-m-ani Soil aconin 20mg is obtained.

 (Example 66)

The same operation as in Example 26 was carried out to obtain 16-epi-8-deoxy-14--anisylaconine. 660 mg of 16-epideoxy-14-anisoylaconine was dissolved in 66 ml of acetone, and an aqueous solution of potassium permanganate (887 mg) was added to this solution. / Water 25m 1) 25ml and potassium carbonate aqueous solution (556mg Z water 4.5m 1) 4.5ml are added and stirred at room temperature for 30 minutes. After completion of the reaction, the reaction mixture was subjected to pressure reduction under reduced pressure until there was no odor of acetate, and 33 ml of a 2N sulfuric acid and sodium thiosulfate solution (887 mg / water 22 ml) and wash with methylene chloride. Adjust the aqueous layer to pH 8 ~ 9 with sodium carbonate and extract with methylene chloride. After drying the methylene chloride layer with Glauber's salt, concentrate under pressure to dryness. The residue was subjected to silica gel column chromatography (5% methanol / ammonia-saturated chloroform-form), separated and purified, and 16-epidedesethyl-8-deoxy-14- 0-7 Nisinoreaconin 640 mg is obtained.

 (Example 6 7)

 Working in the same manner as in Example 66, 16-epide desethyl-8-dexoxy-14-0-anisoilylcononin is obtained. Dissolve 50 mg of 16-epi-desethyl-8-dexoxy-14-0-anisylaconine in 2 ml of a mixture of methanol and ether (1: 1), and add 65 mg of calcium carbonate and iodide Add 0.2 ml of π-amyl and heat to reflux for 2 hours. After completion of the reaction, insolubles in the reaction solution are removed by filtration, and the reaction solution is concentrated to dryness under reduced pressure. The residue was applied to silica gel chromatography. Lam chromatograph (5% methanol in ammonia-saturated chloroform) was separated and purified, and then purified by 16-Epi-N-desethylamyl-. Obtain 25 mg of 8-deoxy-14-0-anisoilaconinin.

(Example 6 8) By operating in the same manner as in Example 6 S, 16-epi-N-desethyl-8-dexoxy-14-0-anisoilaconine is obtained. Example 5 Using 50 mg of 16-epi-N-desethyl-8-deoxy-14-0-anisoilaconinin instead of N-desethyl-8-dexoxy-14-0-anisoilacone in 2, Otherwise operate as in Example 52 to obtain 28 mg of 16-epi-N-desethylpropyl-8-doxy-14-0-anisoylaconine.

 (Jin Jing S 9)

 Example 68 The procedure of Example 68 was repeated, except that 0.5 ml of 1-bromide-4-methylpentane was used instead of II-amyl iodide, except that 16-epi-N-desethyl was used. This gives 30 mg of -N- (4-methyl) pentyl-8-deoxy-14-0-anisoilaconin. [Actual travel example 70]

 By operating in the same manner as in Example 6 S, 16-epide desethyl-8-dexoxy-14-anidyl aconine is obtained. Example 5 In place of!?-Desethyl-8-dexoxy-14-0-anisylaconine in A, use 50 mg of 16-epi-N-desethyl-8-deoxy-14-anisoilaconin in V instead of V. By operating in the same manner as in Example 54, 29 mg of 16-epi-N-desethyl acetyl--8-dexoxy-14-0-anisoilaconin is obtained.

 [Example of actual travel 7 1]

The procedure of Example 70 was repeated, except that benzoyl chloride 201 was used in place of acetyl chloride in Example 70, except that 16-epi-N-desethylbenzoyl-8-deoxy-14-0-anisoleaconine was used. Get 27 mg. (Example 7 2)

 8-Doxy-14-0-P-methoxybenzyl was prepared in the same manner as in Example 44 except that p-methoxybenzyl chloride 50 ^ 1 was used instead of benzyl chloride in Example 44. Obtain 17 mg of aconine.

 (Example 73)

 The same procedure as in Example 49 was repeated, except that 0.5 ml of iodide-n-amyl was used in place of 1-bromide-4-methylpentane of Example 49. You will obtain 16 mg of lyx-14-0-amylaconin.

 (Example 74)

 Example 41 The same procedure as in Example 41 was repeated, except that 20 mg of m-bromobenzoyl chloride was used in place of the benzoyl chloride of m-cyclo mouth in Example 1 except that 8-deoxy-14-0-m- Obtain 19 mg of bromobenzoylaconine. .

 (Example 75)

 The procedure of Example 41 was repeated, except that 20 mg of m-fluorobenzoyl chloride was used in place of the benzoyl chloride of Example 41, and S-dexoxy-14- Obtain 21 mg of benzoylaconine from 0-m-fluor mouth.

 (Example 76)

(1) 100 mg of 3,13-dideoxy ^ diesaconitine was used in place of 3-deoxydiesaconitine in Example 4①, and the same operation as in Example 4① was performed, except that 62 mg of 3,13-dideoxypyrodiesaconitine. Get. Next, in Example 1 ① The same operation as in Example 1 was performed except that 60 mg of 3,13-dideoxypiα-jesaconitine was used instead of rogesaconitine, and 48 _mg of 3, S, 13_trideoxyaconin was obtained. (2) Dissolve 30 mg of 3, S, 13-tridoxyaconone in 1 ml of pyridine, add 30 mε of 3,4-dimethoxybenzoyl chloride, and stir at 80 for 4 hours. After completion of the reaction, pyridine is distilled off under pressure, water is added to the residue, the mixture is made alkaline with a 5% aqueous sodium hydrogen carbonate solution, and extracted with chloroform. Wash the formal layer with black mouth, dry with sodium sulfate, and dry under reduced pressure. The residue is concentrated on silica gel column chromatography (ammonia saturated ether), separated and purified to obtain 19 mg of 3,8,13-tridoxy-14-0-verat α-ylacone.

 (Jeongjeong 7 7)

The same operation as in Example 76① is performed to obtain 3,8, μ-trideoxyaconin. Dissolve 30 mg of 3,8,13-trideoxyaconin and 20 mg of P-toluenesulfonic acid in 1.5 ml of acetic anhydride and stir at room temperature for 1 hour. After completion of the reaction, the anhydride is distilled off under reduced pressure, ice water is added to the residue, the mixture is made alkaline with 5% sodium hydrogen carbonate, and extracted with chloroform. (H) The α-form layer is dried with sodium sulfate and dried under reduced pressure to dryness. The residue is separated and purified by silica gel column chromatography (ammonia saturated ether) to obtain 31 mg of 3,8,13-trideoxy-14-0-acetylaconin. · (Example 7 8)

 The procedure of Example 76 was repeated, except that 30 mg of benzoyl chloride-m-cyclo mouth was used in place of the -3,4-dimethoxybenzoyl chloride of Example 76. Trideoxy-14-0-m-black benzoyl aconine 20 mg is obtained.

 (Example 79)

 Example 7 6 Follow the same procedure as in ① to obtain 3,8,1.3-tridoxyaconine. Dissolve 30 mg of 3, S, 13-tridoxyaconin in 2 ml of 1,2-dimethoxetane, add SO2 mg of sodium hydrogen hydride, and stir at room temperature for 30 minutes. Benzyl chloride 501 is added to the reaction solution, and the mixture is heated under reflux for 3 hours. After completion of the reaction, the reaction solution is poured into ice water, and extracted with a cross-hole form. The crotch-form layer is washed with water, dried over sodium sulfate, and dried under reduced pressure. The residue is separated and purified by silica gel column chromatography (ammonia saturated column chromatography) to obtain 15 mg of 3,8,13-tridoxy-14-0-benzylaconine.

[Example 80], Example II S The same operation as in ① was performed to obtain 3,8,13-tridoxyaconine. Dissolve 30 mg of 3,8,13-tridoxyaconin in 3.6 ml of 1,2-dimethoxetane, add 90 mg of sodium hydride, and stir at room temperature for 30 minutes. To this reaction solution is added 0.9 ml of 1-bromide-4-methylpentane, and the mixture is heated under reflux for 30 minutes. After the completion of the reaction, the reaction solution is poured into ice water, and extracted with a lip mouth form. Wash the horn layer with black After drying at, squeeze under pressure to dryness. The residue was separated and purified by silica gel column chromatography (ammonia-saturated π-hole form), and 14 mg of 3, S, 13-tridoxy_14-0- (4-methylpentyl) aconine was added. obtain.

 (Jeongjeon 8 1)

 Actual travel example 7 Operate on the same palm as 6① to obtain 3,8,13-trideoxyaconin. Dissolve 30 mg of 3,8,13-tridoxyaconin in 4 ml of 1,2-dimethoxetane, add 50 ng of sodium hydrogen hydride, and stir at room temperature for 30 minutes. Add 0.8 ml of crotyl chloride to this reaction solution, and heat and mix for 30 minutes. After the reaction, pour the reaction mixture into ice water and extract with chloroform. Wash the porch layer with water, dry with sodium sulfate, and reduce to dryness under reduced pressure. The residue was separated and purified by silica gel column chromatography π-matography (5% methanol Z ammonia-saturated pore-form) to give 3,8,13-tridoxy-14-0-crotyl aconine. get mg.

 (Jeongjeon 8 2)

 (1) The same operation as in Example 4 is performed to obtain 3, S-dideoxy-14-0-anisoil aconine. Example 9 140 mg of 3,8-dideoxy-14-0-anizoaconine was used in place of 3,13-dideoxy-14-0-anisoilaconine in Example 4 Perform the same operation as described above to obtain 62 mg of 3,8-dideoxyconin.

(2) Dissolve 50 mg of 3,8-dideoxyaconin in lml of pyridine and add 30 mg of 3,4-dimethoxybenzoyl chloride. Stir at 80 for 4 hours. After the reaction is completed, pyridine is distilled off under reduced pressure, water is added to the residue, the mixture is made alkaline with a 5% aqueous solution of sodium hydrogencarbonate, and extracted with porphyrin. The crotch-form layer is washed with water, dried over sodium sulfate, and dried under reduced pressure to dryness. The residue is applied to silica gel chromatography (ammonia saturated ether), separated and purified to give 22 mg of 3,8-dideoxy-14-0-veratroylaconin.

 (Example β 3)

 Example 8 The same operation as in 2) is performed to obtain 3,8-dideoxyaconone. Example 48 The same procedure as in Example 48 was repeated, except that 50 mg of 3,8-dideoxyxaconin was used in place of the 8-deoxyaconine of 8, and 3,8-dideoxy-14-0-acetylaconine was used. To obtain 37 mg.

 (Example 84)

 Example 8 In place of 3,4-dimethoxybenzoyl chloride of 2, 28 mg of m-chlorobenzoic acid chloride was used in place of 3,4-dimethoxybenzoyl chloride. -0-m- Ku Mouth Obtains 23 mg of benzoyl aconine.

 (Example 85)

Example 8 The same operation as in 2) was carried out to obtain 3,8-doxyconicone. In place of 3,8,13-tridoxyaconine in Example 79, 30 mg of 3, S-dideoxyaconin was used, and the other operations were carried out in the same manner as in Example 79. Didoxy-14-0-benzylaconine 18 mg is obtained. (Jeongseon example 8 6)

 Example 8 The same operation as in 2) is performed to obtain 3,8-dideoxyaconone. In place of 3,8, U-trideoxyaconine in Example 80, 30 mg of 3,8-dideoxyaconine was used. Dideoxy -14-0- (4

-Methyl) pentylaconine I7 mg is obtained.

 (Example 8 7)

 Example 8 The same operation as in 2) is performed to obtain 3,8-dideoxyaconone. Example 81 In place of 3, S, 13-trideoxyaconine in Example 1, 30 mg of 3,8-dideoxyaconine was used. 17 mg of didoxy crotyl aconin are obtained.

 (Example 8 8)

 (1) In place of 3,13-dideoxy-14-0-anisoil aconine in Example 94, 70 mg of aconitine was used, and the other operations were performed in the same manner as in Example 94 to obtain 32 mg of aconine. .

 (2) In Example 76, 30 mg of aconine was used instead of 3, S, 13-trideoxyaconin, and the others were operated in the same manner as in the actual travel example 76② to obtain 14-0-veratroyl aconin. Get g. (Example 8 9)

 Example 8 The same operation as in 8① was performed to obtain aconine. Example 77 The procedure of Example 77 was repeated, except that 30 mg of aconine was used instead of 3,8,13-trideoxyaconine in Example 7, and 28 mg of 14-0-acetylaconin was obtained.

(Example 90) Example 8 8 Operate in the same manner as in ① to obtain aconine. In place of 3,13-tridoxysiaconine of real M78, aconine was used in an amount of 30 _mg , and the other parts were operated in the same manner as in Example 78. Obtain 21 mg of benzoyl aconine. [Implementation 树 9 1]

 Example 8 8 Operate in the same manner as ① to obtain aconine. Actual trip Example 79 The procedure of Example 79 was repeated, except that 30 mg of aconin was used in place of 3,8,13-tridoxyaconin, and the other procedure was the same as that of Example 79 to obtain 20 mg of 14-0-benzylaconin. -Get.

 (Example 9 2)

 Example 8 The same procedure as in 8① was carried out to obtain aconine. The same operation as in Example 80 was carried out, except that 30 mg of aconine was used instead of 3,8,13-tridoxyaconin of Example 80, and that 14-0- (4-methyl) was used. Obtain 20 mg 'of pentyl aconin. (Example 9 3)

Example 8 The same operation as in 8) was performed to obtain aconine. Instead of 3,8,13- Bok Ridokishiako Nin of Example 8 1, using § Konin 30 _m g, other same manner as in Example 8 1, obtain 14-0- click Rochiruakonin 13m g.

 (Example 94)

 (1) Proceed in the same manner as in Example 6 to obtain 3,13-dideoxy-14-anizoylaconine.

(2) Dissolve 70 mg of 3,13-dideoxy-14-anisoil aconine in 5 ml of methanol, add 1 ml of 5% potassium hydroxide, and heat to reflux for 3 hours. Eliminates methanol in the reaction solution After evaporating under reduced pressure, add 5 ml of water and extract three times with 10 ml of methylene chloride. After the extract is dried with 'Makusen', it is dried under reduced pressure. The residue was purified by thin-layer chromatography (eluent: 10% methanol, ammonia, ammonia and water), purified, and purified by 3,13-dideoxyacohol. Obtain 30 _mg of nin.

③ S, 13-a didecyl talent Kishiakonin 30 m epsilon Dissolve the pyridinium gin 1 m 1, chloride 3,4_ dimethyl Tokishibenzoiru 30 m _g was added and stirred for 4 hours at 80 ° C. After completion of the reaction, the pyridine is distilled off under reduced pressure, water is added to the residue, the mixture is made alkaline with a 5% aqueous solution of sodium hydrogen carbonate, and then extracted with a cross-linked form. The chloroform layer is washed with water, dried over sodium sulfate, and then dried under reduced pressure. The residue is reduced to silica gel chromatographic chromatography (ammonia-saturated nitel) and separated and purified to obtain 3,13-dideoxy-14-0-veratodilaconin ISmg.

 (Example 95)

Example 9 The same operation as in 4① and ② is carried out to obtain 3,13-dideoxysiaconin. Dissolve 30 mg of 3,13-dideoxyaconine and 20 mg of P-toluenesulfonic acid in 1.5 ml of acetic anhydride and stir at room temperature for 1 hour. After completion of the reaction, the anhydride is distilled off under reduced pressure. Permanent water is added to the residue, the mixture is made alkaline with 5% sodium hydrogen carbonate, and extracted with chloroform. After washing the crotch form layer with water and drying over sodium sulfate, it is dried under reduced pressure. The residue was separated and purified by silica gel column chromatography (ammonia saturated ether). 31 mg of 3,13-dideoxy-14-0-acetylaconine was obtained (Example 96)

 The same procedures as in Example 94 were repeated, except that 30 mg of m-benzodibenzoyl chloride was used in place of the 3,4-dimethoxybenzoyl chloride of Example 94, and 3,13-dideoxy. -14-01- Obtain 15 mg of black benzoyl aconine.

 (Example 9 7)

 Example 9 4 The same operation as in ① and ② is performed to obtain 3,13-dideoxy-siaconin. Dissolve 30 mg of 3,13-dideoxyaconin in 2 ml of 1,2-dimethoxetane, add 60 mg of sodium hydrogen hydride, and stir at room temperature for 30 minutes. To the reaction solution is added benzene chloride 501, and the mixture is refluxed for 3 hours. After completion of the reaction, the reaction mixture is poured into ice water and extracted with a black hole form. The crotch form layer is impregnated, dried over sodium sulfate, and concentrated to dryness under reduced pressure. The residue is separated and purified by silica gel caramc-mouth chromatography (ammonia-saturated black-mouthed form) to obtain '3,13-dideoxy-14-0-benzylaconone 16 mg.

 (Example 98)

Example 9 The same operation as in 4) and 4) is performed to obtain 3,13-dideoxysia conin. Dissolve 30 mg of 3,13 dideoxyaconin in 3.6 ml of 1,2-dimethoxetane, add 90 mg of sodium hydride, and stir at room temperature for 30 minutes. To the reaction mixture is added 0.9 ml of 1-bromide-4-methylpentane, and the mixture is heated under reflux for 30 minutes. After the reaction is completed, pour the reaction mixture into ice water and add α n To change the form. Nc: Rinse the Holm layer with water, dry it with a gauze, and reduce it to dryness. The residue was purified by silica gel chromatography 'ram chromatograph (ammonium saturated chromatographic form)' and purified by S, IS-dideoxy-14-0- (4-methylpentyl) aconinin. get mg.

 (Example 9 9)

 Perform the same operations as in Examples 94 and を to obtain 3,13-dideoxysiaconin. Dissolve 30 mg of 3,13-dideoxyaconin in 4 ml of 1,2-dimethoxyethane, add 50 mg of sodium hydride, and stir at room temperature for 30 minutes. To this reaction solution, add crotyl chloride O.Sm 1 and heat to reflux for 30 minutes. After the completion of the reaction, pour the reaction mixture into ice water, and perform the work-up with chloroform. The pore-form layer is dried, dried with sodium sulfate, and concentrated to dryness under reduced pressure. The residue was purified by silica gel chromatography (5% methanol Z ammonia saturated chromium π-form) and purified, and 3,13-dideoxy-14-0-chloroaconine was purified. Get 17ni g.

 (Example 100)

 (1) Operate in the same way as in Jeongjeong example 3 to obtain 3_Doxy-14-anisoleyl aconin. Example 9 4,3,13-dideoxy-14

In place of -0-anisoilaconine, 70 mg of 3-deoxy-14-anisylaconine was used, and the other procedures were carried out in the same manner as in Example 94 to obtain 35 mg of 3-dexaconine.

②Example 9 Instead of 3,13-dideoxyaconine in 4③, 30 mg of 3-dexoxyaconine was used. S 4 Perform the same procedure as in 3) to obtain 3-deoxy-14-0, veratroyl-aconine 20 mg.

 (Example 10 1)

 The same operation as in Example 100 (1) was performed to obtain 3-dexiaconine. Dissolve 30 mg of 3-dexiaconine and 20 mg of P-toluenesulfonic acid in 1.5 ml of acetic anhydride and stir at room temperature for 1 hour. After completion of the reaction, acetic anhydride is distilled off under reduced pressure, permanent water is added to the residue, the mixture is made alkaline with 5% sodium bicarbonate, and extracted with chloroform. The crotch form layer is washed with water, dried over sodium sulfate, and dried under reduced pressure. The residue is separated and purified by silica gel chromatography (ammonia saturated ether) to give 22 mg of 3-deoxy-14-0-acetylaconine.

 (Example 10 2)

 The same operation as in Example 100 was carried out, except that 30 mg of m-chlorobenzoic acid was used in place of the 3,4-di.methoxybenzoyl chloride of Example 100. -Doxy-14-0-in-chlorobenzoylaconine 17 mg is obtained.

 (Example 10 3)

The same operation as in Example 100 ① was performed to obtain 3-deoxyaconine. Dissolve 30 mg of 3-deoxyaconin in 2 ml of 1,2-dimethoxetane, add 60 mg of sodium hydride, and stir at room temperature for 30 minutes. Add 50 μl of benzyl chloride to the reaction solution and heat to reflux for 3 hours. After the reaction is completed, pour the reaction mixture into permanent water and extract with a black hole form. K The ππ form layer is impregnated, dried over sodium sulfate, and concentrated to dryness under reduced pressure. The residue is separated and purified by silica gel chromatography (ammonia-saturated crystalline form) to give 14 mg of 3-deoxy-14-0_benzylaconine.

 (Example 104)

Example 1 100 (Operating in the same manner as E to obtain 3-dexyaninine 30 mg of 3-deoxyaconin is dissolved in 3 ml of 1,2-dimethoxynitan, and 90 ing of sodium hydride is added. and撹稃30 minutes at room temperature to the reaction solution 1-bromide _4 -. methylolacrylamide 'force U to give a Rupenta emissions 0.9 ml, poured after _ε completion of the reaction by heating under reflux for 30 minutes, the reaction mixture into ice water, click Π α Form layer is extracted with water, dried over sodium sulfate, concentrated to dryness under reduced pressure, silica gel column chromatography (Ammonia syrup black form) ) And purified by 3-Doxy-14-0- (4-methylpentyl) aconine

Get 16mg.

 (Actual travel example 105)

Operate in the same way as in Jeongjeong example 100 例 to obtain 3-Doxyaconine. Dissolve 30 mg of 3-deoxyaconin in 1,2-dimethoxetane 4ra 1, add 50 mg of sodium hydride, and stir at room temperature for 30 minutes. 0.8 ml of crotyl chloride is added to the reaction solution, and the mixture is refluxed for 30 minutes. After the reaction is completed, pour the reaction solution into ice water and extract with a black hole form. The porch layer is washed with water, dried over sodium sulfate and reduced to dryness under reduced pressure. The residue was purified by silica gel column chromatography. - (5% METHANOL Z A Nmo two A saturated click co b Holm) hand partial齄'purified 3- Dokishi - 14-0- obtain click Rochirua co Nin 15 m g · _c

 (Example 106)

 Example '26 Perform the same procedure as in ① to obtain 16-epi-8-deoxyaconine. 16-Epi-8-dequinaconine was used in place of 8-depi-xiaconin in Example 72, and 30 mg of 16-epi-8-deoxyaconine was used. Obtain 15 mg of Deoxy_14-0-Methoxybenzylaconine.

 (Example 10 7)

 Example 2 6 The same procedure as in 1) was carried out to obtain 16-epi-8-doxyaconine. The same procedure as in Example 73 was followed except that 30 mg of 16-epi-8-deoxyaconine was used in place of the 8-deoxyaconine of Example 73, and 16-epi-S-deoxy- 14-0-Amylaconine 15 mg is obtained.

 (Example 108).

 (1) Example 27 The same operation as in Example 27 (1) was carried out, except that 150 mg of 3,13-dideoxydiesieconitine was used in place of 3-deoxydiesieconitine in (1). This gives 61.7 mg of -3,13-dideoxypyrosesaconitine. Next, the same operation as in Example 26 1) was performed, except that 60-mg of 16-epipiro_3,13-dideoxydiiesaconitine was used in place of 16-epipyropiesaconitine in Example 26-1. 16-Epi- ■ Obtain 50.1 mg of 3,8,13-tridoxyaconine.

② Add 30 mg of 16_epi-3, &, 13, and trideoquinaconinin. Dissolve in 1 ml of lysine, add 30 mg of 3,4-dimethoxybenzoyl chloride and stir at 80 ° C for 4 hours. After completion of the reaction, the pyridine is distilled off under reduced pressure, water is added to the residue, the mixture is made alkaline with a 5% aqueous solution of sodium hydroxide, and then extracted with a cross-hole form. The porcelain form layer is dried with sodium sulfate and dried under reduced pressure. The residue was subjected to silica gel caramc C chromatography (ammonia saturated ether), separated and purified, and 16-epi-3,8,13-tridoxy-14-0-belatoyl'aconine was purified. Obtain ISmg.

 (Example 10 9)

 Example 1 In place of 3,4-dimethoxybenzoyl chloride in 108, 30 mg of _m-chlorobenzoyl was used in the same manner as in Example 108, except that 30-methylene chloride was used. , S, 13-Trideoxy -14-0-Dt-Cl CI Mouth Benzylaconine 21 mg · ο.

 (Example 110)

By operating in the same manner as in Example 108, 16-epi-3,8,13-tridoxyaconine is obtained. 3,8,13- Toridokishiako dissolved Nin 30 m g of 1,2-dimethyl Tokishetan 2m l, water hydride sodium 60 m _epsilon added and stirred at room temperature for 30 minutes. To this reaction solution is added benzyl chloride 501, and the mixture is refluxed for 3 hours. After the reaction, pour the reaction mixture into permanent water and extract with chloroform. Wash the black □ holm layer with water, dry with mirabilite, and reduce to dryness under reduced pressure. The residue was collected by column chromatography on α-matrix (ammonia-saturated chloroform). To give 16 mg of 16-nipi-3, S, 13-tridoxy-14-0-0-benzylaconine.

 (Example 1 1 1)

Example 10 8 (Operating in the same manner as in 1: to obtain 16-epi-3,8,13-tridoxy.siaconin. 16-epi-3, S, 13-tridoxya. Dissolve 30 mg of nin in 4 ml of 1,2-dimethoxyethane, add 50 _mg of sodium hydride, and stir for 30 minutes at room temperature. After the completion of the reaction, the reaction solution is poured into permanent water, extracted with a π-hole form, washed with water, dried over sodium sulfate, and concentrated under reduced pressure. The residue was separated by silica gel chromatography with chromatograph (5% methanol / ammonia saturated chromatophore), purified and purified by 16-epi-3,8, 13-tridoxy-14-0-crotylaconinin. 16 mg is obtained.

 (Example 1 1 2).

 (1) Instead of 3-deoxydisaconitine in Example 27 (1), 150 mg of 3-dexiaconitine was used, and the same operation as in Example 27 (1) was carried out, except that 16-epi-3-dexoxy. 66.5 mg of pyroaconitine are obtained. Next, the same operation as in Example 2S ① was carried out except that 60 mg of 16_epi-3-doxypyroaconitin was used in place of '16 -epipyrojesaconitine in Example 26①. To give 47.2 mg of 16-epi-3,8-dideoxyaconine.

(2) 40 mg of 16-epi-3,8-dideoxyaconine is added to pyridine 1 Dissolve in ID 1, add 30 mg of 3,4-dimethoxybenzoyl chloride, and stir at & G ° C for 4 hours. After completion of the reaction, the pyridine is distilled off under reduced pressure, water is added to the residue, the mixture is rendered alkaline with a 5% aqueous solution of sodium hydrogen carbonate, and then extracted with a form for closing. The ηπ form layer is washed with water, dried over sodium sulfate, reduced and reduced to dryness. The residue is purified by silica gel chromatography (ammonia saturated ether) and separated and purified to give 20 mg of 16-epi-3, S-dideoxy-14-0-veratroyl aconine .

 (Example 1 1 3)

Example 11 In place of 3,4-dimethoxybenzoyl chloride in Example 12, 2Smg of m-chlorobenzoyl chloride was used in place of 3,4-dimethoxybenzoyl chloride, and the other operations were performed in the same manner as in Example 112 except that 15-epi-3 , 8-Dideoxy-14-0-m-chlorodibenzoylaconine (22 mg).

 (Example 1 14)

 By operating in the same manner as in Example 112, 16-epi-3,8-dideoxacianin is obtained. In place of 3,8,13-tridoxysiaconin of Example 79, 30 mg of 16-epi-3,8-dideoxyaconin was used, and the other operations were performed in the same manner as in Example 79. Obtain 19 mg of epi-3,8-dideoxy-14-0-benzylaconine.

 (Example 1 15)

By operating in the same manner as in Example 1 12①, 16-epi-3, S-dideoxysiaconin is obtained. Example 8 In place of 3,8,13-tridoxysiaconine in 1, 16-epi-3, S-dideoxyaconine The same procedure as in Example 81 was carried out except for using 3C) mg to obtain 15-mg of 16-epi-3, S-dide-cytoxy-14-0-chloroaconine.

 (Example 1 16)

 The same operation as in Example 4 is carried out to obtain 3, S-dideoxy-14-0-anisinoreaconin. Dissolve 660 mg of 3,8-dideoxy-14-0-anisoleylaconine in 66 ml of acetate and add 25 ml of aqueous solution of potassium permanganate (887 mg water 25 m 1) and carbonic acid to this solution. Add 4.5 ml of aqueous solution of potassium hydroxide (556 mg / 4.5 ml of water) and stir at room temperature for 30 minutes. After completion of the reaction, the reaction solution was subjected to pressure reduction under reduced pressure until there was no smell of acetone, and the residual solution was previously cooled with 33 ml of 2N sulfuric acid and an aqueous solution of sodium thiosulfate (8S7mg Z Water 22m1) Add 22m1 and wash with methylene chloride. Adjust the aqueous layer to 8-9 with sodium carbonate and extract with methylene chloride. The methylene chloride layer is dried over sodium sulfate and concentrated to dryness under reduced pressure. The residue was subjected to silica gel lacquer α-matography (5% methanol-ammonium saturated chloroform), separated and purified, and Ν-desethyl-3,8-dideoxy-14-0-anisoila Obtain 630 mg of Konin.

 (Example 1 1 7)

The same operation as in Example 1 16 was carried out to obtain N-desethyl-3,8-dioxy-14-0-anisylaconine. Dissolve 50 mg of N-desethyl-3,8-dideoxy-14-0-anisilauaconin in a mixture of methanol and ethanol (1: 1). Add 65 mg of tympanic calcium and 0.2 m 1 of π-amyl iodide and heat to reflux for 2 hours. After completion of the reaction, insolubles in the reaction solution are removed by filtration, and the reaction solution is concentrated to dryness under reduced pressure. The residue was subjected to silica gel column chromatography (5% methanol / ammonia-saturated chloroform form), separated and purified, and Κ-desethylamyl-3, S-doxy-14. -O-Niisolakonin 25 is obtained-

(Example 1 1 8)

 Example 11 0.5 ml of π-propyl iodide was used in place of π-amyl iodide in Example 17 and the other steps were carried out in the same manner as in Example 117, except that des-ethyl α-pill-3,8 -Didoxy-14-0-Obtain 22m of anisoilaconin.

 (Example 1 1 9)

 Example 1 0.5 ml of 1-bromide-4-tylpentane was used in place of π-amyl iodide in Example 1 and desethyl- 操作 -4- was used in the same manner as in Example 1-17. Methylpentyl-3,8-dideoxy-14-0-aniso.ylaconin 31m ε is obtained. (Example 120)

Example 11 The same operation as in 1S was carried out to obtain Ν'-desethyl-3,8-dideoxy-14-0-anisoilaconine. Dissolve 50 mg of Ν-desethyl-3,8-dideoxy-14-0-anisoilaconine in lml of methanol, add 50 mg of potassium carbonate, 0.1 ml of water and acetyl chloride 20ίί1, and add room temperature. And stir for 1 hour. After the reaction is completed, the reaction mixture is concentrated to dryness under reduced pressure, and the residue is dissolved in 20 ml of cross-hole form. After washing with water and drying with sodium sulfate, reduce to dryness under reduced pressure. The residue was chromatographed on silica gel (5% methanol-saturated chromium π-form), purified by filtration, and purified by M-desethyl-N-acetyl- 3. Obtain 30 mg of S-dideoxy-14-0-anisoiirireaconin.

 (Example 1 2 1)

 Instead of acetyl chloride of Example 120, benzoyl chloride 201 was used, and the other parts were operated in the same manner as in Example 120 to obtain 'N-desethylbenzoyl-3,8-doxy-14. -0-Ani Obtain 25 mg of soil aconin.

 (Example 1 2 2)

The same operation as in Example 7 is carried out to obtain 3,8,13-tridoxydi-14-0-anisoilyl aconin. 660 mg of 3,8,13-tridoxy-14-0-anisoilaconinin is added to 66 ml of acetone, and this solution is added with an aqueous solution of potassium permanganate (887 mg in 25 ml of water). 1 and 4.5 ml of an aqueous solution of potassium carbonate (556 mg Z, 4.5 ml of water) are added, and the mixture is stirred at room temperature for 30 minutes. After completion of the reaction, the reaction solution was strained under reduced pressure until the acetone odor disappeared, and the residual solution was cooled in advance with 33 ml of 2 'sulfuric acid and an aqueous solution of sodium thiosulfate 87 mgZZ water 22 ml) and wash with methylene chloride. Adjust the aqueous layer to pH 8-9 with sodium carbonate and extract with methylene chloride. After drying the methylene chloride layer with sodium sulfate, it is concentrated to dryness under reduced pressure. The residue was purified by silica gel column chromatography (5% methanolic ammonia-saturated chloroform form). And villages, and made minute齄精, Desunichiru -3, S, 13-preparative Ridoki sheet -14-0- Anisoinorea obtain two nin 620 mg _c

 (Example of actual trip 1 2 33

By operating in the same manner as in Example 122, K-desethyl 8,13-tridoxy-14-0-anisoil aconine is obtained. N- Death Echiru -3, S, 13-Toridokishi -14-0- § two source Iruakonin 50 mg of METHANOL / ether (1: 1) Dissolve in a mixture 2 ml, calcium carbonate S5m _g及Pi Add 2 ml of n-amyl iodide and heat to reflux for 2 hours. After completion of the reaction, insolubles in the reaction solution are removed by filtration, and the reaction solution is concentrated to dryness under reduced pressure. · The residue was applied to silica gel column chromatography (5% methanol / ammonia hydrate α-form), purified, and purified, to give Κ-desethylamyl-3, S, 13_tridoxy. Obtain 21 mg of -14-0-anisoil aconin.

 (Real Jeongseon Sim 1 2 4)

 Example 12 N-propyl iodide 0.5m 1 was used in place of n-amyl iodide in Example 23, and the other operations were the same as in Example 123, except that N-desethyl 3, S, 13-Trideoquin-14-0-7 Obtains 20 silaconin 20.

 (Example 1 2 5)

Example 1 0.5 ml of 1-bromide-4-methylpentane was used instead of n-amyl iodide in Example 23, and K_desethyl-N- 31 mg of 4-methylpentyl-3,8,13-trideoxy-14-0-anisylaconine are obtained. (Jeongjeon 1 2 6)- By operating in the same manner as in Example 122, Desethyl-3,8,13-trideoxy-14-0-anisolea conin was obtained. Desethyl-3,8,13-tridoxy-14-0-anisinoinoreaconin (50 mg) was dissolved in methanol (1 ml), and potassium carbonate (50 mg), water (0.1 ml) and acetyl chloride (20) were dissolved. Add μ 1 and stir at room temperature for 1 hour. After the reaction is completed, the reaction mixture is concentrated under reduced pressure to dryness, the residue is dissolved in 20 ml of chloroform, the form layer of the mouth is treated with water, dried with sodium sulfate, and dried under reduced pressure. Harden. The residue was subjected to silica gel chromatography (5% methanol / ammonia-saturated chloroform), separated and purified, and N-desethyl-N-acetyl-3,8, Obtain 28 mg of 13-tridoxy-14-0-diazoylaconine. (Example 1 2 7)

 Example 12 N-desethyl benzoyl-3,8,13-triethylbenzene was used in the same manner as in Example 126 except that benzoyl chloride 201 was used instead of acetyl chloride of 2S. Obtain 25 mg of Deoxy-14-0-anisoil aconine.

[Examples 1 2 8], 1) 70 mg of aconitine was used in place of 3,13-dideoxy-14-0-anisoil aconine in Example 9 4 2), and the others were the same as in Example 9 4 2). Proceed in the same manner to obtain 32 mg of aconine. Dissolve 45 mg of aconin in a mixture of 5 ml of pyridine and 1 ml of methylene chloride, and add 18 μl of p_anisyl chloride at 170 ° C. The temperature is raised from 170 ° C to 15 ° C over 2 hours while stirring the reaction. Then, add ice to the reaction solution. -

(6 G)

Water is added, the mixture is made alkaline with a 5% aqueous solution of sodium hydrogencarbonate, and extracted three times with d-hole form SOml. Combine the chlorophonome layers, dry with water and sodium sulfate, and concentrate to dryness under reduced pressure. The residual 狳 was subjected to silica gel caramuk G-matograph δ (eluent: 5% methanol Ζ ammonia-saturated chromium π-form), separated and purified, and 14-anisyl aconin 38 mg of 14-0-7 disoylaconine 660 mg was dissolved in acetone A6m1. To this solution was added 25 ml of permanganate-powered permeate solution (887 mg Z water 25 IrL) and potassium carbonate. water

10 Add 4.5 ml of a solution (556 mg / 4.5 ml of water) and stir at room temperature for 30 minutes. After completion of the reaction, the mixture was decompressed until the acetone odor disappeared from the reaction mixture, and 33 m1 of 2N sulfuric acid and 22 ml of sodium thiosulfate aqueous solution (887 mg / 22 ml of water) were cooled to the residual solution. In addition, wash with methylene chloride. Adjust the aqueous layer to PHS ~ 9 with sodium carbonate and extract with nutylene chloride. The methylene chloride layer is dried over sodium sulfate and concentrated to dryness under reduced pressure. The residue was applied to silica gel color chromatography (5% methanol / ammonia saturated cocoform), purified by difficulty, and 640 mg of desethyl -14-0-0 anisolylaconine was added. obtain.

 (Example 1 2 9)

By operating in the same manner as in Example 128, desethyl-14-0-anisylaconine is obtained. Desethinole: Dissolve 50 mg of 14-0-anisoleyl aconin in 2 ml of a mixture of 5 methanol / ether (1: 1), and add 5 mg of calcium carbonate S and n-iodide Add 0.2 ml of amide and heat to reflux for 2 hours. After completion of the reaction, insolubles in the reaction solution are removed by filtration, and the reaction solution is concentrated to dryness under reduced pressure. The residue was subjected to silica gel chromatography chromatography (5% methanol / ammonium-saturated anhonolem), separated, purified and N-desethyl-N-amino. -14-0-anisoleurea to obtain 29 mg _c

 (Example 130)

 Example 12 Instead of n-amyl iodide in Example 29, 0.5 m 1 of π-propyl iodide was used, and in the other cases, the same operation as in Example 12 was carried out on the same palm as desethyl-N. -Propyl-14-0-anisoleyl conine 23 mg is obtained.

 (Example 13 1)

 Example 1 The same procedure as in Example 51 was repeated, except that 5 ml of 1-bromide-4-methylpentane was used instead of n-amino iodide of Example 29, and N-desethyl-N -4-methylpentyl -14-0-anisosine noreaconine 30 mg is obtained.

 (Example 13)

The same operation as in Example 128 was carried out to obtain N-desethyl-14-0.0-a-diazoline. Dissolve 50 mg of N-desethyl-14-anisoleylaconin in lml of methanol, add 50 mg of potassium carbonate, 0.1 ml of water and acetyl chloride, and add room temperature. And stir for 1 hour. After the completion of the reaction, the reaction mixture was concentrated to dryness under reduced pressure, the residue was dissolved in 2 ml of black form, the form layer was washed with water, dried over sodium sulfate, and dried under reduced pressure. Harden. Remove the residue from silica gel Graphite (5% methanol Z ammonia-saturated chromophore) is separated and purified to obtain K-desnityl-acetyl- 14_0-anisinoreaconin 3im.

 (Real rotation ^ I S 3)

 Example: Using benzoyl chloride 20p1 instead of acetyl chloride in L32, and operating in the same manner as in actual travel example 132 except for '-desethyl-K-benzoyl -14-0- Anisir Akonin

 23 mg. '' (Implementation 1 3 4)

The same palm as in Example 3 was used to obtain 3-dexoxy-14-0-anisoleyl aconin. 660 mg of 3-deoxy-14-0-anisylacion is dissolved in 66 ml of acetone, and 25 ml of an aqueous solution of potassium permanganate (S87 ms, 25 ml of water) and 25 ml of an aqueous solution of potassium carbonate are added to this solution. 556m _g Z water 4.5 m 1) 4.5 m 1 is added, stirred for 30 minutes at room temperature. After completion of the reaction, the reaction mixture was reduced under reduced pressure until the acetone odor disappeared from the reaction mixture, and the residue was previously cooled to 33 ml of 2N hydrophobic acid and sodium thiophosphate aqueous solution (S87 mg / water 22 ml) 22 Add ml and wash with methylene chloride. The aqueous layer is adjusted to pH 9 with sodium carbonate and extracted with methylene chloride. The methylene chloride layer is dried over sodium sulfate and then reduced to dryness under reduced pressure. The residue was subjected to silica gel column chromatography (5% methanol Z ammonia-saturated chromatographic form), separated and purified, and K-desethyl-3-deoxy-14_0-anisinoreaconine was purified. Get 600 mg. (Example 13)

 By operating in the same manner as in Example 1 34, fv: _desethyl-3-deoxy-14-0-anisolicaconin is obtained. 50 mg of desethyl-3-doxy-14-0-anisoleacionine was dissolved in 2 ml of a mixture of methanol ether (1: 1), 65 mg of calcium carbonate and n-amyl iodide 0.2 Add m 1 and heat to reflux for 2 hours. After the completion of the reaction, insolubles in the reaction solution are removed by filtration, and the reaction solution is reduced to dryness under reduced pressure. The residue was subjected to silica gel chromatography (5% methanol Z-ammonium-saturated chloroform), separated and purified.

N-desethylamyl-3-doxy-14-0-ani Soinorea Conine 25 mg

 (Example 13)

 Example 13 0.5 ml of n-propyl iodide was used instead of the n-amido iodide of 35, and the other steps were the same as in Example 135. Pup pill-3-Doxy-14-0-ani Soinoreaconin (22 mg) is obtained.

 [Example 1 3 7]

 The procedure of Example 13 was repeated, except that 0.5 ml of 1-bromide-4-methylpentane was used in place of the n-amyl iodide of Example 135. Obtain 30 mg of N-4-methylpentyl-3-doxy-14-0-anisylaconine.

 (Example 13)

'By operating in the same manner as in Example 1 34, Des'nityl-3-doxy-14_0-tenisoylaconin is obtained. N-desethyl -3- 50 mg of Deoxy-14-G-anisonoreaconin is dissolved in methanol Iml, 50 mg of potassium carbonate, 0.1 ml of water and 20 μl of acetyl chloride are added, and the mixture is added at room temperature for 1 hour. Stir. After the reaction is completed, the reaction mixture is dried under reduced pressure and dried, and the residue is dissolved in 20 ml of black form. The chloroform layer is washed with water, dried with sodium sulfate, and dried under reduced pressure. Harden. The residue was subjected to silica gel column chromatography (5% methanol Z ammonia-saturated chloroform form), separated and purified, and desnityl acetyl-3-deoxy-14-0-anisyl aconine was purified. Get 30mg.

 (Example 13)

Example 1 Instead of acetyl chloride of 1 38, benzoyl chloride 201 was rained, and the other operations were the same as in Example 13 to obtain K-desetino-K-benzoinole-3-deoxy_ 14_0- § two Soi. Rireakonin 24m g obtain _c

 (Example 140)

By operating in the same manner as in Example 6, 3,13-dideoxy-14-0-anisoilaconine is obtained. 660 mg of 3,13-dideoxy-14-0-ani 'soinoreaconin is dissolved in 66 ml of acetone, and 25 ml of an aqueous solution of potassium permanganate (25 ml of 887 m water) and an aqueous solution of potassium carbonate are added to this solution. (556 mg / water 4.5m 1) 4 * 5m 1 is added and stirred at room temperature for 30 minutes. After completion of the reaction, the reaction mixture was concentrated under reduced pressure until the acetone odor disappeared, and the residual liquid was previously cooled with 33 ml of 2N sulfuric acid and sodium thiosulfate aqueous solution (8S7 mg aqueous 22 ml 1) "22 Add m 1 and wash with methylene chloride. The aqueous layer is adjusted to PHS-9 with sodium carbonate, and extracted with methylene chloride. The methylene chloride layer is dried over sodium sulfate, and the residue is dried under reduced pressure to dryness. It was applied to Kagelkaram chromatography (5% methano-mono-norenoammonium-saturated black-mouthed form), separated and purified, and desethyl-3,13-dideoxy-14-0-anisoy. Obtain 611 mg of Lua Konin.

 (Example 14 1)

 Operating in the same manner as in Example 140, K-desethyl-3,13-dideoxy-14-0-anisoilaconine! Get. Dissolve 50 mg of N-desethyl-3,13-dideoxy-14—0-azoyl alcohol in 2 ml of a mixture of methanol and Z ether (1: 1), and add calcium carbonate 65 πιε and Add 0.2 ml of n-ammonium iodide and heat to reflux for 2 hours. After completion of the reaction, the insolubles in the reaction solution are removed by filtration, and the reaction solution is concentrated to dryness under reduced pressure. The residue was subjected to silica gel chromatography with chromatographic chromatography (5% methanol in saturated form of ammonia in the form of hologram), separated and purified. N-desethyl-N-amyl -Obtain 22 mg of 3,13-dideoxy-14-0-anisoiluaconin.

 (Example 14 2)

Example 14 The same procedure as in Example 14 1 was repeated, except that iodide n-pulp pill 0.5 _m 1 was used in place of the iodide ητ-amyl, and N-desethyl propyl was used. -3,13-dideoxy -14-0-Anisovy noreaconine 26 mg is obtained.

(Actual trip 1 3) 1-bromide-4-methylpentane 0.5 m 1 was used for ^: ぉ of n-amyl iodide in 141, and the others were the same as in L 41. , - - Desuechiru -K-4-methylpentyl -3, 13-Jidokishi - I4-0- Aniso I Ruako Nin 30 mg obtain _c [actual travel example 1 4 4]

 In the same manner as in Example 140, K-desethyl-3,13-dideoxy-14-0-anisylaconine was obtained. Dissolve 50 m of K-desethinole-3,13-dideoxy-14-0-anisodilaconin in 1 ml of methanol, and add 50 mg of calcium carbonate, 0.1 ml of water and 2G1 of acetyl chloride. In addition, stir at room temperature for 1 hour. After completion of the reaction, the reaction solution is concentrated to dryness under reduced pressure, the residue is dissolved in 20 ml of chloroform, the form layer of the mouth is treated with water, dried with sodium sulfate, and concentrated to dryness under reduced pressure. I do. The residue was subjected to silica gel column chromatography (5% methanol-luzoammonium bean jam black π-form), separated and purified, and desethyl-! ¾-acetyl-3,13-dideoxy. -14-0-To obtain 31 mg of anisoyl aconin.

 (Example 1 4 5)

 EXAMPLE 14 Benzyl chloride 20; tl was used in place of acetyl chloride in Example 44, and the other procedures were the same as in Working example 144. K-desethyl benzoyl-3,13-dideoxy- 14-0-Anisoleconine 28 mg is obtained.

 (Example 1 4 63

Operate in the same manner as in Journey Example 27 to obtain 16-epi-3,8-dideoxy "-14-0-anisoinoleaconin. 16-epi-3,8-dide Dissolve 660 mg of xy-14-0-0-anisoleyl guanine in Aceton S6 ml, and add 25 ml of permanganate water solution (S87 mg / water 25 ml) and carbon dioxide to this solution. Lithium aqueous solution (556 m _£ / water 4.5111 1) 4. Add δin 1 and stir at room temperature for 30 minutes. After the completion of the reaction, the reaction mixture was concentrated under reduced pressure until the odor of acetate was removed, and the residual liquid was previously cooled with 33 ml of 2K sulfuric acid and sodium thiosulfate aqueous solution (SS7 mg / water 22 ml) and wash with methylene chloride. Adjust the aqueous layer to pH 8 ~ 8 with sodium carbonate and extract with methylene chloride. The methylene chloride layer is dried over sodium sulfate and then strained to dryness under reduced pressure. The residue was subjected to silica gel chromatography and mattography (5% methanol in ammonia-saturated closed mouth form), separated and purified, and N-desethyl-16-epi- 3,6-Di'-doxy-14-0-a; 615 mg of soil aconin.

 (Example 1 4 7)

 By operating in the same manner as in Example 1, 46, desethil-16-epi-3,8-dide-sixi-14-0-anisilaua conin was obtained.

Desethyl -16_epi-3, S-dideoxy-14-0-anisyl aconine 50 mg was dissolved in 2 ml of methanol / ether (1: 1) mixture, 65 mg of calcium carbonate and iodide Add 0.2 ml of n-amyl and heat to reflux for 2 hours. After completion of the reaction, the insolubles in the reaction solution are removed by filtration, and the reaction solution is strained under reduced pressure to dryness. The residue was subjected to silica gel chromatography (5% methanomonoammonium ammonia-saturated chloroform form), purified and purified by N-desethyl-N-amyl-16. -Epi- (6δ)

This gives 21 mg of S, S-dideboxoxy-14-0-anisoilaconinin.

 [Example 18]

 Use J.I.I.N-Pu Exit Building G.5 m 1 in place of J.J. Desnityl -'- propyl-16-epi-3,8-dideoxy-14-0-anisoilaconine (23 mg) is obtained.

 (Example 14 9)

 Example 14 N-desethyl 4-methylpentene was prepared in the same manner as in Example 14 47, except that 5 ml of tribromo-4-methylpentane was used instead of p-amyl iodide in Example 47. This yields 29 mg of no-16-epi-3, S-dideoxy-14-0-anisisozoleaconin.

 [Implementation 树 150]

 The same operation as in Example 14 6 was carried out, except that K-desethyl-16-epi-

3, S-dideoxy-14-G-anisylaconine is obtained. 50 mg of desuetyl-16-epi-3,8-dideoxy-14-0-anisoilaconine was dissolved in 1 ml of methanol, and 50 mg of carbonated lithium, 0.1 ml of water and acetyl chloride 201 were dissolved in 1 ml of methanol. Stir at room temperature for 1 hour. After completion of the reaction, the reaction mixture was evaporated to dryness under reduced pressure, the residue was dissolved in 20 ml of black mouth form, the white mouth layer was treated with water, dried with sodium sulfate, and dried under reduced pressure. Harden. The residue was subjected to silica gel column chromatography (5% methanol Z ammonia-saturated π-hole form), separated-purified, and purified with K-desethyl-N-acetyl-16- Epi-S, S-dideoxy-14-0-N-Sodium Norecon 31 mg

[Traveling example 1 δ 1]

 Example 15 Benzoyl chloride 201 was used in place of acetyl chloride of 50, and the other parts were operated in the same manner as in Actual travel example 120.

Ν- Desuechiru Benzoiru - 16 E Pi -3, δ_ Jidokin - 14-0- § obtain two source Iruakoni down 22m g _c

 (Example 15 2)

The same operation as in Example 28 was carried out to obtain 16-epi-3,8,13-tridoxy-14-0-anisoilua conin. Dissolve 660.mg of 16-epi-3, S, 13-tridoxy-14-0-anisinoleaconine in 66m1 of acetone and add the permanganate aqueous solution to this solution. mg / water 25 m 1) 25 ml and potassium carbonate aqueous solution (556 mg / water 4.5 m 1) 4.5 ml are added, and the mixture is stirred at room temperature for 30 minutes. After the completion of the reaction, the reaction mixture was concentrated under reduced pressure until the odor of acetone disappeared. g / water 22m 1) Add 22m 1 and wash with methylene chloride. The aqueous layer is adjusted to PHS-9 with sodium carbonate, and extracted with methylene chloride. The methylene chloride layer is dried over sodium sulfate and concentrated to dryness under reduced pressure. The residue was subjected to silica gel chromatography chromatography (5% methanol Z ammonia ammonia saturated form), separated and purified, and N-desethyl-16-epi was purified. 615 mg of -3,8,13-tridoxy-14-0-anisinoinoleacone is obtained. (Example 15 3)

 In the same manner as in Example 1 δ2, Κ-desnitil-16-nipi-3,8,13-trideoxy-14-G-anisylaconine is obtained. Κ · -desethyl-16-nipi-S, S, 13-tridoxy-14-0- anisolylaconin 50 mg in methanol / ether

(1: 1) Dissolve in 2m1 of the mixed solution, add 65mg of carbonated calcium carbonate and 0.2m1 of n-amyl iodide, and heat to reflux for 2 hours. After completion of the reaction, insolubles in the reaction solution are removed by filtration, and the reaction solution is concentrated to dryness under reduced pressure. The residue was subjected to silica gel gel chromatography (5% methanol Z ammonia solubilized microporous film), separated and purified, and N-desethylamyl-16-eppi was purified. This gives 21 mg of -3, S, 13-tridoxy-14-0-anisoilaconin.

 (Example 15)

 Example 15 K-desethyl-K-butyl-yl was replaced with ri-amyl iodide in place of 0.5 ml of n-propyl iodide pill instead of ri-amyl iodide, and otherwise operated as in Example 15 53. 16-Epi-3, S, 13-Tridoxy-14-0-asyluaconine 20 mg is obtained.

 (Example 15)

 Example 15 0.5 ml of 1-bromide-4-methylpentane was used in place of π-amyl iodide of 53, and the other parts were operated in the same manner as in Actual Example 15 to obtain N-desethylmethylpentyl. 16-epi-3, S, 13_tridoxy-1.4-0-anisylaconine 29 mga: -a „

(Example 15S) The same operation as in Example 15 2 was performed to obtain Desethyl-16-3 di-3,8,1S-tridoxy_14—0-anisoleyla conin _c K-Desethyl-16-Nipi Dissolve 50 mg of -3, S, 13-tridoxy-14-0-anisinoleaconin in 1 ml of methanol, add 50 mg of potassium carbonate and water. Add 1 ml and 20 i-acetyl chloride and stir at room temperature for 1 hour. After the reaction is completed, the reaction solution is concentrated to dryness under reduced pressure, the residue is dissolved in 20 ml of black mouth form, and the white mouth layer is washed with water, dried with sodium sulfate, and concentrated to dryness under reduced pressure. I do. The residue was subjected to silica gel chromatography and mouth chromatography (5% methanol Z ammonia-saturated • mouth mouth), separated and purified, and desethyl-N-acetyl- 16-Epi-3, S, 13-Tridoxy-14-0-anisoleaconine 25 mg _P

 (Example 15 7)

 Example 15 N-desethyl-Iv benzoyl-16-eppi-3 was prepared in the same manner as in Example 126 except that benzoyl chloride 201 was used instead of acetyl chloride in Example 56. , 8,13-Tridoxy-14-0-anisoyl aconin to obtain 22 mg.

 (Example 15 8)

 (1) 70 mg of pyrojesaconitine in 90% aqueous methanol

Dissolve in 5 ml, add 15 mg of potassium carbonate, and stir at room temperature for 40 hours. After the methanol in the reaction mixture was distilled off under reduced pressure, 5 ml of water was added and extracted with 10 ml of methylene chloride 0.3 times. The extract is dried over sodium sulfate and then reduced to dryness under reduced pressure. Remove the residue with thin-layer chromatography (eluent: 10% methanol). (Z-ammonia-saturated c-coform), and then separated and refined to obtain 16-divinylapiconin SGmg

 ② Dissolve 3C'mg of 16-epi-pikon aconin in 1m1 of pyridine, add 20mg of 3-chlorobenzoinole, and stir at 80 ° C for 4 hours. After the completion of the reaction, the pyridine is distilled off under reduced pressure, water is added to the residue, the mixture is made alkaline with a 5% aqueous sodium hydrogen carbonate solution, and extracted with a cross-linked form. C Form mouth layer is water-processed, dried with sodium sulfate, and reduced to dryness under reduced pressure. The residue was purified by silica gel column chromatography (ammonia saturated ether) (ammonia-saturated ether), separated and purified, and then purified with a 14-0-ffi-mouth. obtain.

 (Example 15 9).

Example 1 5 8 Proceeding as in the ①, 16- E peak - Piroako dissolved secondary emission obtain _c 16- E Pi _ pyromellitic Akonin 30 m g and P- toluenesulfonic acid 20 m g of anhydrous齚漦1.5 m 1, Stir at room temperature for 1 hour. After completion of the reaction, acetic anhydride is distilled off under reduced pressure, ice water is added to the residue, the mixture is made alkaline with 5% sodium hydrogencarbonate, and extracted with chloroform. The mouth layer of the mouth is water-processed, dried over sodium sulfate, and dried under reduced pressure. . Separated residue by Shi Li Kagerukaramuku Loma preparative Gras Fi chromatography (amm Nia saturated ether) 'Purification, 14-0- Asechiru - 16 - E peak - Piroakonin 11m g obtain _c

 (Example 1 S 0)

The procedure of Example 15 was repeated, except that 16-epi-pyroaconi _T 16- two pin obtain emissions - dissolved peer E A co Nin 30 m _£ in Jiokisan 1 m 1, hydrogen Kana Application Benefits um 15 mg was added and stirred for hands 10 minutes at room temperature ₌ Yo c in the reaction solution Add 0.1 ml of methyl chloride and shake for 2 hours. After the completion of the reaction, the reaction ¾ is poured into ice water and extracted with black α-form. The chloroform layer is washed with water, dried over sodium sulfate, and concentrated to dryness under reduced pressure. The residue is silica gel chromatographic (5% methanol / ammonia saturated chromatograph). Separation by purification in the form of a mouth)-Purification-14-10-methyl-1S-nipi-pyraconine 10mE (Example 16 1)

(1) Dissolve 660 mg of pyrojesaconitine in 66 ml of acetone and add 25 ml of an aqueous solution of potassium permanganate (8S7111 _£ 2511 1) and an aqueous solution of potassium carbonate (556 _mg / water 4.5 _ml ) Add 4.5 ml and stir at room temperature for 30 minutes. After the completion of the reaction, the reaction mixture was concentrated under reduced pressure until the acetone odor was eliminated, and the residual liquid was cooled in advance with an aqueous solution of sulfuric acid S3m1 and sodium thiosulfate (8S7mg / Add 22 ml of water (22 ml) and wash with methylene chloride. Adjust the aqueous layer to pH 8-9 with sodium carbonate and extract with methylene chloride. The methylene chloride layer is dried over sodium sulfate and then concentrated under reduced pressure to dryness. The residue was subjected to silica gel chromatography and chromatograph (5% methanol / ammonia-saturated macropore form), separated and purified, and desethil-1S-epi-pyrodiesaco. Obtain 480 mg of Nitin.

② Desethil-16-epi-pyrrojesaconitine 50 mg Is dissolved in lml of methanol, 50 ml of potassium carbonate-0.1 ml of water and benzoyl chloride 20A1 are added, and the mixture is stirred at room temperature for 1 hour. After the reaction is completed, the reaction mixture is concentrated under reduced pressure to dryness, and the residue is dissolved in Kua α-honolem 20m1. I do. The residue is subjected to silica gel column chromatography (5% methanol / ammonia-saturated chromatoform) and purified by difficulty to obtain 20 ms of desethyl benzoyl-16-epipyrrojesaconitine.

 (Actual travel example 1 6 2)

 Actual travel example 1 S 1 Follow the same procedure as ① to obtain N-desethyl-16-epi-pyrodidisaconitine. Dissolve 50 mg of N-desethyl vilogue saconitine in 2 ml of a methanol / ether (1: 1) mixture, add 65 mg of calcium carbonate and 0.5 ml of n-propyl iodide, and heat to reflux for 2 hours I do. After completion of the reaction, insolubles in the reaction solution are removed by filtration, and the reaction solution is concentrated to dryness under reduced pressure. The residue was subjected to silica gel column chromatography (5% methanol / ammonia saturated chromatographic form), separated and purified, and N-desethylpropyl-16-eppi-pyrogesaconitine 28 mg Get.

 (Example 16 3)

Example 16 N-desethyl-N-acetyl-16-epi_ was prepared in the same manner as in Example 161, except that benzoyl chloride 20;: 1 was used instead of benzoyl chloride. Obtain 22 mg of pyrojesaconitine. (? δ)

(Example 16)

(1) Instead of diesaconitine in Example 2, 100 _mg of pi-Gesaconitine was used, and the other procedures were carried out in the same manner as in Example 2 to obtain 35 mg of 3-deoxypyrrojesaconitine. Dissolve 35 mg of S-doxypyridine saconitine in 3 ml of 90% aqueous methanol solution, add 10 mg of potassium carbonate, and stir at room temperature for 40 hours. After distilling off the methanol in the reaction mixture under reduced pressure, add 5 ml of water and extract three times with 10 ml of methylene chloride. The extract is dried over sodium sulfate and concentrated to dryness under reduced pressure. The residue was subjected to thin-layer chromatography (eluent: 10% methanol / ammonia-saturated chloroform □ form), separated, purified, and purified with 3-deoxy-16-epipy. Get 20mg of pyroaconinin

2) Dissolve 20 mg of 3-deoxy-16-epi-pyroaconine in 1 ml of pyridin, add 20 mg of B-chloride G C! Benzoyl, and stir at 80 ° C for 4 hours. After completion of the reaction, the pyridine is distilled off under reduced pressure, water is added to the residue, the mixture is made alkaline with a 5% aqueous solution of hydrogencarbonate and sodium hydroxide, and then extracted with a cross-linked form. Wash the black mouth form layer with water, dry with sodium sulfate, and strain to dryness under reduced pressure. The residue was subjected to silica gel chromatography (ammonia saturated ether), separated and purified to give 3-deoxy-14-0-m-chlorobenzoyl-16-epi-. Obtain 10 mg of piroaconin.

 (Example 1 S5)

Example 1 The same operation as in S4 ① was performed to obtain 3-deoxy-16-epi-pyroaconine. 3-Doxy-16-epi-pyro 20 mg of p-toluenesulfonic acid and 20 mg of p-toluenesulfonic acid: dissolve in 1.5 ml of anhydrous acetic acid and stir at room temperature for 1 hour-After the reaction, remove acetic anhydride under reduced pressure and add permanent water to the residue. Make it alkaline with 5% sodium hydrogen carbonate, and extract with α-form. The black α-form layer is washed with water, dried over sodium sulfate, and reduced to dryness under reduced pressure. The residue was separated by silica gel column chromatography π-matography (ammonia-saturated ether) and purified to obtain 10 mg of S-dexoxy-14-0-acetyl-16-shr-pipiacone. Get-[Traveling example 1 6 6:

 'Operate in the same way as in the actual travel example 1 6 4① to obtain 3-deoxy-16-ebi-pi pi aconine. Dissolve 20 mg of 3-deoxy-16-epi-pyroacion in 1 ml of dioxane, add 15 mg of sodium hydride, and stir at room temperature for 10 minutes. 0.1 ml of methyl iodide is added to the reaction mixture, and the mixture is stirred for 2 hours. After the reaction is completed, pour the reaction solution into ice water and extract with a black hole form. Wash the foam layer at the mouth of the mouth, dry with sodium sulfate, and concentrate to dryness under reduced pressure. The residue was separated and purified by silica gel column chromatography (5% methanol Z ammonia-saturated chloroform α-form), followed by purification of 3-deoxy-14-0-methyl-16-epi-pi α-aconin 10m get g.

 (Example 1 6 7)

(1) Instead of diesaconitine in Example 2, use pyrojesaconitin 30 (inis), and otherwise operate in the same manner as in Example 2 to obtain 3-deoxypyrogesaconitin 100mκ. -De talent Transfer 300 m of Xypyrojesaconitine to 66 m1 of acetone, add 25 m1 of potassium permanganate aqueous solution (887 mg water 25 m1) and 25 m1 of potassium carbonate aqueous solution (556 mg / water 4.5 m1). 1) Add 4.5 ml and stir at room temperature for 30 minutes. After completion of the reaction, the reaction mixture was strained under reduced pressure until the acetone odor disappeared, and the residual liquid was cooled in advance with an aqueous solution of 2N sulfuric acid 33m1 and sodium thiosulfate (887 mg / water 22 m 1) Add 22m 1 and purify with methylene chloride. Adjust the aqueous layer to pH 8-9 with sodium carbonate and extract with methylene chloride. After drying the methylene chloride layer with sodium sulfate, concentrate under reduced pressure to dryness. The residue was subjected to silica gel chromatography chromatography (5% methanol / ammonia saturated chromatographic form), separated and purified, and N-desethyl-3-deoxy-16-eppi was purified. -Obtain 250 mg of pyrojesaconitine.

 (2) Dissolve 50 mg of N-desethyl-3-doxy-16-epi-pyrrojesaconitine in 1 ml of methanol and add 50 mg of carbonated lime, water O.lml and benzoyl chloride 201. Stir at room temperature for 1 hour. After completion of the reaction, the reaction solution is concentrated to dryness under reduced pressure, the residue is dissolved in 20 ml of black mouth form, the white form layer is washed with water, dried with sodium sulfate, and concentrated under reduced pressure to dryness. . The residue was subjected to silica gel chromatography (5% methanol / ammonia-saturated chloroform form), separated and purified, and Ν-desethylbenzoyl-3-dexoxy-16 -Epi-Piro Jesaconiitine 20mg is obtained.

(Example 1 S 8) By operating in the same manner as in the actual rotation example 1 67, N-desethyl-3-doxy-16-epi-viloguesaconitine is obtained. Dissolve 50 mg of N-desethyl-3-deoxy-16-shrimp-pyrodiesaconitine in 2 ml of a mixture of methanol and ether (1: 1), and add 65 mg of calcium carbonate and 0.5% of n-propyl iodide 0.5 Add ml and heat to reflux for 2 hours. After completion of the reaction, insolubles in the reaction solution are removed by filtration, and the reaction solution is dried under reduced pressure. The residue was subjected to silica gel column chromatography (5% methanol / ammonia saturated chromatographic form), separated and purified, and K-desethyl-N-propyl-3-deoxy-16 was purified. -Obtain 28 mg of epipirojesaconitine.

 (Example 16 9)

 The procedure of Example 1667 was followed, except that benzoyl chloride 201 was replaced with anisyl chloride 201 in place of benzoyl chloride of Example 16-7. K-desethyl-K-acetyl-3-dexoxy: 16- Obtain 20 mg of di-esaconitine.

 (Example 17 0)

(1) Instead of diesaconitine in Example 5, 100 mg of pilodiesaconitine is used, and the other procedures are performed in the same manner as in Example 5 to obtain 35 mg of 3,13-dideoxypiα-disaconitine. Dissolve 35 mg of 3,13-dideoxypyrodiesaconitine in 3 ml of 90% aqueous methanol solution, add 10 mg of potassium carbonate, and stir at room temperature for 40 hours. After the methanol in the reaction mixture was distilled off under reduced pressure, 5 ml of water was added, and the mixture was extracted three times with 10 ml of methylene chloride. The extract is dried over sodium sulfate and decompressed Concentrate to dryness below The residue was subjected to thin-layer chromatography (eluent: 10% methanol-ammonia-saturated mouth-holm), separated, purified, and purified with 3,13-sided gel. Obtain 20 mg of xy-16-epi-pi-aconine.

 (2) Transfer 20 mg of 3,13-dideoxy-16-epi-pi-α-aconine to 1 ml of pyridine, add 20 mg of m-chloro-α-benzoyl chloride, and add 8 (agitate for 4 hours at TC). After completion of the reaction, the pyridine was distilled off under reduced pressure, water was added to the residue, the mixture was made alkaline with a 5% aqueous solution of sodium hydrogen carbonate, and then extracted with chloroform. The layer is washed with water, dried over sodium sulfate and concentrated to dryness under reduced pressure.The residue is applied to silica gel chromatography (ammonia saturated ether) ', separated and purified, and purified with 3,13-dideoxy. -14-0-m-C C benzoyl -16-Epi-Pyroaconine 10 mg is obtained.

 [Example 17 1]

Working in the same manner as in Example 17 0. 3, 3,13-dideokin-16-epi-pyroaconine is obtained. Dissolve 20 mg of 3,13-dideoxy-16-epi-pyrroaconine and 20 mg of P-tonoleenesulfonic acid in 1.5 ml of acetic anhydride and stir at room temperature for 1 hour. After the reaction is completed, acetic anhydride is distilled off under reduced pressure, ice water is added to the residue, the mixture is made alkaline with 5% sodium bicarbonate, and extracted with black form. Wash the black □ holm layer with water, dry over sodium sulfate, and dry to dryness under reduced pressure. The residue was purified by silica gel chromatography 'separated by ramchromatography (ammonia saturated ether)' and purified to give 3,13-dideoxy-14-0-acetyl-16- Obtain 10m E of epi-C-aconin.

 (Example 17 2)

Operate in the same manner as in the case of Jeong-jeong example 170 to obtain 3,13-dideoxy-16-epi-pyroaconine. Dissolve 20 mg of 3,13-dideoxy-16- ヱ pi-pi-α-aconine in 1 ml of dioxane, add 15 mE of sodium hydride, and stir at room temperature for 10 minutes. _C Add methyl iodide to the reaction solution. Add 0.1 ml and stir for 2 hours. After completion of the reaction, the reaction solution is poured into permanent water, and then extracted with a cross-linked form. □ Wash the mouth layer with water, dry with sodium sulfate, and concentrate to dryness under reduced pressure. The residue was purified by silica gel column chromatography (5% methanol / ammonia-saturated chromium π-form) and purified, and 3,13-dideoxy-14-0-methinole-16 -To obtain 10 mg of epi-pyroaconin. (Example 17 3)

① instead of Jiesakonichin Example 5, Piroji: I: Sako two Chin 300Ni _g of甩I, others, the same operation as in Example 5, a 3,13- didecyl O carboxymethyl pyromellitic Jefferies Sa Koni Chin 100 mg obtain. Dissolve 100 mg of 3,13-dideoxydiedesaconitine in 66 ml of acetone, add 25 ml of aqueous solution of potassium permanganate (887 mg / 25 ml of water) and 25 ml of aqueous solution of potassium carbonate.

(556 mg / 4.5 ml of water) is added and stirred at room temperature for 30 minutes. After completion of the reaction, the reaction mixture was strained under reduced pressure until there was no smell of acetone, and the residual liquid was cooled beforehand with 33 ml of 2N sulfuric acid and sodium thiosulfate aqueous solution (887 mg / water 22m l) Add 22ml and wash with methylene chloride. The aqueous layer is adjusted to PHS ~ 9 with sodium carbonate and extracted with methylene chloride. The methylene chloride layer is dried over sodium sulfate and then dried under reduced pressure. The residue was applied to silica gel caramuk comatograph (5% methanol / ammonia-saturated closed-mouth form), separated and purified, and N-desethyl-3,13- Dideoxy

Get 60mg of -16-Epi-Pyro Jesaconitine

 (2) Dissolve 50 mg of -desethyl-3,13-dideoxy-16-epi-pyrrojesaconitine in lmol of methanol, and add 50 mg of carbonated lithium, 0.1 ml of water and 20 ^ 1 of benzoyl chloride. Stir at room temperature for 1 hour. After the completion of the reaction, the reaction solution was concentrated to dryness under pressure, the residue was dissolved in 20 ml of black mouth form, the black form layer was washed with water, dried with sodium sulfate and dried under reduced pressure to dryness. I do. The residue was subjected to silica gel chromatography (5% methanol / ammonia-saturated chloroform), separated and purified, and N-desethylbenzoyl-3,13- Didoxy-16-epi-pi □ Take 20 mg of diesaconitine. '

 (Example 17 4)

Example 1 7 3 The same operation as in ① was carried out to obtain N-desethyl-3,13-dideoxy-16-epi-pyrrojesaconitine. Dissolve 50 mg of N-desethyl-3,13-dideoxy-16-epi-pi α diesaconitin in 2 ml of a mixture of methanol ether (1: 1), 65 mg of calcium carbonate and n-iodide n Add 0.5 ml of pill and heat to reflux for 2 hours. After the completion of the reaction, insolubles in the reaction solution are removed by filtration, and the reaction solution is reduced to dryness under reduced pressure. I do. The residue was subjected to silica gel column chromatography (5% methanol Z ammonia-saturated microporous form), purified and purified by N-desethyl-N-propyl pill. -Obtain 28 mg of 3,13-dideoxy-16-epi-pyrosasaconitine. (Example 1 75)

 Example 17 N-desethyl acetyl-3,13-dideoxy-16-eppyropyrogosaconitine 20 m, except that acetyl chloride 1 was used instead of benzoyl chloride in Example 73, and the other procedures were the same as in Example 173. Obtain ε. -[Example 1 7 6]

Operate in the same way as in the actual travel example 50 to obtain Ν-desethyl-8-dex-14-0-anisylaconine. Dissolve 50 mg of Ν-desethinole-8-doxy-14-0-anisoinoleaconin in 1 ml of methanol, 50 mg of potassium carbonate, 0.1 ml of water and 2-methyl-tetrahydro-2- Add 20 μl of Prok mouth and stir at room temperature for 1 hour. After completion of the reaction, the reaction solvent was distilled off under reduced pressure, and the residue was dissolved in 20 ml of α-form.The form layer was washed with 5% hydrochloric acid and water, dried with sodium sulfate and dried. Then, the residue was dissolved in 1.5 ml of tetrahydrofuran, and the solution was preliminarily added with 20 mg of lithium hydride aluminate to 0.7 ml of tetrahydrohydran. Add the solution suspended in frans while cooling, and heat to reflux for 2 hours. After the completion of the reaction, add 0.1 ml of water to the reaction solution and filter. The filtrate is concentrated under reduced pressure to dryness, the residue is dissolved in 1 ml of pyridine, and P-anisyl chloride 20 At 1 is added. After addition, the mixture was stirred at room temperature for 4 hours. After the completion of the reaction, the pyridine in the reaction solution was distilled off under reduced pressure, water was added, and the mixture was made alkaline with 5% sodium hydrogen carbonate. , Extract with black mouth Holm. The mouth layer is washed with saturated saline, dried over sodium sulfate, and evaporated under reduced pressure. The residue was separated and purified by silica gel force chromatography (5% methanol / ammonia saturated microporous form) and purified by N-desethyl-N- (2- Methyltetrahydrofurupril) Deoxy_14-0-anisoleyla conine 21 mg is obtained.

 (Example 17 7)

 The same operation as in Example 1 16 was carried out to obtain N-desethyl-3,8-doxy-14-0-anisoil aconine. Example 1 In place of desethyl-8-dexoxy-14-0-anisoilaconine in 76, -desethyl-3, S-dideoxy-14-0-α'isylaconine was used in place of 50 mg, and the others were used. The same operation as in Example 1 76 was carried out to give 20 m of N-desethyl-N- (2-methyltetrahydro π-furfurinole) -3,8-dideoxy-14-0-anisoleyl conine. .obtain.

 [Example 17 8]

By operating in the same manner as in Example 122, N-desethyl-3,8,13-tridoxy-14-0-anisylaconine is obtained. Example 1 760 Desethyl -8-dexoxy -14-0-Anisoyl laconine In place of desethyl -3,8,13-tridoxydi-14-0-anisoyl aconin, 50 mg was used instead of desethyl. The same operation as in Example 1 76 was performed, and N-desethyl-N- (2-methyl Te tiger arsenide de Acquisition of full drill) -3, S, 13_ Application Benefits Dokishi - 14-0 - _c to obtain § Niso I le Ako Nin ISm g

 [Example 17 9]

 By operating in the same manner as in Example 128, K-desethyl-14-0-anisoleaconinin is obtained. Example 1 76 K-desethyl

Using the same procedure as in Example 1 76 except that 50 mg of N-desuetyl-14-0-anisylaconin was used instead of -8-doxy-14-0-anisoilaconin, Desethyl -N- (2-methyltetrahydrofuzorefuryl)-Obtains 21 mg of 14-0-anisoylaconine-[Example 180]

Operate on the same palm as in the actual travel example 1 3 4 to obtain N ^: -Desethyl doxy -14-0-anisoil akonin. Example 1 50 ng of N-desethyl-3-decoxy-14-0-anisylaconine was used instead of desethyl-8-doxy-14-0-anisoilaconine in 76, and the others were actual travels. The same operation as in Example 1 76 was carried out to obtain 20 mg of K-desethyl (2-methyltetrahydrofurfurfuryl) -3-deoxy-14-0-anisylacone.

 (Example 18 1)

By operating in the same manner as in Example 140, Γί-desethyl-3,13-dideoxy-14-0-anisoilaconinin is obtained. Example 1 In place of I-desethyl-8-doxy-14-0-anisoilaconine in 76, desethyl-3,13-dideoxy-14-0-anisoylaconine was used instead of 50 mg, and the other examples were used in Example 1. 7 6 and Perform the same operation to obtain 22 mg of N-desethyl-N- (2_methyltetrahydrofurfuryl) -3,13-dideoxy-14_0-anisoleyla conine.

 (Example 18 2)

 By operating in the same manner as in Example 66, N-desethyl-16-epi-δ-dexoxy-14-0-anisoilaconinin is obtained. Example 1 In place of Ν-desethyl-8-doxy-14-0-anisylylconine of 76, mg-desethyl-16-epi-8-deoxy; 50 mg of 14-0-anisoinolea conine was used. Use the same procedure as in Example 1, 176 except that N-desethyl-N- (2-methyltetrahydrofurfurfuryl) -16-epi-8-doxy-14-0-α Obtain 23m ε of two soil conin.

 [Example 18 3]

 The same operation as in Example 1 46 was carried out to obtain Ν-desethyl-16-epi-3,8-dideoxy-14-0-anisoilaconinin. Example 1 In place of 6-desethyl -8-dexoxy -14-0-anisoil aconine in 76, デ ス -desethyl -16-sabi-3,8-dideoxy -14-0-anisoilua N-desethyl-N- (2-methylethyl α-furfuryl)-16-eppi-3,8-doxy Obtain 19 mg of -14-0-anisoil aconin.

 (Example 18 4)

By operating in the same manner as in Example 152, N-desethyl-16-epi-3, S, 13-tridoxy-14-0-anisylaconine is obtained. Example 1 N-desethyl-8-doxy-14-0-aniso Using desechinole 16-epi-3,8,13-trideoxy-14-0-anisylaconin 50 ms instead of iluaconin, the same operation as in actual travel example 1 76 was performed except for N- Desethyl- (2-methyltetrahydrofurol-ril) -16-epi-3,8,13-tridecyloxy-14-0-anisylaconine 17 mg is obtained.

(Example 18 5)

 Diesaconitine (100 mg) and imidazole (6 mg) are dissolved in dry tetrahydrofuran (12 ml), sodium hydride (nOmg) is added to the solution at 0, and the mixture is stirred at room temperature.

 After 30 minutes, 2.4 ml of carbon disulfide and 1.8 ml of methyl iodide

'Add' and heat arrest for 1.5 hours. After cooling, pour the reaction mixture into ice water and extract three times with 30 ml of chloroform. The mouth layer of the black mouth is watered, dried with sodium sulfate, and concentrated to dryness under reduced pressure. The residue is separated and purified by silica gel column chromatography (5 g, ammonia-saturated ether: hexane = 3: 2) to obtain 98 mg of diesaconitine 3,13,15-trithiocarbonate. Next, 30 mg of diesaconitine 3,13,15-trithiocarbonate was dissolved in lml of dry benzene, and a solution of 0.2 ml of tributyltin hydride in 0.5 ml of dry benzene was added to this solution, and the mixture was heated for 4 hours. Reflux. After cooling, the benzene in the reaction solution was distilled off under reduced pressure, and the residue was separated and purified using a silica gel column chromatography α-matography (5 g, ammonia-saturated ether: hexane = 3: 2). Get 15-tride-aged xyziesaconitine 25 mE.

[Example 18 6]- 70 mg of methacrylonitrile is dissolved in 5 ml of methanol, and 1 ml of 5% potassium hydroxide is added. The mixture is heated under reflux for 3 hours. After distilling off the methanol in the reaction mixture under reduced pressure, add 5 ml of water and extract three times with 10 ml of methylene chloride. The extract is dried over sodium sulfate and concentrated to dryness under reduced pressure. The residue is subjected to thin-layer chromatography (eluent: 10% methanol-ammonia-saturated macropore form), separated *, and purified to obtain 30 mg of mesacone. Use 30 mg of mesaconin instead of 30 mg of aconine, and use 30 mg of P-chloro mouth benzoyl chloride instead of 30 mg of m-chlorinated mouth benzoyl in Example 90. Operate in the same manner as in the actual travel example 90 to obtain 14-0-P-co-mouth □ 20 mg of benzoinolemesaconine.

 (Example 18 7)

 In place of 30 mg of m-cyclopentyl benzoyl chloride of Example 90, 30 mg of P-fluorobenzoyl chloride was used, and the other procedures were the same as in Example 90 to obtain 14-0-P-fluoryl. Obtain 19 mg of benzoyl aconine.

 [Example 1888] 'The procedure of Example 90 was repeated, except that 30 mg of m-chlorobenzoyl chloride of Example 90 was replaced with 30 mg of P-bromobenzoyl chloride. Obtain 20 mg of 0-P-bromobenzoylaconine.

 (Example 18 9)

In place of 30 mg of m-chlorobenzoyl chloride of Example 90, 30 mg of P-chlorobenzoyl chloride was used, and the others were actually used. .

(88)

Operating in the same manner as in Example 90, 21 mg of 14-P-cDπbenzoylaconine is obtained. Dissolve 21 mg of 14-P-coupling benzoisoleaconin in 3 ml of acetone and add an aqueous solution of potassium permanganate (887 m _ε / water 25 ml) in l l and aqueous solution of potassium carbonate ( 556m gr Z water 4.5m 1) Add 0.2m 1 and stir at room temperature for 30 minutes. After completion of the reaction, concentrate under reduced pressure until the acetone odor disappears from the reaction solution, and pre-cool to residual liquid. acid 1 · 3πι 1 and Chio铳酸isocyanatomethyl Li um aqueous (887m _g / water 22m 1) lm 1 was added, washed with methylene chloride, the aqueous layer was adjusted to PH8 ~ 9 carbonate Na Application Benefits um chloride Extract with methylene, dry the methylene chloride layer with sodium sulfate, and dry under reduced pressure. The residue was subjected to silica gel column chromatography (5% methanol / ammonia-chloroform), separated and purified, and N-desethyl-8-dexoxy-14-0-anisoi was purified. Get 15ms of luaconin.

 (Example 190)

 Dissolve Neo 'phosphorus Smg in pyridine (1 ml), add 0.2 ml of anhydrous sulfuric acid and leave at room temperature for 30 minutes. Add 20 ml of water and 10 ml of sodium carbonate to the reaction solution. Extract three times with 30 ml of ether. After the extract was evaporated to dryness, the residue was applied to silica gel column chromatography (7 g) and washed with a mixture of black α.form / methanol (99.5: 0.5) 30πι1. Then, elution was performed with 30 ml of a 13-port form / methanol mixture (98: 2).

New paper Dry to dryness to obtain 8 mg of 1,14-diacetylneoline.

 [Example of actual trip 1 9 1]

 Example 8 The same operation as in 1) was carried out to obtain 70 mg of aconine. Dissolve 30 mg of aconine in 1 ml of pyridine, add 18 mg of 3-chloro □ pionyl chloride, and stir at 80 ° C for 4 hours. After completion of the reaction, the pyridine is distilled off under reduced pressure, water is added to the residue, the mixture is rendered alkaline with a 5% aqueous solution of sodium hydrogen carbonate, and then extracted with a cross-sectional form. The crotch-form layer is washed with water, dried over sodium sulfate, and dried under reduced pressure. The residue was subjected to silica gel chromatography and chromatography (ammonia saturated ether), separated and purified to obtain 18 mg of 14-0- (3-chlorinated pionyl) aconine. .

 (Example 1 92)

 Example 8 The same procedure as in 8① is performed to obtain 70 mg of aconine. Dissolve 30 mg of aconine in 1.3.6 ml of 1,2-dimethoxetane, add 90 mg of sodium hydride, and stir at room temperature for 30 minutes. To this reaction solution, add 0.7 ml of 4-chloro-1-butanol, and heat to reflux for 30 minutes. After the reaction is completed, pour the reaction mixture into ice water and extract with black hole form. The mouth layer is washed with water, dried over sodium sulfate, and concentrated to dryness under reduced pressure. The residue is separated and purified by silica gel column chromatography (ammonia saturated chromatophore form) to give 17 mg of 14-0- (4-hydr-3-hydroxybutyl) aconine.

 (Example 19 3)

EXAMPLE 19 4-CLOSE OF 92-Instead of 1-butanol Using 1 ml of 4-bromo-1-methylcyclohexane (mixture of cis- and trans-forms), the procedure was as in Example 192, except that 14-0- (4-methyl-cyclohexane) was used. Hexyl) I don't get 19 mg of aconine.

 (Example 1 94)

660 mg of 14-0-benzoylacion was dissolved in 66 ml of acetone, and 25 ml of aqueous solution of potassium permanganate (887 mg / 25 ml of water) and 25 ml of aqueous solution of potassium carbonate (556 mg water 4 mg) were added to this solution. , 5m 1) 4.5m 1 and stir at room temperature for 30 minutes. After the completion of the reaction, the reaction mixture was concentrated under reduced pressure until the acetone odor disappeared, and the residual liquid was cooled in advance with 33 ml of 2N sulfuric acid and sodium thiophosphate aqueous solution (8S7 mg / water 22 ml) ) Add 22ml and wash with methylene chloride. Adjust the aqueous layer to pH 8-9 with sodium carbonate and extract with methylene chloride. The methylene chloride layer is dried over sodium sulfate and then concentrated to dryness under reduced pressure. The residue was passed through silica gel ram chromatograph (5% methanol / ammonia-saturated chromatographic form), separated and purified, and 610 mg of desethyl-14-0-benzoylamine was purified. obtain. Dissolve 50 mg of N-desethyl-14-0-benzoylaconine in lml of methanol, add 50 mg of potassium carbonate, 0.1 mL of water and 50 mg of p-anisyl chloride, and stir at room temperature for 1 hour. After the reaction is completed, the reaction solution is concentrated under reduced pressure to dryness, the residue is dissolved in 20 ml of black α-form, the form layer of the black mouth is washed with water, dried over sodium sulfate, and then dried under reduced pressure. Harden. Residue is silica gel column Chromatography (5% methanol in ammonia-saturated chloroform), separation, purification and -desethyl

(P-anisonoinole) -14-0-Benzoyl akonin 30 mg is obtained.

 (Example 1 95)

 The procedure of Example 1994 was repeated, except that 3-chloro □ propynyl chloride 0.03 m1 was used instead of P-anisyl chloride of Example 194. -Chlorobe mouth pionyl) -14-0-benzoylaconine 27 mg is obtained. '' (Example 1 96)

 Example 51 Using 50 mg of Ν'-desethyl-14-0-benzoylaconine instead of M-desethyl-8-doxy-14-0-benzoylaconine of Example 1 Using 0.6 m.1 of crotyl chloride in place of octyl chloride, and operating in the same manner as in Example 51, otherwise, 29 mg of N-desethyl crotyl-14-0-benzoylaconine is obtained.

 (Example 1 97)

 Example 51 Using 50 mg of N-desethyl-14-O-benzoylaconine instead of N-desethyl-8-doxy-14-0-benzoylaconine in Example 1 to obtain n-amyl iodide Instead, use 0.9 ml of 4-bromo-1-methylcyclohexane. (Mixture of cis- and trans-forms), and operate in the same manner as in Example 51 except for des:?: Tyl (4-methyl -Six-mouth hexyl) -14-0-Benzylaconine to obtain 26 mg.

(Example 1 98) Example 51 50 mg of Ιί-desethyl-14-0-benzoylaconine was used in place of '-desethyl-doxy-14_0-anisylaconine in Example 1 and 4-chloro was used instead of II-amyl iodide. Mouth-1-butanol O.Sm 1 was used, and the other parts were operated in the same manner as in Jeongseon 51. N-desethyl-N- (4-hydr □ xybutyl) -14-0-benzoyl Obtain 25 mg of luaconin.

 (Jeongjeon 1 9 9)

 Example 19 Instead of 4-ku απ-l-butanol in Example 1, 20 ng of 2-ku π α-methylpyridine hydrochloride was used, and the other operations were performed in the same manner as in Example 1991. Then, 21 mg of 14-0- (2-pyridylmethyl) aconine is obtained.

 (Example 200)

 Example 19 2-methyl-tetrahydro-2-fluoroalkyl mouth slide 20 1 * was used in place of 4-chloro- 1-butanol in Example 1, and the others were used in Example 19. Operate in the same manner as in 1 to obtain 19 mg of 14-0- (2-methylthiotrafurfurfuryl) aconine. (Example 201)

Example 8 The same operation as in 8① was performed to obtain 70 mg of aconine. Dissolve 30 mg of aconine in 1 ml of pyridine, add 25 μl of cyclohexanecarbonyl chloride and stir at 80 "C for 4 hours. After the reaction is completed, pyridine is distilled off under reduced pressure, and water is added to the residue. In addition, the mixture is made alkaline with a 5% aqueous solution of sodium bicarbonate, extracted with a black form.The black form layer is subjected to a water method, dried with sodium sulfate and dried under reduced pressure. The residue was subjected to silica gel column chromatography. Separate and purify to obtain 14-0-cyclohexanecarbonylaconine lSmg.

 (Example 202)

 N-desethyl-N-cyclic mouth was operated in the same manner as in the actual trip example 93 except that 0.03 ml of cyclohexanecarbonyl chloride was used instead of the P-anisyl chloride in the actual trip example 93. Hexancarbonyl-14-0-benzoylaconine 27 mg is obtained.

 (Example 203)

 Example 19 Instead of P-anisyl chloride of 93, α-methyl- (4- (α-methylacetic acid) -phenyl) -acetyl 501 was used in place of P-anisole chloride, and the actual trip example 1 was used for the other. 93 In the same manner as in 3, obtain 27 mg of Κ-desethyl α.-methyl- (4- (a-methylacetic acid) -phenyl) -acetyl-14-0-benzoylaconine.

 [Actual travel example 204]

 Example 51 Using 50 mg of N-desethinole-14-0-benzoylaconine in place of N-desethyl-8-doxy-14-0-anisylaconine in Example 1 and substituting n-amido iodide N-desethyl-N- (2-pyridylmethyl) -14-0-benzoylaconine was prepared in the same manner as in Example 51 except that 20 mg of 2-chloromethylpyridine hydrochloride was used. Get 30mg. (Example 205)

Dissolve 17 mg of neolin in 0.8 ml of pyridine, add 0,2,2,2-trichloromethane formic acid 22 1 at 0 ° C, and add Stir at this temperature for 30 minutes. To the reaction mixture is added 2 ml of ice water, made alkaline with a 5% sodium hydrogen carbonate solution, and then extracted three times with 10 ml of croral form. The chloroform layer is washed with water, dried over sodium sulfate, and dried under reduced pressure. The residue was applied to alumina column chromatography (30 _ε ), separated and purified on a chromatographic form, and 21 mg of ι-ο- (,,, i? -Trichloroethoxycarbonyl) neoline was obtained. obtain. 1-0- (P, P, -triethoxy ethoxycarbonyl) neoline 18 ms dissolved in dry-viridine 1.2 ml, shielded with P-anisole chloride 401, at room temperature After stirring for 1 hour, 2 ml of ice water was added to the reaction solution, and the mixture was made alkaline with a 5% sodium hydrogencarbonate solution. Extract 3 'times with 10ml of mouth holm. The extract is washed with water, dried over sodium sulfate, and dried under reduced pressure. The residue was purified by silica gel column chromatography (15 g, ammonia planed ether: hexane = 3: 2), purified by separation and 1-0- (P, / 3, P-trichloromethane). (Ethoxylated carbonyl) -14-0-Anisyl neolin Get 20 mg.

P, P, -Tricyclo mouth ethoxycarbon) -14-0- Dissolve 18 mg of anisolylneolin in 5 ml of acetic acid, add 40 mg of zinc dust, and stir for 1 hour. The zinc dust is removed by filtration, the zinc dust on the filter paper is washed with 50 ml of 5% methanol / cloth-form, and the filtrate and the aqueous solution are combined and washed with 50 ml of a 1N sodium carbonate solution. I do. The clot film layer is dried with a glass and dried under reduced pressure. The residue was measured for preparative thin-layer chromatography (ammonia saturated ether). Release to obtain 13 mg of 14-0-anisorneoline.

 (Example 206)

 Dissolve 8 mg of neolin in 1 ml of pyridine, add 0.08 ml of butyryl chloride thereto, and leave at room temperature for 30 minutes. Add 20 ml of water and 10 ml of 1N sodium carbonate to the reaction solution, and extract three times with 30 ml of ether. After the extract was concentrated to dryness, the residue was applied to silica gel column chromatograph (7 g), and washed with 30 ml of a mixture of mouth and formanol (99.5: 0.5). After that, elute with 30 ml of a mixture of black form and methanol (98: 2). The eluate is concentrated to dryness to obtain 8 mg of 1,14-dibutanolylneoline. (Example 20 7)

 Dissolve 8 mg of neolin in 1 ml of pyridine, add 0.04 ml of chlorinated benzoyl chloride, and leave it at room temperature for 30 minutes. Add 20 ml of water and 10 ml of 1N sodium carbonate to the reaction solution, and extract three times with 30 ml of ether. After concentrating the extract to dryness, the residue was applied to silica gel chromatography (7 g), and washed with 30 ml of a mixture of form mouth Z-methanol (99.5: 0.5). Then, elution was performed with 30 ml of a chloroform / methanol mixture (98: 2), and the eluate was concentrated to dryness, and 8 mg of 1,14-di-P-co-mouth benzoyl neolin was added. obtain.

 (Example 208)

Dissolve 8 mg of neolin in 1 ml of pyridine, add 0.02 ml of chlorinated P-anisole and leave at room temperature for 30 minutes I do. Add 20 ml of water and 10 ml of 1N sodium carbonate to the reaction solution, and extract three times with 30 ml of ether. After the extract was dried to dryness, the residue was applied to silica gel column chromatography (7 g), and mixed with chloroform / methanol mixture (9S.5: 0.5) at 30 ml. After purification, the mixture is eluted with 30 ml of a mixture of π-pi-holmethanol and methanol (98: 2), and the eluate is concentrated to dryness to obtain 8 _mg of 1,14-dianisoline neolin.

 (1) 8-Doxy 1 14 1 0-Physical property value and data of analysis of anisoyl aconin

 1) Properties ^ and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, chloro-C! Form, benzene, ethanol, methanosol, ethyl ethyl diphosphate, pyridin, dimethyl sulfoxide and hexane, Insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

S5-60, 1711 cm- ¹ shows the maximum absorption.

 3) UV absorption spectrum (ethanol) analysis

 A If? (log £) nm = 257 (4.02)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

Shows the following signals (S, ppm) _c

 7.99 (2H, d, J = 8.9) (H of anisyl group)

 6.93 (2H, d, J = 8.9.) (Same as above)

 4.43 (1H, d, J = 5.0) (1 4th place | 5 H)

3.87 (3H, s) (H of methoxy group of anisyl group) 3.69 (3H, s) (H of methoxy group at positions 1, 6, 16, and 18)

 3.30 (3H, s) (same as above)

 3.28 (3H, ε) (same as above)

 3.25 (3Η, s) (same as above)

 1.11 (3Η, t, J = 6.9) (H of methyl group of N-ethyl group)

5) ¹³ C nuclear magnetic resonance spectra (C DC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 165.9 (C in the carbonyl of the Anisoy 'group)

 163.6, 131.8, 122.2, 113.7 (C of anisoil group) 94.3, 85.2, 83.7, 80.2, 77.4, 75.1, 72.4, 72.0

(C at 16, 6, 1, 14, 18, 13, 15, 3rd position) 61.8, 59.1, 57.9, 56.1 G) 55.4 (C of methoxy group of anisole group)

 49.1 (C of N-methyl group)

 13.4 (C of N-methyl methyl group)

6) Mass spectrum analysis' m / z 617 (M ⁺ )

 (2) 3, 1 3 —Dideoxy 1 14 1 0—Physical properties and analytical data of anisolylaconin

 1) Properties and solubility

Colorless, non-crystalline powder that is soluble in ether, copper, π-hole form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl phenol, hexane, water, and hexane. Not It is soluble.

 ) Infrared absorption spectrum (KBr) analysis

3450, 1715 cn ^_1 show the maximum absorption.

 3) Ultraviolet absorption spectrum (Ethanol) analysis λ ¾ f? (log ε) nm = 258 (4.01)

4) Nuclear magnetic resonance scan Bae-vector (indicating the CDC 1 ₃₎ amount folding following signals (δ, p _P m).

 7.95 (2H, d, J = 8.0) (H of anisyl group)

 6.92 (2H, d, J = 8.0) (same as above) 5.03 (1H, t, J = 4.6) (14th place | S H)

 3.86 (3H, s) (H of methoxy group of anisole group)

3.60 (3H, s) (H of the methoxy group at positions 1, 6, 16 and 18)

 3.31 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

3.17 (3H, s) (same as above)

 1.09 (SH, t, J = 7.0) (methyl of N-ethyl group

H)

) ¹³ C nuclear magnetic resonance spectra (showing the CDC 1 ₃₎ amount folding following signals (S, ppm).

166.0 (power of anisoil group; C of luponyl)

163.4, 131.9, 122.1, 113.6 (C of anisoil group) 89.5, 85.1, 83.6, 82.0, 80.0, 79.7, 78.6

(C at 16th, 16th, 16th, 15th, 18th, 14th, 8th) 59 * 1, 58.1, 57.9, 56.1 (Connection to 18th, 16th, 6th, 1st) C)

55.4 (C of the methoxy group of the anisole group)

 48.5 (C of N-methyl group)

 13.4 (C of N-methyl methyl group)

 6) Mass spectrum analysis

m / z 597 (M ⁺ )

 (3) 3, 8, 13-Tridoxy 14-140-Physical properties and analytical data of anisoyl aconin

 1) Properties and solubility

 Colorless non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, water Insoluble in

 2) Infrared absorption spectrum (KBr) analysis

3500, 1711 show a maximum of absorption in cnT ^1.

 3) UV absorption spectrum (Ethanol) analysis

 λ m a (log £) nm = 258 (4.00)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, ppm).

 7.98 (2H, d, J = 8.9) (H of anisyl group)

 6.93 (2H, d, J = 8.9) (same as above)

 5.01 (1H, t, J = 4.5) (14th / 5H)

3.87 (3H, s) (H of the methoxy group of the anisoilyl group) 3.60. (3H, s) (H of the methoxy group at the 1, 6, 16 and 18 positions) 3.30 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.16 (3H, s) (same as above)

1.10 (3H, t, J = 7.0) - methyl group Echiru group H) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ analysis shows the following signaling les (δ, ρριη).

 186.0 (C of anisoilyl carbonyl)

 163.5, 131.6, 122.1, 113.8 (C in anisoil group)

93.2, 85.1, 84.6, 80.1, 79.9, 72.0

 (C at 16th, 1st, 6th, 18th, 14th, 15th)

 59.1, 58.3, 58.0, 56.1 (C of the methoxy group bonded to the 1,6,18,6,1 position)

55.3 (C at Methoxy Tomb at Anisir Tomb)

 49.1 —C for ethylenic methylene

 13.4 (C of N-methyl methyl group)

 6) Mass spectrum analysis

m / z 5S5 (M ⁺ )

 (4) 3,8-dideoxy 141-0-physical properties and analytical data of anisolyl aconin

1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl ethyl dichloride, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

2) Infrared absorption spectrum (KBr) Maximum absorption at 3500, 1710 cm ¹

S) Ultraviolet absorption spectrum (Ethanol)

 λ ¾? (log ε) nm = 258 (4.01)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ shows an analysis following signals (δ, ppm).

 7.98 (2H, d, J = 8.9) (H of anisyl group)

 6.92 (2H, d, J = 8.9) (same as above)

 4.45 (1H, d, J = 5.0) (14th / S H)

 3.87 (3H, s) (H of methoxyl methoxy group) '33..6699 ((33HH ,, ss)) (of methoxyl group at 1, 6, 6, 16 and 18 positions) H)

 3.30 (3H, s) (same as above)

 3.28 (3H, 5) (same as above)

 3.18 (3H, s) (same as above)

1.10 shows the (3H, t, J = 7.0 ) (H methyl group N Echiru group) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis The following signals (S, ppm).

 165.9 (C of carbonyl group of anisyl group)

 163.5, 131.7, 122.2, 113.8 (C of anisoil group) 94.4, 85.3, 84.3, 80.2, 80.0, 75.0, 72.5

 (C at 16, 1, 6, 18, 1.4, 13, 15 position) 61.8, 59.1, 57.9, 56.1 (C of the methoxy group bonded at 16, 18, 6, 1 position) ) 55.4 (C of methoxy group of anisoil group)

49.1 (C of N-methyl group) 13.4 Monoethyl methyl C)

 6) Quantity spectrum analysis

m Z z 601 (M ⁺ )

 (5) Physical property values and analytical data of 3-doxydisaconitine

 1) Properties and solubility

 A colorless colorless melting point of 175-17S, which is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridine, dimethyl sulfoxide, and hexane. , Insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

3500, 1715 c- ¹ shows absorption spasticity.

 3) UV absorption spectrum (Ethanol) analysis

λ? (log ε) mn = 257 ( 4.23). 4) E 11 nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

Indicates the following signal (S, PPDl) _e

 7.97 (2H, d, J = 8.0) (H of anisyl group)

 6.92 (2H, d, J = 8.0) (same as above).

4.83 (1H, d, J = 5.0) (# 11 of 1 4th place)

 3.88 (3H, s) (H of methoxy group of anisole group)

3.74 (3H, s) (H of 1,6-, 16- and 18-position methoxy groups)

 3.30 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

33..1177 ((33HH ,, _S s)) (Same as above) 1.43 (3H, s) (H of methyl group of acetyl group at the 8-position) 1.08 (3H, t, J = 7.0) (H of methyl group of N-ethyl group) 5) ⁱ³ C nuclear magnetic resonance spectrum (CDC 1 ₃ ) Analysis

 The following signals are shown (S, ppm).

 172.4. (C of carbonyl of acetyl group)

 165.8 (C in the carbonyl of the anizoyl group)

 163.4, 131.6, 122.3, 113.8 (C of anisoil group) 92.1, 90.2, 85.2, 83.3, 80.3, 78.8, 78.7, 74.2. (8, 16, 18, 1, 6, 18, 15, 24, 1 3rd place C) 61.1, 59.1, 58.0, 56.2 (16th, 18th, 6th, 1st place.

 C derived from the combined methoxy group) 55.5 (C in the methoxy group of the anisyl group)

 49.1 (C of N-methyl group)

 13.4 (C of N-methyl methyl group)

 21.5 (C of methyl of acetyl group)

 6) Mass spectrum analysis

 m / z 657 (M +)

 (6) Physical properties and analytical data of 3,13-dideoxydiesaconitine

1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane and water Insoluble.

2) Infrared absorption spectrum (KBr) analysis Absorption at 3450, 1715 cm ^_1 .

 3) UV absorption spectrum (Ethanol) analysis

 λ 1ί? (log ε) nm = 257 (4.02)

Four ) ! 1 Nuclear magnetic resonance spectrum (CDC 1 ₃₎ partial folding

 Shows the following signals (5, ppm):

 7.97 (2H, d, J = S.O) (H of anisyl group)

 6.92 (2H, d, J = 8.0) (same as above)

 5.04 (1H, t, J = 4.5) (14th j5 H)

 3.87 (3H, s) (H of methoxy group of anisyl group) 33..6600 ((33HH ,, ss)) (Methoxy group of 1,6,16 and 18)

• "base H)

 3.30 (3K, s) (same as above)

 3.28 (3H, s) (same as above)

3.17 (3H, s) (same as above)

 11..4433 ((33HH ,, ss)) (H of methyl group of 8-acetyl group)

1.07 (3H, t, J = 7.0) (H of N-ethyl group)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 172.4 (Power of acetyl group at 8-position C of zolevonyl)

 166.0 (C of carbonyl group of anisyl group)

 163.5, 131.5, 122.2, 113.8 (C of anisoil group)

92.0, 89.3, 85.1, 83.6, 80.1, 76.3, 75.4

 (8, 16, 1, 6, 18, 14, 15th C)

59.1, 58.2, 58.0, 56..0 (18,16,6, C of methoxy group bonded to 1 position) 55.4 (C of anisoilyl methoxy group) '

 49.0 (C of N-methylene)

 13.4 (C of N-methyl group)

 21.5 (C of methyl of acetyl group)

6) Mass and spectrum analysis

m / z 641 (M ⁺ )

 (7) Physical property values and analytical data of 3-doxy14-anisoyirirea conin

 1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3450 and 1710 cm- ¹ .

 3) Ultraviolet absorption spectrum (ethanol) analysis λ ¾ f (log £) nm = 258 (3.95)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.96 (2H, d, J = 8.9) (H of anisyl group)

 6.89 (2H, d, J = 8.9).

 4.97 (1H, d, J = 5.3) (1 4th P H)

 3.85 (3H, s). (H of the methoxy group of the anisole group) 3.70 (3H, s) (Methoxy group of the 1,6,16 and 18 positions)

H) 3.31 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

 3.17 (3H, s) (same as above)

1.08 (3H, t, J = 7.0) (N- Echiru methyl H of the radicals') 5) ¹³ 〇 nuclear magnetic resonance scan Bae-vector (000 1 ₃₎ Analysis

 Shows the following signals (S, ppm).

 165.9 (C of carbonyl group of anisyl group)

163.5, 131.8, 122.1, 113.6 (C of anisoil group) 90.7, 85.3 _r 83.3, 81.9, 80.2, 79.5, 78.7, 74.8 (16, 1, 6, 15, 15, 18, 14, 8, 13 C)

B0.9, 59.1, 5 &, 0, 56.2 (C of methoxy group fused to 16th, 18th, 6th, and 1st) 55.4 (C of methoxy group of Anizyil tomb)

 48.4 —Ethyl methylene C)

 13.4 (C for N-ethyl group)

 6) Mass spectrum analysis

 m / z 613 (M +)

 (8) Physical properties and analytical data of 3-doxy-14-O-benzoylaconine

1) Properties and solubility

 A colorless, non-zinc crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl sulphate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

2) Infrared absorption spectrum (KBr) analysis The maximum absorption is shown at 3500 and 1710 cm- ¹ .

3) Ultraviolet absorption spectrum (ethanol) analysis λ ¾ (log ε) ηπι = 229.5 (3.9δ)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 7.40-8.18 (5H, m) (H of benzoyl group)

 4.85 (1H, d, J = 4.5) (11 in 4th place)

 3.71 (3H, s) (H of 1,6-, 16- and 18-position methoxy groups)

 3.24 (6H, s) (same as above)

 3.14 (3H, s) (same as above)

1.08 (3H, t, J = 7.0) (N- H methyl group Echiru group) 5) ¹³ 0 nuclear magnetic resonance scan Bae-vector (〇 0 〇 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 .165.9 (C of benzoyl group carbonyl)

 133.1, 129.9, 129.5, 128.5 (C of benzoyl group) 90.6, 85.4, 83.2, 81.6, 80.2, 79.4, 78.7, 74.0 (16, 1, 6, 15, 18, 14, 8, 13 60.9, 59.1, 57.8, 56.0 (C of the methoxy group bonded at the 16, 16, 18, 6 and 1 positions)

49.0 (C of N-methyl group)

 13.4 (C of N-methyl methyl group)

6) Mass spectrum analysis

m / z 587 (M ⁺ )

(9) 3, 1 3-didoxy 1 4 1 0-benzoyla Coninicity and analytical data

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, cross-linked form, benzene, ethanol, methane, ethanol, ethyl sulphate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

 ) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3500 and 1715 cm ¹ .

 3) UV absorption spectrum (Ethanol)

(log _E ) nm = 231 (3.95)

4) Nuclear magnetic resonance scan Bae click Bokuru (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.38-8.14 (5H, B) (H of benzoyl group)

 5.04 (1H, t, J = 4.5) (1st / 511 of 4th)

 3.52 (3H, s) (H of 1,6-, 16- and 18-position methoxy group)

 3.28 (3H, s) (same as above)

 3.26 (3H, s) (same as above)

 3.17 (3H, s) (same as above)

1.07 (3H, t, J = 7.0) (N- Echiru H of Nuchiru groups grave)) ¹³ C nuclear magnetic resonance scan Bae click. Torr (CDC 1 ₃₎ shows an analysis following signals (S, p _P m) .

166.0 (C of carbonyl of benzoyl group)

133.1, 130.0, 129.5, 128.5 (C of benzoyl group) 89.3, 85.3, 83.2, 81.8, 80.3, 79.3, 78.5 Cl 6, 1, 6, 15, new 8, 14, 8, C) 59.0, 57.9, 57.6, 56.0 (derived from the methoxy group bonded to the 18, 16, 6, 1) C) 49.1 (C of methylene of methyl group)

 13.4 (C of methyl methyl group)

 6) Mass spectrum analysis

m / ζ571 (M ⁺ )

 (1 0) 8 —Doxy 1 4 1 0—Benzoyl aconine physical properties and analytical data

1) Properties and resolvability

 '' It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide and hexane, Insoluble in water.

2) Infrared absorption spectrum (KBr) analysis

3500, 1710 cm- ¹ The maximum absorption is shown.

 3) UV absorption spectrum (Ethanol) analysis

 λ ¾? ϋ (log ε) nm = 229.5 (4.01)

4) Oh! ! Nuclear magnetic resonance spectrum (CDC 1 ₃₎ minute prayer

 The following signals are shown (S, ppm).

 7.40-8.12 (5H, in). (H of benzoyl group)

 4.47 (1H, d, J = 5.0) (1 in 4th place)

 3.68 (3H, s) (Η of the methoxy group at 1, 6, 16 and 18)

3.28 (6Η, s) (same as above) 3.18 (3H, s) (same as above)

 1.07 (3H, t, J = 7.0) (H of methyl group of N-ethyl group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Indicates the following signal (S, ppm) o

 165.8 (C of carbonyl of benzoyl group)

 133.2, 130.0, 129.6, 128.6 (C at Benzyl's tomb) 94.2, 85.2, 83.7, 80.1, 77.5, 75.2, 72.4, 71.9 (16, 6, 1, 14, 18, 18, 13, 15, and 3rd C) 60 · 9, 59.0, 57.9, 56.1 (C of methoxy group fused to 16th, 18th, 6th, 1st position)

49.0 (N—C in methylene of Ethel tomb)

 13.5 —Ethyl methyl C)

 6) Mass spectrum analysis

m / z 587 (M ⁺ )

 (11) 3,8-dideoxy 14 1 O-Benzoylaconin physical properties and analytical data

 1) Properties and solubility

 It is a colorless amorphous powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water.

 2) Infrared absorption spectrum (KBr) analysis

3500, 1715 cm- ¹ shows the leverage of absorption.

 3) UV absorption spectrum (Ethanol) analysis

λ ¾ (log E) nm = 231 (3.98) 4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (δ, ppm) _c

 7.40-8.15 (5H, m) (H of benzoyl group)

 4.48 (1H, d, J = 5.0) (1 4th P H)

 3.72 (3H, s) (H in the 1,6-, 16- and 18-position methoxy groups)

 3.29 (6H, s) (same as above)

 3.18 (3H, s) (same as above)

1.08 (3H, t, J = 7.0) (N- Echiru H methyl group group) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 165.9 (C of carbonyl of benzoyl group)

 133.1, 130.0, 129.6, 128.6 (C of benzoyl group)

94.2, 85.2, 84.3, 80.2, 80.0, 72.5

 (C at 16th, 1st, 6th, 18th, 14th, 15th)

 60.9, 59.0, 57.9, 56.1 (C of the methoxy group bonded to the 16th, 18th, 6th, and 1st positions)

49.0 (C of N-methyl group)

 13.5 (C of methyl of N-ethyl group)

6) Mass spectrum analysis

m c 571 (M ⁺ )

 (1 2) 3, 8, 13-Tridoxy 14-0-Physical property values and analytical data of benzoyl aconin

1) Properties and solubility

Colorless, non-crystalline powder, ether, black It is soluble in benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water.

 2) Infrared absorption spectrum (Κ Β ι analysis

3450, 1710 CBT ¹ shows maximum absorption.

 3) UV absorption spectrum (Ethanol) analysis

 λ g? f (log ε) nm = 230 (3.98)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, PPffl).

 7.38-8.15 (5H, m) (H of benzoyl group)

 δ.02 (IH, t, J = 4.5) (13 of 14th place :)

 3.52 (3H, s) (H of the methoxy group at positions 1, 6, 16, and 18) '3.28 (6H, s) (ibid.),

 3.18 (3H, s) (same as above)

 1.07 (3H, t, J = 7.0) (H of methyl group of N-ethyl group)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, PPB).

 166.0 (C of benzoyl group)

 133.1, 130.0, 129.7, 128.6 (C of benzoyl group) 93.2, 85.2, 84.5, 80.2, 79.9, 72.0

 (C in 16th, 1st, 6th, 18th, 14th, .15th position)

59.2, 57.9, 57.6, 56.0 (C of methoxy group bonded to 18-, 16-, 6., 1-position) 49.1 (C of N-ethyl group of methylene) 13.4 (N—C in methyl of ethyl group)

6) Mass spectrum analysis

 m / z δοο ")

 (1 3) 3—Physical property value and analytical data of deoxyacotin

 1) Properties and solubility

 Colorless melting point 178-180. It is a crystal of C that is soluble in ether, chloroform, benzene, ethanol, methanol, ethylpyridyl pyridine, dimethylsulfoxide, and insoluble in hexane and water.

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3450 and 1715 cm- ¹ .

 3) UV absorption spectrum (Ethanol) λ ¾ (log ε) nm = 230 (4.01)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the following signals (S, PPD1). , 7.40-8.18 (5Η, m) (H of benzoyl group)

 4.86 (1H, d, J = 4.5) (14th / 5H)

 3.72 (3H, s) (Η of the methoxy group at the 1, 6, 16 and 18 positions)

 3.24 (6H, s) (same as above)

 3.14 (3H, s) (same as above)

1.36 (3H, s) (Η of methyl group of acetyl group at 8-position) 1.06 (3Η, t, J = 7.0) (H of methyl group of N-ethyl group) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃ ) Analysis The following signals are shown (S, ppm).

 172.2 (C in carbonyl of 8-acetyl group)

 165.9 (C of carbonyl of benzoyl group)

 133.1, 129.9, 129.5, 128.5 (C of benzoyl group) 92.0, 9Q.2, 85.2, 83.3, 80.2, 79.0, 78.8, 74.0

(C at 8,16,1,6,18,15,14,13,13) 60.9,59.0,57.9,56.0 (Methoxy grave together with 16,16,6,6,1) C) 49.1 (C of N-ethyl group methylene)

 13.4 (C of N-methyl methyl group)

 • 21.3 (C of methyl group in Acetyl tomb)

 6) Guest: E-spectrum analysis

m / 2 529 (M ⁺ )

 (1) Physical properties and analytical data of 3,13-dideoxyaconitine

 1) Properties and solubility.

 Colorless melting point 165—.166 * C i ^ Zongzhong crystal, soluble in ether, chloroform, benzene, ethanol, methanol, ethyl acetate, pyridine, dimethyl sulfoxide, hexane, Insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

3450, 1715 CBT ¹ shows maximum absorption.

 3) UV absorption spectrum (Ethanol) analysis

λ (log _£ ) nm = 231 (3.95)

4) Nuclear magnetic resonance spectrum (CDC 13) The following signals are shown (δ, ppm).

7.38-8.14 (5H, in) (H of benzoyl group)

5.05 (1H, t, J = 4.5) (1 4th P H)

3.52 (3H, s) (H of the methoxy group at the 1, 6, 16, and 18 positions)

 3.28 (3H, s) (same as above)

 3.29 (3H, s) (ibid.).

3.18 (3H, s) (same as above)

1.43 (3H, s) (8-position H of methyl groups Asechiru group) 1.06 (3H, t, J = 7.0) (H methyl group N- Echiru group)) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃ ) fraction柢shows the following signals (S, _P pm).

172.2 (C in carbonyl of acetyl group at 8-position)

166.0 (C of benzoyl group) 133.1, 130.0, 129.5, 128.5 (C of benzoyl group) 92.1, 89.2, 85.2, 83.6, 80.2, 76.2, 75.4

(8,16,1,6,18,14,15 position C) 59.0,57.9,57.6,56.0 (18,16,6,6, C 49.2 (C of N-methylene)

13.4 (C of N-ethyl methyl group)

21.4 (C of methyl group in acetyl group 8)

 ) Mass spectrum analysis

m / z 613 (M ^÷ )

(1 5) 8 —Doxy 1 4 1 0—Benzylmesaconi Physical properties and analytical data

1) Properties ^ and solubility

 A colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. It is bad.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 3500 and 1720 cm- ¹ .

3) Purple ^ -ray absorption spectrum (ethanol) analysis

 λ g? (log ε) nm = 229 (4.01)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 7.40-8.08 C5H, m) (H of benzoyl group)

 4.50 (1H, d, J = 5.0) (1 ^ 4 ^ 11)

 3.60 (3H, s) (の of the methoxy group at 1, 6, 16 and 18)

 3.29 (6H, s) (same as above)

 3.17 · (3H, s).

 2.36 (3H, s) (Ν of a methyl group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown ($, ppm).

 165.7 (C of carbonyl of benzoyl group)

 132.9, 129.3, 128.3 (C of benzoyl group)

 94.1, 85.2, 83.7, 80.1, 77.5, 74.0, 72.5

(IS, 6, 1, 14, 18, 18, 13, 15 C) 60.7, 58.8, 57.8, 55.8 (C of the methoxy group bonded at the 16, 16, 18, 6 position)

42.3 (N — C of methyl group)

 6) Mass spectrum analysis

m / z. 589 (M ⁺ )

 (1 6) 3, 1 3 —Dideoxy 1 4 1 1 1 Benzyl Mesaconin

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane and water Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

3500, 1715 cnT ¹ shows the absorption maximum.

 3.) UV absorption spectrum (Ethanol) analysis λ ¾? (log ε) nm = 231 (3.95)

Four ) ! ! Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.41-8.22 (5H, m) (H of benzoyl group)

 5.03 (1H, t, J = 4.3) (1 / 4H at 4th place)

 3.53 (3H, s) (H of the methoxy group at positions 1, 6, 6, 16 and 18)

 3.28 (6H, s) (same as above)

'3.17 (3H, s) (same as above)

22..3355 ((33HH ,, ss)) (N —H of methyl group) 5) ^ia C nuclear magnetic resonance spectra (showing the CDC 1 ₃₎ Analysis The following Shigunanore (S, ppm).

 165.8 (C of carbonyl of benzoyl group)

 133.1, 129.7, 128.0 (C of benzoyl group)

 89.4, 85.3, 83.2, 81.7, 80.2, 79.2, 78.5

 (16,1,6,15,18,14,8, C at position) 59.1,5 & .0,57.6,56.3 (Methoxy bonded at 18,16,6,6,1 position C from the group)-

42.3 (N—C in Methyl Tomb)

6) Poverty spectrum analysis

m / z 557 (M ⁺ )

 (17) 3, 13-Dideoxymesaconitine physical properties and analysis data

 1) Properties and solubility

 Colorless U59-161 crystal, ether, chloropho

It is soluble in J-REM, benzene, ethanol, methanol, ethyl ethoxide, pyridine, dimethyl sulfoxide, and insoluble in hexane and water.

 2) Infrared absorption spectrum (KBr)

3500, 1720 cm- ¹ shows the leverage of absorption.

 3) Analysis of Shikotan absorption spectrum (ethanol)

 λ m a X (log ε) nm = 229.5 (4.03)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

Shows the following signals (S, p _P m).

7.40-8.20 (5H _y m) (H of benzoyl group) 5.05 (1H, t, J = 4.3) (14th PH).

 3.52 (3H, s) (H of 1,6-, 16- and 18-position methoxy groups)

 3.28 (6H, s) (same as above)

 3.18 (3H, s) (same as above)

 2.35 (3H, s) (N-methyl group H)

1.43 (3H, s) (8-position H of methyl groups Asechiru group) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 172.2 (C in carbonyl of 8-acetyl group)

 166.0 (C of carbonyl of benzoyl group)

 133.0, 129.6, 128.δ, (C of benzoyl group) 92.0, 89.2, 85.1, 83.6, 80.1, 76.3, 75.5

 (8, 16, 1, 6., 18, 14, 15th position) 59.0, 57.9, 57.6, 56.4 (18, 1.6, 6, 6th, C bonded methoxy group)

42.6 (Ν—C at Methyl Tomb)

 21.4 (C of methyl acetyl group)

6) Mass spectrum analysis

m / ζ 599 (M ⁺ )

 (18) 3, 8, 13-Tori-doxy 14 1 0-Physical properties and analytical data of benzoylmesaconin

1) Properties and solubility

Colorless non-crystalline powder, ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridine It is soluble in dimethyl sulfoxide and insoluble in hexane and water.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 3500 and 1720 cm- ¹ .

 3) Ultraviolet absorption spectrum (Ethanol)

 λ 1ί? Clog ε) nm = 230 (4.00)

4) iH NMR scan Bae-vector (CDC 1 ₃₎ minute prayer

Shows the following signals (S, p _P m).

 7.41-8.22 (5H, m) (H of benzoyl group)

 5.02 (1H, t, J = 4.3) (1 4th jS H)

 3.53 (3H, s) (H of the methoxy group at positions 1, 6, 16 and 18)

 3.29 (6H, s) (same as above)

 S.18 (3H, s) (Id.). 22..3344 ((33HH ,, ss)) (H of N-methyl group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 165.9 (C of benzoyl group) 133.0, 129.6, 128.3 (C of benzoyl group)

 93.1, 85.3, 84.4, 80.3, 80.0, 72.1

 (16, 1, 6, 18, 18, 1.4, 15th C)

 59.0, 58.0, 57.7, 56.5 (C of the methoxy group bonded to the 18, 16, 16 and 1 positions)

42.3 (C for N-methyl group)

6) Mass spectrum analysis m / z 557 (M ^÷ )

 (1 9) 3,8-dideoxy 14 1 10 Physical properties and analytical data of benzoinoleme saconin

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, water Insoluble in

 2) Infrared absorption spectrum (KBr) analysis

3450, 1715 cnT ¹ shows the absorption maximum.

 3) UV absorption spectrum (ethanol) analysis λ m? ^ (log ε) ηιη = 230 (4.02)

4) Nuclear magnetic resonance scan Bae Gutoru (CDC 1 ₃₎ Analysis

 The following signals are shown (&, ppm).

7 _; 41-8.05 (5H, m) (H of benzoyl group)

 4.48 (1H, d, J = 5.0) (1 4th 5H)

 3.69 (3H, s) (H of 1,6-, 16- and 18-position methoxy group)

 3.30 (6H, s) (same as above)

 3.16 (3H, s) (same as above)

 2.35 (3H, s) (N-methyl group H)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

The following signals are shown (S, _pPm ).

 165.8 (C of carbonyl of benzoyl group)

133.0, 129.5, 128.3, (C of benzoyl group) 94.2, 85.2, 84.2, 80.2, 80.0, 74.0, 72.6

 (16, 1, 6, 18, 14, 13, 15 position C) 60.8, 58.9, 57.7, 55.6 (16, 18, 6, 1 position bonded C ) 42.5 (C of N-methyl group)

 6) Mass spectrum analysis

 m / z 573 (Μ *)

 (2 0) 1 4 1 Physical properties and analytical data of p-anisylmesaconin

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethethyl sulphate, pyridin, dimethyl sulfoxide, and not hexane or water. It is soluble.

2). Infrared absorption spectrum (KBr)

3450. 1711 CET ¹ shows absorption maximum.

 3) UV absorption spectrum (Ethanol) analysis

 ¾? ϋ (log ε) nm = 258 (4.01)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Indicates the following signals (S, ppni).

 7.96 (2H, d, J = 8.9) H of Zanisoyl group)

 6.89 (2H, d, J-8.9) (same as above)

 4.96 (1H, d, J-5.3) (1 4th pH).

3.85 (3H, s) (H of the methoxy group of the anisoleyl group) 3.70 (3H, s) (Methoxy of the 1, 6, 16 and 18 positions Base H)

 3.31 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

 3.24 (3H, s) (same as above)

 ZZ..3355 ((33HH ,, ss)) (H of N-methyl group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 165.9 (C of carbonyl group of anisyl group)

 163.5, 131.8, 122.1, 113.5. (C of anisoil group) 90.6, 83.6, 82.5, 81.8, 79.3, 78.8, 77.4, 74.8,

71.9 (1 6, 6, 1, 15, 14, 8, 18, 13,

 3rd place C)

 60.9, 59.1, 58.0, 55.7 (C derived from the methoxy group bonded to the 16th, 18th, 6th, and 1st positions) 55.4 (C of the methoxy group of the anisole group)

 42.3 (C for N-methyl group)

6) Mass spectrum analysis

m / z 615 (M ⁺ )

 (2 1) 8—Doxy 14 1 0—Physical properties and analytical data of anisolyl mesaconine

1) Properties and solubility

Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane and water Insoluble. 2) Red absorption spectrum (KBr) analysis

The maximum absorption is shown at 3450 and 1715 cm- ¹ .

 3) UV absorption spectrum (Ethanol) analysis

 . (log ε) nm = 258 (4.00)

4) Nuclear magnetic resonance spectrum (CDC13) analysis

 The following signals are shown (S, ppm).

7,99 (2H _r d, J = 8.9) (H of anisyl group)

_{6.93 (2H r d, J =} 8.9) ( Same as above)

 4.46 (1H, d, J = 5.0) (11 of 4th place)

 3.87 (3H, s) (H of methoxy group of anisyl group)

3.69 (3H, s) (H of methoxy group at 1, 6, 6, 16 and 18)

 3.31 (3H, s) (same as above)

 3.27 (3H, s) (ibid.) ''

 33..2244 ((33HH ,, εε)) (same as above)

 2.34 (3Η, s) (Ν-methyl group Η)

) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, ppm).

165.9 (C of carbonyl group of anisyl group)

163.5, 131.8, 122.1, 113.8 (C of anisoil group) 94.2, 85.3, 83.7, 80.2, 77.8, 75.0, 72.6, 72.0 (16, 6, 1, 1, 14, 18, 13, 13, 15) 61.8, 59.1, 58.0, 56.0 (C of the methoxy group bonded to the 16, 18, 6, 6 and 1 position) 5S.4 (C of the anisoleyl methoxy group) 42.4 (N— C of methyl group)

6) Mass spectrum analysis

m / z 603 (M ⁺ )

 (2 2) 3—Doxy 1 1 4 1 0—Physical properties and analytical data of anisolrum saconin

 1) Properties and solubility

 It is a colorless, amorphous powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethylsulfoxide, and hexane, Inaccessible to water.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 3500 and 1715 cm- ¹ .

3) Ultraviolet absorption spectrum (D data Roh Lumpur) Analysis λ ^ ^ (log ε) n ffi = 257 (4.01) - 4) Nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

 Denote the following signal (S, ρρη).

 7.96 (2H, d, J = 8.9) (H of anisyl group)

 6.89 (2H, d, J = 8.9) (same as above) '4.96 (1H, d, J = 5.3) (14th P H)

 3.85 (3H, s) (H of methoxy group of anisyl group)

3..72 (3H, s) (H of the methoxy group at positions 1, 6, 16, 16 and 18)

 3.30 (3H, s) (same as above)

 3.2S (3H, s) (same as above)

33..1166 ((33HH ,, ss)). 2.34 (3H, s) (N— H of methyl group)

5) ¹³ C nuclear magnetic resonance scan Bae click Honoré (CDC 1 ₃₎ shows an analysis following Shigunanore (S, ppm).

 166.0 (C of carbonyl group of anisyl group)

 163.5, 131.8, 122.1, 113.6 (C of anisoil group)

90.7, 85.2, S3.1, 81.4, & 2, 79.4, 78.7, 75.3 (C at 16th, 1st, 6th, 15th, 18th, 1st, 8th, 13th) 60.9, 59.1, 58.0, 56.2 ( 16), 18,6,6, C 1 of the methoxy group bonded to the 1 position) 55.4 (C of the anisoxyl group)

 42.3 (C for N-methyl group)

 6) K content spectrum analysis

m / z 599 (M ⁺ )

 (2 3) 3,8-dideoxy 1 4 1 O-anisylmese saconin physical properties and analytical data

1) Properties and solubility

 A colorless, amorphous powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, and dimethyl sulfoxide, and is insoluble in hexane and water. It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3450 and 1710 cm- ¹ .

 3) UV absorption spectrum (Ethanol) analysis

 X? (log ε) nm = 257 (4.01)

4) Nuclear magnetic resonance spectrum (CDC 13) Indicates the following signal (.S, ppm)

 7.99 (2H, d, J = 8.9) (H of anisyl group)

 5.92 (2H, d, J = 8.8) (same as above)

 4.47 (1H, d, J = 5.0) (11 in the 14th place)

 3.88 (3H, s) (H of methoxy group)

3.70 (3H, s) (H of the methoxy group at the 1, 6, 16 and 18 positions)

 3.30 (3H, ε) (same as above)

 3.27 (3H, s) (Same as above)

 33..1166 ((33HH ,, ss)) (same as above)

• '2.34 (3H, s) (N—H of methyl group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (δ, ppm).

 165.9 (C of canoleboninole of anisoil group)

 163.5, 131.8, 122.2, 113.8 (C of anisole group) 94.1, 85.2, 84.3, 80.1, 80.0, 74.3, 72.7

 (16, 1, 6, 18, 14, 13, 15 -position C) 61.7, 59.0, 57.9, 56.1 (16-, 18-, 6-6 ) 55.4 (C of methoxy group of anisoil group)

 42.4 (C of N-methyl group)

 6) Mass spectrum analysis

 m / z 587 (M)

(24.) Physical properties and analytical data of 3,1 3-dideoxy-1 4 — 0-anisoil mesaconinin And solubility

 It is a colorless, non-crystalline powder that is soluble in Nietel, black mouth form, benzene, ethanol, methanol, ethyl ethyl sulphate, pyridin, dimethyl sulfoxide, hexane, Insoluble in water

 2) Infrared absorption spectrum (KBr) analysis

 3450. 1710 cnT shows the maximum absorption

S) UV absorption spectrum (ethanol) analysis λ ¾? ^ (log ε) ηπ! = 257 (4.00)

4) E Σ1 nuclear magnetic resonance spectrum (CDC 1 ₃₎ amount pray showing the following signals (S, ppm).

 7.95 (2H, d, J = S.1) (H of anisyl group)

 6.92 (2H, d, J = S.l) (same as above)

_{5.02 (1H, t r J =} 5.0) (1 4 -position of .SIGMA.1)

 3.87 (3H, s) (H of the methoxy group of Anisyl flower)

3.60 (3H, s) (H of the 1,6-, 16- and 18-position methoxy group)

 3.31 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 SS..1166 ((33HH ,, εs)) (Same as above)

 2.33 (3H, s) (Ν-methyl group Η)

) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, _PPm).

166.0 (C of carbonyl group of anisyl group)

163.4, 131.9, 122.1, 113.5 (C of anisoil group) 89.4, 85.3, 83.4, 81.6, 80.1, 79.3, 78.7

 (16th, 1st, 6th, 15th, 18th, 14th, 8th C)

 59.2, 5 δ .1, 57.9, 56.0 (C derived from the methoxy group bonded to the 18, 16, 6, 1st position) 55.4 (C of the anisoxyl group methoxy group)

 42.3 (Ν-methyl group C)

6) Mass spectrum analysis

m / ζ 583 (M ⁺ )

 (25) 3, 8, 1 3 — Trideoxy 1 14 — 0 — Sex value and analytical data of Anisylmesaconin

1) Properties and m-resolution

 It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl ethyl sulphate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

 2) Infrared absorption spectrum (KBr)

The maximum absorption is shown at 3500 and 1710 cm- ¹ .

 3) UV absorption spectrum (Ethanol) analysis

 λ ¾? (log ε) nm = 2δδ (4.01)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ shows an analysis following signals (δ, ρρηι).

 7.98 (2H, d, J = 8.9) (H of anisyl group)

 6.93 (2H, d, J = &. 9) (same as above)

 5.01 (1H, t, J = 4.5) (14th pH)

3.88 (3H, s) (H of methoxy group of anisole group) 3.60 (3H, s) (H of methoxy group at 1, 6, 6, and 18 positions)

 3.30 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.16 (3H, s) (same as above)

 2.34 (3H, s) (H of N-methyl group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, ppm).

 166.0 (C of carbonyl group of anisyl group)

 153.4, 131.5, 122.1, 113.8 (C of anisoil group)

93.3, 85.3, 84.5, 80.3, 80.1, 72.2

 (16th, 1st, 6th, 18th, 14th, 15th C)

 59.2, 58.0, 57.8, 56.1 (C of fe methoxy group bonded to the 16, 18, 18, 6 and 1 position) .55.3 (C of anisoil group methoxy group)

 42.3 (C for N-methyl group)

 6) K content spectrum analysis

m / z 571 (M ⁺ ) '(2 6) 1 6 —Epi 8 -Doxy 14-0—Physical properties and analytical data of anisolylaconin

1) Properties and solubility

It is a colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water. is there. 2) Infrared absorption spectrum (KBr) analysis

3500, 1711 show a maximum of absorption in cnT ^1.

3) Ultraviolet absorption spectrum (Ethanol) analysis λ ¾? ? (log ε) nm = 257 (4.02)

4) Oh! ! Nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (δ, ppm).

 7.99 (2H, d, J = 8.9) (H of anisyl group)

 6.93 (2H, d, J = 8.9) (same as above)

 4.68 (1H, d, J = 5.0) (14th place) 3H)

 3.87 (3H, s) '(H of methoxy group)

3.84 (3H, s) (1, 6, I S and H of the 18-position methoxy group)

 3.30 (3H, s) (same as above)

 3.28 (3H, ε) (same as above)

 33..2255 ((33HΗ ,, ss)) (Same as above)

1.13 (3H, X, J = 6.9) - methyl group Echiru group H) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis The following shows the signals (S, ppm).

 164.9 (C of carbonyl group of anisyl group)

163.6, 131.8, 122.2, 113.7 (C of anisinole group) 91.3, 85.2, 83.7, 79.2, .77, 4, 75.9, 72.4, 72.0 (16, 6, 1, 14, 14, 18, 13, or 15 , C at position 3) 62.2, 59.1, 57,9, 56.1 (C derived from 16, 18, 6, 6, 1) C 55.5 (Methoxy group of anisoilyl group) C) CI 32)

49.1 ('methyl of C-methyl group)

 IS.4 (K—methyl C of nityl group)

 6) Mass vector analysis

 m / z ei7 (M-)

 (27) I S—Epi-I S, S-dideoxy 14-O — O-anisoil aconine physical and analytical data

 1) Properties and solubility

It is a colorless, non-crystalline powder that is soluble in ether, ethanol, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide and hexane. The water is not _c

 2) Red-outline absorption spectrum (KBr) analysis

_C shows maximum absorption at 3500 and 1710 ciT ¹

 3) UV absorption spectrum (Ethanol) analysis

λ ¾?? (1ο _ε ε) nm = 258 (4.01)

4) H nuclear magnetic resonance scan Bae click Bokuru (indicating CDC 1 ₃₎ Analysis The following Shi Gunaru (S, PPE).

 7.98 (2H, d, J = S.9) (H of anisyl group)

 6.92 (2H, d, J = 8.9) (same as above)

 4.68 (1H, d, J = 5.0) (1 4th place f H)

 3.S7 (3H, s) (H of methoxy group of anisyl group)

3.86 C3H, s) (H of the 1st, 6th, 16th and 18th memorial tombs)

 3. SO (3Η, ε) (same as above)

33..22SS (C33KK ,, ss)) (Same as above) (is S)

3.18 (3H, ε) (Same as above) - 1.11 (3Η, t, J = 7.0) (H methyl group K one Echiru group) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis The following signals (Δ, ppm).

 164.9 (C of carbonyl group of anisyl group)

 '163.5, 131.7, 122.2, 113.8 (C of anisyl group) 91.4, 85.3, 84.2, 80.2, 79.0, 75.8, 72.4

 (16, 1, 6, 18, 14, 13, 15 -position C) 61.2, 59.1, 57.9, 56.1 (16-, 18-, 6-, 1 -position of C )

55.4 (C of methoxy group of anisyl group)

 49.1 Methylene C of monoethyl group)

 13.4 (C of N-ethyl methyl group)

6) Mass spectrum analysis

 m / z 601 (M +)

 (2 8) 16-epie 3, 8, 13-tridoxy 14-physical properties and analytical data of anisolyl aconin

1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide; hexane, water Insoluble in

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 3500 and 1711 cm ^-1 .

3) UV absorption spectrum (Ethanol) analysis -g? 5 (log ε} nm = 258 (4.00)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (δ, ppm) "

 7.9S (2H, d, J = 8.9) (H of anisyl group)

 6.93 (2H, d, J = S.9) (same as above)

 5.26 (1H, t, J = 4.5) (1 4th P H)

 3.87 (3H, s) (H of methoxy group of anisoilyl group) S.80 (3H, s) (H of methoxy group of 1, 6, 16 and 18 positions)

 3.30 (3H, s) (above)

 3.28 (3H, s) (same as above)

 3.16 (3H, s) (same as above)

 1.10 (3H, t, J = 7.0) (H of methyl group of N-ethyl group)

5) ⁱ³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ 'worth pray showing the following signals (S, ppm).

 165.0 (C of anisoilyl carbonyl)

 163.5, lSi.6, 122.1, 113.8 (C of anisoil group) 90.2, 85.1, 84.5, 79.9, 78.9, 72.0

 (C at 16th, 1, 6, 18, 18th, 14th, 15th)

59.5, 58.3, 58.0 _; 56.1 (C of the methoxy group bonded to the 16th, 18th, 6th, and 1st positions)

55.3 (C of methoxy group of anisoilyl group)

 49.1 —C of ethylenic methylene)

 13.4 —Ethyl methyl C)

6) Mass spectrum analysis z 585 (M "), (29) 16-8-Doxy 14-1 O-Physical properties of benzoyl aconin and analytical data

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, π-form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, water Insoluble in

 2) Infrared absorption spectrum (KBr) analysis

3500, 1710 CDT ¹ shows maximum absorption _e

 3) UV absorption spectrum (Ethanol) analysis

 λ S? (log ε) ηπ = 229.5 (4.01)

4) Nuclear magnetic resonance spectrum (CDC 1 _a) Analysis

 The following signals are shown (δ, ppm).

.7.40-8.12 (5H, m) (H of benzoyl group)

 4,72 (1H, d, J = 5.0) (1 4th P H)

 3.85 (3H, s) (H of the methoxy group at the 1, 6, 16 and 18 positions)

 3.28 (6H, s) (same as above)

 3.18 (3H, s) (same as above)

1.09 (3H, t, J = 7.0) (N- Echiru methyl group H groups) 5) ^ia C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ρριη). .

 164.8 (C of carbonyl of benzoyl group)

133.2, 130.0, 129.6, 128.6 (C of benzoyl group) 91.2, 85.2, 83.7, 79.1, 77.5, 76.2 _f 72.4, 71.9

(16, 6, 1, 14, I S, 13, 15, 3rd C)

61.3, 59.0, 57.9, 56.1 (Move to 16th, 18th, 6th, 1st place)

 49.0 (C of methylene of K-etizole group)

 13.5 (K of methyl methyl)

 6) Mass spectrum analysis

m X z 587 (M ⁺ )

 (30) 16-Shrimp-1,8-dideoxy 14- 0- Physical properties and analytical data of benzoylaconine

 1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, cross-linked form, benzene, nickel, methanol, ethyl ethyl dichloride, pyridine, dimethyl sulfoxide, hexane, Insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 3500 and 1715 cm- ¹ .

 3) UV absorption spectrum (ethanol) analysis

 λ ¾ 2 ^ (log ε) nm = 231 (3.98)

4) ⁱ H nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

Shows the following signals (S, _P pm).

 7.40-8.15 (5H, m) (H of benzoyl group)

 4.73 (IK, d, J = 5.0) (1/3 of 4th place)

3.87 (3H, s) (H of methoxy group at positions 1, 6, 16 and 18) 3.29 (6H, s) (same as above)

 3.18 (3H, s) (same as above)

Roh 1.10 (3H, t, J = 7.0) (H methyl group N- Echiru group) ·:.. · Δ) 13 C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis '' the following signals (S, ppm).

 164.9 (C of carbonyl of benzoyl group)

 133.1, 130.0, 129.6, 128.6 (C of benzoyl group) 91.2, 85.2, 84.2, 80.2, 79.0, 72.6 (16, 1, 6,

• 18,14,15 C) 61.2,59.0,57.9,56.1 (C, 18,18,6,6, C 1 of the methoxy group bonded to the 1) position 49.0 —Methylene of the ethyl group C)

 13.5 (C of methyl of N-ethyl group)

 6) Mass spectrum analysis

 m / z 571 (M ^)

 (3 1) 16-Epi. 1, 3, 8, 13-Tridoxy 14-10-Physical properties and analytical data of benzoyl aconin 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide; hexane, water Insoluble in

 ) Infrared absorption spectrum (KBr) analysis

3450, .1710 cnT ¹ shows the absorption maximum.

3) Ultraviolet absorption spectrum (ethanol) analysis (log ε) nm = 230 (3.98)

4) ¹ H nuclear magnetic resonance space click preparative Sole (CDC 1 ₃₎ Analysis

 The following signonole is shown (δ, ppm).

 7.38-8.15 (5K, m) (H of benzoyl group)

5.25 (1H _T t, J = 4.5) (1 / 4th / 3 H)

 3.69 (3H, s) (H of 1,6-, 16- and 18-position methoxy group)

 3.28 (6H, s) (same as above)

 3.18 (3K, ε) (Same as above.)

1.09 (3K, t _f J = 7.0) (K

 Η)

5) ^13C nuclear magnetic resonance spectrum (CDCIa) analysis

The following signals are shown (δ _T ppm).

 165.0 (C for Benzoyl Go Carbonyl)

 133.1, 130.0, 128.7, 12S.6. (C of benzoyl group) 90.3, 85.2, S4.4, SO.2, 78.9, 72.3 (16, 1, 6, 6,

 (C at positions 18, 14, 14 and 15) 59.6, 57.9, 57.6, 56.0 (C of methoxy group bonded to positions 18, 16, 6, 6 and 1)

 49.1 (C of N-ethyl group methylene)

 13.4 (N-Echil's Tomb Methyl C)

 6) Analysis of poor quantity spectrum

/ z coo M " ¹ "-)

(3 2) 16-Eb 8-Dexie 14-1 0-Physical properties and analytical data of benzoylmesaconin (13.9)

1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, chloroform, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. It is inferior.

 2) Infrared absorption spectrum (KBr) analysis

3500, showing the maximum absorption at 1720 cm ¹ _c

 3) UV absorption spectrum (Ethanol) analysis

 ¾ f g (log £) nm = 229 (4.01)

^) ¹ !! nuclear magnetic resonance spectrum (CDC 1 ₃₎ analysis

 The following signals are shown (δ, ppm).

 7.40-8.08 (5H, m) (H of benzoyl group)

 4.74 (1H, d, J = 5.0) (14th | 3H)

 3.87 (3H, s) (H of the methoxy group at positions I, 6, 16 and 18)

 3.29 (6H, s) (same as above)

 3.17 (3H, s) (same as above)

 2.38 (3H, s) (H of N-methyl group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 164.8 (Benzyl group C)

 132.9, 129.3, 128.3 (C of benzoyl group)

 91.0, 85.2, S3.7, 79.1, 77.5, 74.6, 72.5 (1 6, 6

1,14,18,13,15 C) 61.1, 58.8,57.8,55.8 (Combine with 1,6,1.8,6,1st place) (Mixed tomb of C)

42.3 (C of K-ethyl group)

 6) Pokémon spectrum analysis

 / z 589 (M *)

 (3 3) I S —Epis 3, 8, 1 3 — Tridoxy 1

4-1 Physical properties and analytical data of 0-benzoylmesaconin

1) Properties and resolvability

 Colorless, non-crystalline powder that is soluble in ether, glass form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, and water. Insoluble in

 2) Infrared absorption spectrum (KBr) analysis

350C ', maximum absorption at 1720 cm- ¹ _c

 3) Ultraviolet absorption spectrum (Ethanol)

 Χ.πί a (log ε) nm = 230 (4.00)

4) 11 nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 7.41-8.22 (5H, m) (H of benzoyl group)

 5.27 (1H, t, J = 4.3) (14th / 511)

 3.70 (3H, s) (H of the methoxy group at positions 1, 6, 16 and 18)

 3.29 (6H, s) (same as above)

 3.18 (3H, s) (Same as above).

 2.36 (3H, s) (H of N-methyl group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis The following signal is shown (δ, ppffi).

 165.0 (C of carbonyl of benzoyl group)

 133.0, 129.6, 128.2 (C of benzoyl group)

 90.1, 85.3, 84.4, 80.3, 79.0, 72.1

 (C at 16th, 1st, 6th, 18th, 14th, 15th)

 59.5, 58.0, 57.7, 56.5 (C of the methoxy group bonded to the 18, 16, 6, 1 position)

42.3 (N — C of methyl group)

6) Analysis of guest quantity spectrum

 m / z 557 (M ")

 (34) 16-eppy 3, 8-didoxy-14-0-physical properties and analytical data of benzoylmesaconin 1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, chloroform, benzene, ethanol, methanol, ethyl acetate, pyridin, and dimethyl sulfoxide, and is insoluble in hexane and water.瑢.

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3450 and 1715 cm- ¹ .

3) Ultraviolet absorption spectrum (ethanol) λ 祈 (log ε) nm = 23Q (4.02)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.41-8.05 (5H, m) (H of benzoyl group)

4.73 (1H, d, J = 5.0) (β の at 14th position) 3.86 (3K, s) (I, 6, IS and H of methoxy group at position 18)

 3.30 (6K, s) (same as above)

 3.16 C3H, s) (Same as above)

 2.37 (3H, s) (K monomethyl group H)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 Indicates the following signal (δ, ppm)

 165.0 (C of carbonyl of benzoyl group)

 133.0, 128.5, 128.3, (C of benzoyl group)

 91.0, 85.2, 84.2, 80.2, 79.0, 75.0, 72.6 (16,

 1,6,18,14,13,15 position C) 61.2,58.9,57.7,55.6 (16,18,6,1 position bonded C)

42.5 (C of K-methyl group)

 6) Mass spectrum analysis

/ z 573 (M ⁺ )

 (3 5) 1 6 —Epi 8 —Doxy 1 4 — O —Physical properties and analytical data of Aniso-yrnus saconin

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water. is there.

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3450 and 1715 cm- ¹ . 3) Ultraviolet absorption spectrum (Nitanor) analysis

 λ ¾? ? (log ε) nir, = 258 (4.00)

) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the following signals (S, ppm)

 7.99 '(2H, d, J = 8.9) (H of anisyl group)

 6.93 (2K, d, J = 8.9) (same as above)

 4.71 (1H, d, J = 5.0) (14th place | S H)

 3.87 (3H, s) (H of methoxy group)

3.84 (3H, s) (H of the 1,6-, 16-, and 18-position methoxy groups)

 3.31 (3H, s) (same as above)

 3.27 (3H, s) (same as above)

 3.24 (3H, s) (same as above)

 2.35 (3H, ε) (H of K-methyl group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 165.0 (Carboninole C of Anisinole group)

 163.5, 131.8, 122.1, 113.8 (C of anisyl group)

91.1, 85.3, 83.7, 79.2, 77.8, 75.8, 72.6, 72.0 (C at 16, 6, 1, 14, 14, 18, 13, 15, and 3) 62.2, 59.1, 58.0, 56.0. 6,14,18,6, C 1 of the methoxy group bonded to the 1-position) 55.4 (C of the methoxy group of the anisole group)

 42.4 (N— C of methyl group)

6) Mass prayer m / z 603 (Μ ')

 (3 6) 1 6 —Epi 3, 8 —Dideo 1 4 — 0 — Physical properties and analytical data of anisolylmesaconin

 1) Properties and solubility

 It is a colorless, non-crystalline, powdery amorphous powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl ether, pyridin, dimethyl sulfoxide, and in hexane and water. ■ = 不

 2 Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3450 and 1710 cm- ¹ .

 3) UV absorption spectrum (Ethanol) analysis

 λ ¾? ? (log a) nm = 257 (4.01)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.99 (2H, d, J-S.S) (H of anisyl group)

 5.92 (2H, d, J = S.9) (same as above)

 4.72 (1H, d, J = 5.0) (1 / 4th / S H)

 3.88 C3H, s) (H of methoxy group of anisole group)

3.84 (3H, ε) (H of the 1,6-, 16- and 18-position methoxy groups)

 3.30 (3Η, s) (same as above)

 3.27 (3H, s) (same as above)

 3.16 (3H, s) (same as above)

 2.35 (3H, s) (H of N-methyl group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis Shows the following signonole (δ, ppm)

 165.0 (C of carbonyl group of anisyl group)

 163.5, 131.S, 122.2, 113.8 (C of anisyl group) 91.0, 85.2, S4.3, 80.1, 79.0, 75.1, 72.7 (16, 1

 6, 18th, 14th, 13th, 15th C)

62.1, 59.0, 57.9, 56.1 (C of the methoxy group bonded to the 16, 18, 6, 1 position)

 55.4 (C 'of methoxy group of anisoil group)

 42.4 (C of K-methyl group)

6) Mass spectrum analysis

m / z 587 (M ⁺ )

 (37) 16-ep 3, 8, 13-physical properties and analytical data of tris 14-10-anisolyl mesaconin 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, water Insoluble in

 2) Infrared absorption spectrum (KBr) analysis

 The absorption maximum is shown at 3500 and 1710 cm.

 3) UV absorption spectrum (Ethanol) analysis

 (log ε) nm = 258 (4.01)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 ? Shows a large signal (S, ppm).

7.98 (2H, d, J = 8.9) (of anisyl group) 6.93 (2K, d, J = S.9) (same as above)

 5.25 (IK, t, J = 4.5) (11 in 14th place)

 3.88 (3H, s) (H of methoxy group of anisole group)

3.77 (3H, s) (H of the methoxy group at the 1, 6, 16, and 18 positions)

 3.30 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.16 (3H, s) (same as above)

 2.35 (3H, s) (N-methyl group H)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (5, ppffi).

 165.1 (C in carbonyl of anisyl group)

 163.4, 131.5, 122.1, 113.8 (C of anisole group)

90.3, 85.3, 84.5, 80.3, 79.1, 72.2 (16, 1, 6,

 18th, 14th, 15th C)

59.6, 58.0, 57.8, 56.1 (attached to 16th, 18th, 6th, 1st position

 Methoxy group C)

 55.3 (C of methoxy group of anisoilyl group)

 42.3 (C for N-nutyl group)

6) Mass spectrum analysis

m / z 571 (M ⁺ )

 (3 8) 8 -Doxy 14-O-Physical property value and analytical data of trimethylgalloyl aconine

 1) Properties and solubility

Colorless, non-crystalline powder, ether, black It is soluble in benzene, ethanol, methanol, ethyl acetate, pyridin, and dimethyl sulfoxide, and insoluble in hexane and water.

 2) Infrared absorption spectrum (KBr) analysis

1720 CBT ¹ shows a maximum absorption.

 3) UV absorption spectrum (Ethanol) analysis

 λ m? X (log ε) nm = 215 (4.30), 265 (4.05)

4) E 11 nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 0 7.35 (2H, s) (H of trimethylgalloyl group)

 5.03 (1H, d, J = 4.7Hz) (1 in 4th)

 3.88 (9H, s) (H of methoxy group of trimethylgalloyl group) '

 3.53 (3H, s) (H of methoxy δ group at 1, 6, 16 and 18 positions)

 3.31 (3H, s) (same as above)

 3.30 (3H, s) (same as above)

 3.26 (3H, s) (same as above)

 1.12 (3H, t, J = 7.0 Hz) (0Η of methyl group of methyl group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

Shows the following signals (S, p _P m).

165.9 (C of trimethylgalloyl group) 124.3, 107.5, 145.2, 133.8 (C of trimethylgalloyl group δ) 94.1, 85.2, 83.7 _r 80.3, 77.5, 75.2, 72.4, 72.0 (C at 16th, 6th, I, 14th, 18th, 13th, 15th, 3rd position) 61.9, 59.3, 58.0, 55.9 (1 6 C derived from the methoxy group bonded to the 1,8,6,1 position) 55.9 (C of the methoxy group of the trimethylgalloyl group)

49.0 (C of N-ethyl group methylene)

 13.5 (C of methyl of N-ethyl group)

 6) Quantity spectrum analysis

m / z 677 (M ¹⁾

 7) Elemental analysis

C _{3 S} H _S1 N0 _1Z , Calculated C: 62.02, H: 7.58, N: 2.07

 Measured value: C: 62.18, R: 7.69,: 2.05

 (3 9) 8-Deoxy-14-0-Belat. Physical properties and analytical data

1) Properties and solubility

 Colorless non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water It is.

2) Infrared absorption spectrum (KBr) analysis

1720 cuT ¹ shows an absorption maximum.

 3) Shikotan absorption spectrum (Ethanol) analysis

 λ- ma (log ε) nm = 221 (4.35), 264 (4.08), 295 (3.84)

4) 11 nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

The following signals are shown (δ, ρρπι). 6.87-7.68 (3H, m) (H at Veratrol Tomb)

 5.06 (1H, d, J = 4.6 Hz) (14th place / 3H)

 3.92 (6H,) (Methoxy group of veratroyl group H) 3.54 (3H, s) (H of methoxy group at 1, 6, 16, and 18 positions)

 3.32 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

 3.26 (3H, s) (same as above)

 1.12 (3H, t, J = 7.0 Hz) (N

 H)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, pp).

 166.0 (verolatroyl group C)

 122.5, 110.5, 153.1, 148.1, 112.3 (C of veratroyl group)

 94.2, 85.0, 83.7, 80.4, 77.4, 75.3, 72.4, 72.0

(C at 16th, 6th, 1st, 14th, 18th, 13th, 15th, and 3rd) 61.8, 59.1, 57.9, 56.0 (Methoxy bonded to the 16th, 18th, 6th, and 1st positions) Group C) 55.8 (veratolyl group methoxy group C)

 49.1 (N—C of methylene of ethyl group)

 13.4 (C of N-methyl methyl group)

 6) Mass spectrum analysis

 m / z 647 (M

7) Elemental analysis (1 δ 0)

0 ₃ * Η _{43 Χ Χ 1} , Calculated C: 63.04, H: 7.62, K: 2.16

 Observed value C: 63.21, Η: 7.δ8,: 2.05 (0) 8—Doxy 1 4 1 p1 p —C α α

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl ethyl drone, pyridin, dimethyl sulfoxide, hexane, water Insoluble in

 2) Infrared absorption spectrum (KBr) analysis

1715. CBT ¹ shows the absorption maximum.

 3) Ultraviolet absorption spectrum (ethanol) analysis λ (log ε) nm = 246 (4.08)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.97 (2H, d, J = 8.8Hz) (P —

 H)

 7.43 (2H, d, J = 8.8Hz) (same as above)

 4.90 (1H, d, J = 4.8Hz) (14th 5H)

 3.69 (3H, s) (Η of the 1,6-, 16-, and 8-position methoxy groups)

 3.30 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

 3.26 (3H, s) (same as above)

1.14 (3Η, t, J = 7.0Hz) (N-ethyl methyl H) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (δ, ppm).

165.2 (p-C □ Power of benzoynole group C of norebonyl) 131.1, 128.8, 128.1, 139.6 ( _P — C of macro benzoyl group)

 94.1, 85.0, 83.6, 80.7, 77.3, 75.0, 72.4, 71.9 (16, 6, 1, 14, 18, 18, 13, 15, 3, C) 61.7, 59.1, 57.8, 56.0 (16) , 18,6, C 1 of the methoxy group at position 1)

 49.0 (N--methylene C)

 13.3 (N-ethyl methyl C)

 6) Mass spectrum analysis

m / z 621, 623 (M ⁺ )

 7) Elemental analysis

C _{3 Z} H ₄₄ N0 ₉ C1, calculated value C: 61.78, H: 7.13,: 2.25

 Measured value: C: 61.93, H: 7.30, N: 2.11 (4 1) 8-Doxy 14-1-1 m—Cross-opening Benzoyl aconin Physical properties and analytical data

 1) Properties and solubility

It is a colorless, non-crystalline powder that is soluble in ether, glass form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble _c

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ . 3} Ultraviolet absorption spectrum (ethanol) analysis

ma (log ε) nm = 231 (4.09), 280 (3.28), 289 (3.25)) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ρρπι).

 8.02-7.35 (5Η, m) (m—H of macro-benzoyl group) 4.90 (1H, d, J = 5.1 Hz) (1/3 position / 3H)

 3.71 (3H, s) (1.61S and 18H methoxy group)

 3.31 (3H, s) (same as above)

3.28 (3H, s) (same as above)

3.26 (3H, s) (same as above)

1.11 (3H, t, J = 7.0 Hz) (N- K of methyl Echiru)) C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

165.0 (m-C of carbonyl group of m-dibenzoyl group) 131.6, 133.0, 129.7, 134.5, 127.8 (C of m-cyclobenzoyl group) 94.1, 85.1, 83.6, 80.9, 77.3, 75.0, 72.4, 71.9 (16th, 6th, 1st, 14th, 18th, 13th, 15th, 3rd C) 61.5, 59.1, 57.8, 56.1 (16th, 8th, 6th, 1st C Toxic C)

49.0 (Ν-ethyl methylene C)

13.3 (Ν-ethyl methyl C)

 ) Mass spectrum analysis

m / z B21 _x 623 (M +) 7) Elemental analysis

C _{3 Z} H ₄₄ N0 ₉ Cl _f Calculated value C: 61.78, H: 7.13, N: 2.2δ

 Obtained C: 61.75, H: 7.23, N: 2.16 (4 2) 8 —Doxy 14 — O — α — Methyl (4 — (a — Methyl acetate) 1-phenyl) acetyl aconine Physical property values and analytical data

1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane and water Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

 3) UV absorption spectrum (Ethanol) analysis

 λ m a X (log £) nm = 220 (4.03), 256 (3.88)

4) Nuclear magnetic resonance spectrum '(CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 7.30 (4H, s) (H of benzene ring)

 4.91 (1H, d, J = 4.7Hz) (14th / SH)

 3.70 (3H, s) (H of the 1,6-, 16-, and 18-position methoxy group)

 3.45 (3H, s) (same as above)

 3.30 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

3.63 (2H, q, J = 7.0 Hz) (α-methylacetyl and α H of methylacetate methine)

 1.42 (6H, d, J = 7.0 Hz) (Η of methyl of α-methinoleacetyl and α-methylacetic acid)

1,11 (3Η, t, J = 7.0 Hz) ( the methyl N- Echiru H) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 180.5 (C of zoleboxil)

 166.0 (C of force norebonil)

 140.4, 139.3, 128.2, 127.0 (C of benzene ring)

 60.4, 60.2 (C of methine in α-methylacetyl and cr-methylacetate)

 18.2, 18.1 (C of methyl of a-methylacetyl and α-methylacetylacid) 94.5, 85.0, 83.7, 80.4, 77.5, 75.3, 72.4, 72.0 (16, 6, 1, 1, 14, 18 , 13, 15, 3rd C)

61.9, 59.2, 58.0, 56.1 (C of the methoxy group at the 1,6,8,6,1 position)

 49.0 (Ν-ethyl methylene C)

 13.2 (Ν-ethyl methyl C)

6) Pokémon spectrum analysis

m Ζ ζ 687 (M ⁴ )

7} Elemental prayer

, Calculated value C: 64.61, H: 7.77, N: 2.04

 Found: C: 64.68, H: 7.76, N: 2.18

 f 4 3) 8-Doxy-1 4 O-methylaconine

New 塌 Sex values and analytical data

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane and water Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

3300 cn— ¹ shows the absorption maximum.

3) ¹ H nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 3.62 (3H, s) (の, 6,16,18 and 14)

 3,39 (3Η, s) (same as above

 3.38 (3Η, s) (same as above)

 3.31 (3Η, s) (same as above

 3.27 (3Η, s) (same as above)

 1.10 (3Η, t, J = 7.0 Hz) (N—H of methyl methyl)

4) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 93.4, 84.7, 83.5, 81.3, 77.5, 77.2, 72.4, 72.0 (C at 16th, 6th, 1st, 14th, 18th, 13th, 15th, 3rd position) 60.6, 59.2, 58.3, 58.1, 56.0 ( 16, 18, 6, 1,

 1 4 Methoxy group C) 49.4 (N-ethyl methylene C)

14.1 (N-ethyl methyl C) 5) Purchasing spectrum analysis

 m / z 497 (M *)

 6) Elemental analysis

C _2E H ₄₃ 0 ₈ , Calculated C: 62.75, H: 8.71, N: 2.81

 Measured value62.55, Η: 8.86, Ν: 2.65

 (4 4) 8 —Doxy 14 — —Physical properties and analytical data of benzylaziconin

 1) Properties and solubility

 Colorless non-crystalline powder, soluble in ether, chloroform, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water. It is.

 2) Red parallel absorption spectrum (KBr) analysis

3300 cnT ¹ shows the absorption maximum.

3) UV absorption spectrum (Ethanol) analysis

 λ? (log ε) nm = 225 (4.10)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.28 (5H, s) (H of benzyl group)

 44..4488 ((22HH ,, ss)) (H of benzyl group methylene)

3.64 (3H _r s) (H of the methoxy group at the 1, S, .16, and 18 positions)

 3.30 (SH, s) (same as above)

 3.28 (3H, s) (same as above)

1.08 (3H, t, J = 7.0Hz) (N-ethyl methyl H) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, ρριη).

 126.5, 127.0, 128.3, 141.5 (C of benzyl group) 64.1 (C of benzyl group)

 93.6, 84.5, 83.1, 81.2, 77.4, 77.3, 72.4, 72.1

(C at the 16th, 6th, 1st, 14th, 18th, 13th, 15th, and 3rd positions) 60.3, 59.1, 58.1, 56.0 (C at the 16th, 18th, 6th, and 1st methoxy groups) )

 49.δ (C of N-ethyl methylene)

 14.0 (N-ethyl methyl C)

 6) Mass spectrum analysis

m / z 573 (M ⁺ )

 7) Elemental analysis

C _{3 z} H ₄₇ N0 _s , calculated C: 66.99, H: 8.26, N: 2.44

 Measured value C: 67.12, H: 8.37, N: 2.45

 (45) 8-Doxy 14 4 1-Chlorotinoreaconin Physical Properties and Analytical Data

1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane and water Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

3300 cnT ¹ shows the absorption maximum.

3) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis Show the following Shigunanore (S _t ppm).

 5.70 (2H, m) (H of double bond of crotyl group)

4.10 (2H, m) (H of methylene of crotyl group) 3.68 (3H, s) (H of methoxy group at positions 1, 6, 16 and 18)

 3.40 (3H, s) (same as above)

 3.27 (6H, s) (same as above)

1.70 (3H, d, J = 6.3 Hz) (H of methyl in crotyl group) 1.12 (3H, t, J = 7.3 Hz) (H of methyl in N-ethyl) 4) ¹³ C nuclear magnetic resonance spectrum ( CDC 1 ₃₎ analysis

The following signals are shown (S, _pPm ).

 130.8, 123.7 (C of double bond of π-tyl group)

93.4, 84.6, 83.5, 81.2, 77.5 _r 77.2, 72.4, 72.0 (C at 16th, 6th, 1st, 14th, 18th, 13th, 15th, 3rd) 60.5, 59.1, 58.0, 55.5 (16 , 18,6, C 1 of methoxy group at position 1)

 49.5 (N-ethyl methylene C)

 13.9 (N-ethyl methyl C)

 12.7 (C of methyl group in Crotyl tomb)

5) Mass spectrum analysis

 m / z 537 (M

6) Elemental analysis

C ₂₃ H _4T N0 ₈ , Calculated value C: 64.78, H: 8.81, K: 2.60

Obtained value: C: 65.01, H: 8.93, N: 2.47 f 4 6) 8 —De-Shi 1-14 O—o—Black Luaconin physical properties and analytical data

1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane and water Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

1715 ciT ¹ shows the absorption maximum.

 3) UV absorption spectrum (Ethanol) analysis

 λ ¾? ? (log €) nm = 227 (4.01), 280 (3.20)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppn).

 8.00-7.45 (5H, m) (o — H of a benzoyl group in the chloro mouth) 4.91 (1H, d, J = 4.8 Hz) (/ 3 H at 14th position)

 3.70 (3Η, · s) (Η, 1, 6, 16 and 18 methoxy groups)

 3.31 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.26 (3H, s) (same as above)

 1.11 (3Η, t, J = 7.0 Hz) (N-ethyl methyl H)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 165.0 (0 — C of carbonyl of a benzoyl group in the mouth) 129.9, 136.0, 128.7, 133.8 126.3

(o — C of benzoyl group in black mouth) 94.1, 85.0, 83.5, 80.8, 77.3, 75.1, 72.5, 72.0 (C at 16th, 6th, 1st, 14th, 18th, 13th, 15th, 3rd) 61.7, 59.1, 57.9, 56.0 (16 , 18, 6, C 1 of the methoxy group at position 1)

 49.0 (Ν-ethylen C)

 13.5 (Ν-ethyl methyl C)

 6) Mass spectrum analysis

 m / ζ 621,623 (M *)

 7) Elemental analysis

C ₃₂ H ₄ * N0 ₉ C1, calculated value C: 61.78, H: 7.13, N: 2.25

 Found: C: 61.86, H: 7.40, N: 2.18 (7) 8—Doxy 14 O—m—Manisyl aconine Physical properties and analytical data

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl ether, pyridin, dimethinoresulfoxide, insoluble in hexane and water It is.

 2) Infrared absorption spectrum (KBr) analysis

1715 car ¹ shows the maximum absorption.

 3) UV absorption spectrum (Ethanol) analysis

 λ m a (log ε) ηιπ = 236 (4.07), 296 (2.62)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

7.64-7.26 (5H, m) (m-H of anisyl group) 4.92 (1H, d, J = 4.6 Hz) (14th PH)

 3.87 (3H, s) (H of methkin in ID-anisinole group)

3.87 (3K, s) (H of the methoxy group at 1, 6, 16 and 18)

 3.71 (3H, s) (same as above)

 3.30 (6H, s) (same as above)

1.18 (3H, t, J = 7.0 Hz) (N - H of the methyl Echiru) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 165.0 (m-C of anisyl group carbonyl)

 131.2, 121.4, 129.5, 118.3, 158.9, 115.2 (C of m-radioyl group) 94.3, 85.1, 83.7, 80.2, 77.5, 75.3, 72.4, 72.0 (16, 6, 1, 1, 14, 18, 18 1 3, 15, 3rd position C)

55.4 (m—C of methoxy group)

 61.6, 59.1, 58.0, 56.1 (C of the methoxy group at the 16th, 18th, 6th, 1st position)

 49.1 (N-methylene C)

 13.5 (N-ethyl methyl C)

6) Mass spectrum analysis

m / z 617 (M ⁴⁾

7) Elemental analysis

C ₃₃ H ₄₇ N0 _1D , calculated value C: 64.16, H: 7.67, N: 2.27

Found: C: 64.19, H: 7.62, N: 2.20 (8) 8 — Physical property values and analytical data

 1) Plug-shaped and soluble

 It is a colorless prism crystal with an S point of 105-107 °, and is soluble in Neether, phenol, phenol, ethanol, methyl acetate, ethyl acetate, pyridine, and dimethyl sulfoxide. It is insoluble in hexane and water.

 2} Infrared absorption spectrum (KBr) analysis

1713 cnT ¹ shows the absorption maximum.

3) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 4.97 (1H, d, J = 5.0 Hz) (1 4th P H)

 3.65 (3H, s) (H of 1,6-, 16- and 18-position methoxy group)

 3.37 (3H, s) (same as above)

 3.28 (6H, s) (same as above)

 2.05 (3H, ε) (メ チ ル of methyl of acetyl group)

1.10 (3Η, t, J = 7. Shed Hz) (the methyl N- Echiru H)) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 171.4 (C in carbonyl of acetyl group)

 94.3, 85.1, 83.7, 80.2, 76.6, 75.3, 72.4, 72.0 (C at 16th, 6th, 1st, 14th, 18th, 13th, 15th, 3rd)

61.6, 59.0, 57.9, 56.0 (16, 18, 6, C in methoxy)

 49.1 ("ー ethyl methylene C)

 13.5 (K-ethyl methyl C)

21.5 (C of methyl of acetyl group) (16 S)

5) Mass spectrum analysis

 m / z 525 (M ')

6) Elemental analysis

C ₂₇ H ₄₃ N0 _S , Calculated C: 61.70, Η: 8.2δ, Ν: 2.66

 Measured value C: 61.5S, H: 8.31,: 2.54

 (4 9) 8 —Doxy 14 1 4- (4-methyl) pentylaconine Physical Properties and Analytical Data

1) Properties and solubility

 Colorless non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water. It is soluble.

2) E: ^ nuclear magnetic resonance spectrum (CDC 1 ₃₎ analysis

 3.69 (3H, s) (H of methoxy group at 1, 6, 16, 16 and 18)

 3.40 (3H, s) (same as above)

 3.27 (6H, s) (same as above)

 1.10 (3H, t, J = 7.0 Hz) (N-ethyl methyl H)

1.02 (6H, d, J = 7.0 Hz) (4-H of methyl of methylpentyl group)

3) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

93.4, 84.6, 83.3, 81.0, 77.4, 77.2, 72.4, 71.9 (C at 16, 6, 1, 14, 15, 18, 13, 15, and 3) 60.5, 59.1, 58.0, 55.5 (16 , 18, 6, C 1 of the methoxy group at position 1) 49.3 (K-Cityl methylene)

 13.9 (N-ethyl methyl C)

 21.3 (4-methylpentyl methyl C)

 4) Minori spectrum analysis

 5S7 (M,)

 5) Elemental analysis

C ₃₁ H _S3 N0 _S , Total value C: 55.58, H: 9.41, K: 2.47

 Found C: 65.43, Η: 9.65,: 2.36

 (5 0) Ν-desethyl 8 -doxy 1 4 1 0-a

1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water. is there.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

 3) Ultraviolet absorption spectrum (Ethanol) analysis λ ¾? ^ (log £) nm = 258 (4.02)

4) Nuclear magnetic resonance spectrum (CDC13) analysis

 The following signals are shown (.S, ppm).

 7.99 (2H, d, J = 8.9) (H of anisyl group)

 6.95 (2H, d, J = 8.9) (same as above)

 4.95 (1H, d, J = 5.0) (11 in 4th place)

3.87 (3H, s) (H of methoxy group of anisyl group) 3.69 (3H, s) (H of the 1,6-, 16-, and 18-position methoxy groups)

 3.30 (3H, s) (same as above)

 3.28 (3H, ε) (same as above)

 3.25 (3Η, s) (same as above)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 166.0 (C of carbonyl group of anisyl group)

 163.5, 131.8, 113.7, 122.1 (C of anisoil group) 94.3, 85.2, 83.7, 80.2, 77.4, 75.1, 72.4, 72.0 (16, 6, 1, 1, 14, 18, 1, 3, 15, C at position 3) 61.9, 59.0, 57.9, 56.1 (C derived from the methoxyquine group bonded at position 16, 18, 6, 6 and 1) 55.4 (C of methoxy group of anisoleyl group) )

 6) Mass spectrum analysis

m / z 589 (M ⁺ )

 7) Elemental analysis

C ₃ iH ₄₃ N0 _a o, Calculated C: 63.14, H: 7.35, N: 2.38

 Found C: 63.39, H: 7.33, N: 2.02

 (51) Physical properties and analytical data of N-desethyl-N-amino-8-dexoxy14-pananisyl aconin 1) Properties and solubility

Colorless, non-crystalline powder, soluble in ether, α-form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water. It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

1715 cnT ¹ shows the absorption maximum.

 3) UV absorption spectrum (Ethanol)

 λ ¾ (log ε) nm = 257 (4.02)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ partial folding

 Shows the following signonole (S, ppm).

 8.01 (2H, d, J = 8.9) (H of anisyl group)

 6.93 (2H, d, J = 8.9) (same as above)

 4.95 (1H, d, J = 5.0) (11 in 4th place)

 3.87 (3H, s) (H of methoxy group of anisyl group)

3.70 (3R, s) (H of the methoxy group at 1, 6, 6, 16 and 18)

 3.30 (3H, s) (same as above)

 33..22SS ((33HH ,, ss)) (Same as above)

 3.25 (3H, s) (same as above)

 0.98 (3H, t, J = 7.0 Hz) (N-amyl methyl H)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

Shows the following signals (S, _P pm).

 166.0 (C of carbonyl group of anisyl group)

 163.8, 131.8, 113.5, 122.2 (C of anisoil group)

94.3, 85.3, 83.6, 80.0, 77.6, 75.1, 72.5, 72.0 (C at 16, 6, 1, 14, 14, 18, 13, 15, 3rd) 61.8, 59.1, 57.8, 56.0 (16) , C derived from a methoxy group bonded at the 1, 8, 6, and 1 positions 55.4 (Methkin C at Anisir Tomb)

 13,1 (N-amyl methinole C)

6) Mass spectrum analysis

m / z 659 (M ⁺ )

7) Elemental analysis

 C ^ HS JO, calculated C: 65.53, H: 8.10, N: 2.12

 Measured value: C: 65.81, H: 8.09, N: 2.18

 (52) N-Desethyl-N-Propyl-8-Doxy-14

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane and water Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

 3) Ultraviolet absorption spectrum (Ethanol) analysis λ ¾? ? (log £) nm = 258 (4.02)

) ¹ !! nuclear magnetic resonance spectra (showing the CDC 1 ₃₎ analysis following signals (. S, ppm).

 7.99 (2H, d, J = 8.9) (H of anisyl group)

 6.94 (2H, d, J = 8.9) (same as above)

 4.93 (1H, d, J = 5.0) (1 4th place | S H)

3.87 (3H, s) (H of methoxy group of anisole group) 3.69 (3H, s) (H of 1,6-, 16- and 18-position methoxy group)

 3.30 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

 3.24 (3H, s) (same as above)

1.10 (3H, t, J = 7.0 Hz) (N- pro methyl H pills) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the following signals (S, ppm) c

 165.9 (C of carbonyl group of anisyl group)

 163.6, 131.8, 122.2, 113.7 (C of anisoil group) 94.3, 85.3, 83.7, 80.2, 77.5, 75.0, 72.3, 71.9 (16, 6, 1, 1, 14, 18, 18, 13, 15, 3rd place) C) 61.8, 59.1, 57.8, 56.1 (C derived from a methoxy group bonded to the 16th, 18th, 6th, and 1st positions) 55.4 (C of anisoilyl methoxy group)

 13.1 (N—C of methyl propyl)

 6) Analysis of poor quantity spectrum

 m / z S31 (M +)

 7) Elemental analysis

C ₃ * H _4g 0 _1B , Calculated C: 64.64, Η: 7.82, Ν: 2.22

 Measured value C: 64.85, H: 7.66, N: 2.01

 (53) N-desethyl-N- (4-methyl) pentyl-1-8-deoxy14-Physical property value and analytical data of 4-anisoilaconin

1) Properties and solubility It is a colorless, non-crystalline powder that is soluble in ether, copper, π-form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, and water. It is impossible.

 2) Infrared absorption spectrum (KBr) analysis

1715 err ¹ shows the absorption maximum.

 3) UV absorption spectrum (Ethanol) analysis

 λ ¾? (log £) nm = 258 (4.01)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Indicates the following signals (S, PPDI).

 8.01 (2H, d, J = 8.8) (H of anisyl group)

 6.94 (2H, d, J = 8.9) (same as above)

 4.94 (IK, d, J = 5.0) (14th P H)

 3.88 (3H, s) (H of methoxy group)

3.69 (3H, s) (H of the methoxy group at the 1, 6, 16 and 18 positions)

 3.29 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

 1.02 (6H, d, J = 7.0 Hz) (N—H of methyl of (4-methyl) pentyl)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 166.0 (C of carbonyl group of anisyl group)

163.6, 131.7, 113.4, 122.1 (C of anisole group) 94.S, 85.3, 83 * 5, 80.0, 77.6, 75.0, 72.5, 71.9 (C in 16th, 6th, 1st, 14th, 18th, 13th, 15th, 3rd) 61.8, 59.1, 57.8, 56.0 (C derived from a methoxy group bonded to the 1, 6, 18, 6, and 1 positions)

 55.4 (C of anisoilyl methoxy)

 21.5 (Ν- (4-methyl) pentyl methyl C)

6) Purchasing spectrum analysis

 m / ζ 673 (M ^)

 7) Elemental analysis

Ο ₅₅ 0 _1ο , Calculated C: 65.95, H: 8.23 _,: 2.08

 Measured value: C: 66.17, H: 8.29, N: 2.05

 (54) N-desyl-N-acetyl-8-doxy-14-0-physical property value and analytical data of anisolylaconin

1) Properties and solubility

 A colorless, amorphous powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, and dimethyl sulfoxide, and is insoluble in hexane and water. It is soluble.

2) Red ^ -ray absorption spectrum (KBr) analysis

1715, 1655 CDT ¹ shows the maximum absorption.

 3) UV absorption spectrum (Ethanol) analysis

 What g? (log ε) nm = 258 (4.02)

4) E 11 nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

The following signals are shown (S, ppm). 7.99 (2H, d, J = 8.9Hz) (H of anisyl group)

6.94 (2Ή, d, J = 8.9) (same as above)

4.93 (1H, d, J = 5.0) (14th | S H)

3.87 (3H, s) (H of methoxy group of anisole group)

33..6699 ((33HH ,, εε)) (Η of the methoxy group at the 1, 6, 16 and 18 positions)

 3.30 (3H, s) (same as above)

3.28 (3K, s) (same as above)

3.25 (3K, s) (same as above)

2.34 (3Η, s) (Ν of acetyl group methyl)

) ¹³ C nuclear magnetic resonance spectra (showing the CDC 1 ₃₎ Analysis The following Shi Gunaru (δ, ppni).

 170.8 (K-acetyl carbonyl C)

 165.9 (C of carbonyl group of anisyl group)

163.6, 131.8, 113.7, 122.2 (C of anisoil group)

94.3, 83.7, 80.2, 79.9, 77.4, 75.1, 72.4, 72.0 (16, 6, 14, 14, 1, 18, 13, 15 and 3rd C) 61.8, 59.1, 57.9, 56.1 (16 , 18, 6, C derived from the methoxy group bonded at the 1-position) 55.4 (C of anisoleyl methoxy)

 22.4 (N-methyl methyl C)

 ) Mass spectrum analysis

m / z 631 (M ^÷ )

 ) Elemental analysis

CsaH ^ NO ^, Calculated C: 62.74, H: 7. IS, N: 2.22 Measured value: C: 62.62, H: 7.10,: 2.1 δ (55) K-desnitir-N-Benzoyl 8-Doxy 14-0-Physical properties and analytical data of anisylaconinin

 I) Properties and solubility

 Colorless non-crystalline powder, soluble in ether, α-form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, water Insoluble in

2) Infrared absorption spectrum (KBr) analysis

1711, 1653 cnT ¹ shows the absorption maximum.

 3) Purple absorption spectrum (Ethanol) analysis

 g? (log ε) HB = 232 (4.10), 258 (4.03)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ amount柝

 The following signonole is shown (S, ppm).

 7.82-7.10 (5H, m) (C of N-benzoyl group)

 7.99 (2H, d, J = 8.9Hz) (H of anisyl group)

 5.93 (2H, d, J = 8.9) (same as above)

 4.95 (1Η, ά, J = 5.0) (1 4 4th Ρ Η)

 3.87 (3Η, s) (H of methoxy group of anisole group)

3.70 (3H, s) (H of 1,6-, 16- and 18-position methoxy group)

 3.31 (3H, s) (same as above)

 3.27 (3H, s) (same as above)

33..225δ C (33HH ,, ss)) (Same as above) Cl 73)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 165.9, 165.7 (C of N-benzoyl group)

 163.7, 131.7, 113.6, 122.1 (C of anisyl group) 133.9 133.5 128.6, 128.6, 128.2, 127.6 (C of benzoyl group)

94.4, 83.7, 80.1, 79.8, 77.5, 75.1, 72.4, 71.9

(C at 16th, 6th, 14th, 1st, 18th, 13th, 15th, 3rd) 61.8, 59.1, 57.8, 56.0 (Cross to 16th, 18th, 6th, 1st)

 C derived from the combined methoxy group)

55.4 (C of anisoilyl methoxy)

 6) Analysis of guest quantity spectrum

 m / z 693 (M ')

 7) Elemental analysis

C3 ₈ H ₄₇ N0 _1X , Calculated C: 65.79, H: 6.83, N: 2.02

 Measured value: C: 65.91, H: 6.79, N: 2.15

 (5 6) 1 6 —Epi 8 —Doxy 14 1 1 1 Trimethylrgallo Ilaconin Physical Properties and Analytical Data

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane and water Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1720 cm- ¹ . 3) Purple ^ -ray absorption spectrum (Ethanol) analysis

 A S? ? (log ε) nm = 215 (4.30), 265 (4.05)

4) 11 nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.35 (2H, s) (H of trimethylgalloyl group)

 5.03 (1H, d, J = 4.7 Hz)) (1 4th P H)

 3.88 (9H, s) (methoxy of trimethylgalloyl group)

 H)

 3.75 (3H, s) (H of the methoxy group at the 1, 6, 6, 16 and 18 positions)

 3.31 (3H, s) (same as above)

 3.30 (3H, s) (same as above)

 3.26 (3H, s) (same as above)

 1.12 (3H, t, J = 7.0 Hz) (H of methyl of N-ethyl group)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 165.9 (C of trimethylgalloyl group) 124.3, 107.5, 145.2, 133.8 (C of trimethylgalloyl group)

 91.1, 85.2, 83.7, 80.3, 77.5, 75.2, 72.4, 72.0 (C at positions 16, 6, 1, 14, 18, 18, 13, 15 and 3) 55.9 (of methoxy group of trimethylgalloyl group) C) 61.9, 59.3, 58.0, 56.1 (C of the methoxy group at the 16th, 18th, 6th, and 1st positions)

49.0 (C of N-ethyl group methylene) 13.5 (K-methyl methyl C)

6) Mass spectrum analysis

m / z 677 (M ⁴⁾

 (5 7) 1 6-Smooth 8-Doxy 14-0-Belat □ Physical property value and analysis data of iluaconin

 1) Properties and solubility

 It is a colorless, amorphous powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and hexane, Insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1720 cm- ¹ .

 3) UV absorption spectrum (ethanol) analysis

 λ ¾? (log £) nE = 221 (4.35), 264 (4.08)

 295 (3.84)

4) Nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 6.87-7.68 (3H, m) (H in veratroyl group)

 5.06 (1H, d, J = 4.6 Hz) (1 4th βH)

 3.92 (6Η, s) (H in the methoxy of the veratroyl group)

3.76 (3H, s) (H of 1,6-, 16- and 18-position methoxy group)

 3.32 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

3.26 (3H, s) (same as above) 1.12 (3H, t, J = 7.0 Hz) (H of methyl of K-etinole group)

5} ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 166.0 (C of canolaboninole of veratroyl group)

 122.5, 110.5, 153.1, 148.1, 112.3 (C in veratroyl group)

91.2, 85.0, 83.7, 80.4, 77.4, 75.3, 72.4, 72.0 (C at position 16, 16, 1, 14, 14, 18, 15, 15 _τ 3) 55.S (measurement of veratroyl group) Toxic C)

 61.8, 59.1, 57.9, 56.0, (C of the methoxy group at position 16, 16, 18, 6, 1)

 49.1 (C of methylene of Ν-ethyl group)

 13.4 (C of methyl methyl group)

 6) Stationary spectrum analysis

 m / ζ 647 (M

 (5 8) 1 6—2-Piece 8 —Doxy 14 1 0—p—Cu Mouth Mouth Physical Properties and Analytical Data

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water. It is.

 2) Absorption spectrum (KBr) analysis of red parallel line

The absorption maximum is shown at 1715 cm- ¹ .

3) UV absorption spectrum (Ethanol) analysis λ ¾ f ^ (log £) nm = 246 (4.08)

) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ρριη).

7.91 (2H, d, J = 8.9) ( _P— H of the benzoyl group in the macro mouth) 7.38 '(2H, d, J = 8.9) (ibid.)

 5.10 (1H, d, J = 4.8 Hz) (14th place (3H)

 3.85 (3H, s) (H of the methoxy group at the 1, 6, 6, 16 and 18 positions)

 3.43 (3H, s) (same as above)

3.36 (6H, ε) (same as above)

1.11 (3Η, t, J = 7.0 Hz) (N- H of methyl Echiru group)) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

165.0 (C of carbonyl of p-benzoyl group) 130.5, 130.7, 128.7, 139.6 (C of C-benzoyl group)

 91.1, 84.8, 83.5, 80.7, 77.3, 75.2, 73.0, 72.1 (C at 16th, 6th, 1st, 14th, 18th, 13th, 15th, 3rd) 62.2, 59.2, 58.0, 56.0 (16th) , 18, 6, C of the 1st methoxy group)

 49.2 (C of N-methyl group)

 13.3 (C of N-methyl group)

 ) Mass spectrum analysis

m / z 621, 623 (M 4)

(5 9) 1 6 —Epi 8 —Doxy 14 1 0—m—k Physical properties and analysis data of mouth benzoyl aconine

1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water It is.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

 3) Purple ^ -ray absorption spectrum (ethanol) analysis

 λ S? X (log ε) nm = 231 (4.09), 280 (3.28)

 289 (3.25)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

7.98-7.30 (5H, m) (m — h π α Benzoyl group H) δ. Οδ (lH _f d, J = 4.7 Hz) (PH at the 14th position)

 3.86 (3H, s) (H of methoxy group at 1, 6, 16, 16 and 18)

 3.32 (3H, s) (same as above)

 3.30 (6H, s) (same as above)

 1.12 (3H, t, J = 7.0 Hz) (N —H of methyl in the tomb of Ethel)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 Shows the following signals (S, ppm) o

165.2 (m — C of benzoyl group of macro mouth) 131,6, 129.8, 129.5, 135.0, 128.4 (m — C of benzoyl group of macro mouth) 91.4, 84.9, 83.4, 80.6, 77.2, 75.3, 73.0, 72.1 (C in the 16, 16, 1, 14, 14, 18, 13, 15, and 3rd position) 62.2, 59.2, 58.1, 56.0 (16 , 18, 6, C in the 1st methoxy group)

 49.i (C of N-methyl group)

 13.3 (C of N-methyl group)

6) Mass spectrum analysis

m / z 621, 623 (M 1)

 (6 0) 1 6 —Epi 8 —Doxy 1 4 1〇1 α-Methinoleate (4 1- (α-methylacetand) phenyl) Physical and analytical data of acetylaconinin

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane and water Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

 3) UV absorption spectrum (Ethanol) analysis

 λ ¾ (log £) ηπ = 220 (4.03), 256 (3.88)

4) Nuclear magnetic resonance scan Bae click. Torr (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.30 (4H, s) (H of benzene ring)

 4.91 (1H, d, J = 4.7 Hz)) (1 4th pH)

3.86 (3H, s) (Methoxy in 1, 6, 16 and 18 positions) Base H)

 3.45 (3H, s) (same as above)

 3.30 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

 3.63 (2H, q, J = 7.0 Hz) (α —methylacetyl and a

—H in methyl acetate

 1.42 (6H, d, J = 7.0 Hz) (a—methylacetyl and <t—methyl H in methylacetate)

1.11 (3H, t, J = 7.0 Hz) ( the methyl N- Echiru group H) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Indicates the following signals (S, ppn):

 180.5 (C in ruvoxil)

 166.0 (C in carbonyl)

 140.4, 139,3, 128.2, 127.0 (C of benzene ring) 60.4, 60.2 (a-methylacetyl and a-methylacetate methine C)

 18.2, 18.1 (a-methylacetyl and a-methylacetate methinole C)

90.5, & 5.0, 83.7, 80.4, 77.5, 75.3, 72.4, 72.0 (16, 6, 1, 14, 18, 13 _r15 , 3rd C)

61.9, 59.2, 58.0, 56.1 (C of the methoxy group at the 16th, 18th, 6th, and 1st positions)

 49.0 (C of N-ethyl group methylene)

 13.2 (N-methyl methyl C)

S) Poor spectrum analysis m / z 687 (M

 (6 1) 1 6 — Ebb 8 — Doxy 14 O — O — Physical property value and analytical data of methyl aconine

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, water Insoluble in

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3300 cm- ¹ .

3) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 3.80 (3H, s) (Η of the 1,6-, 16-, 14- and 18-position methoxy groups)

 33..3399 ((33HH ,, ss)) (as above)

 3.38 (3H, ε) (Ditto ')

 3.31 (3H, s) (same as above)

 3.27 (3H, s) (same as above)

1.10 (3Η, t, J = 7.0 Hz) (N- Echiru H methyl of S) 4) ¹³ Ji nuclear magnetic resonance scan Bae click Bokuru (〇 0 0 1 ₃₎ Analysis

 The following signals are shown (.δ, ppm).

 90.3, 84.7, 83.5, 81.3, 77.5, 77.2, 72.4, 72.0 (16th, 6th, 14th, 18th, 13th, 15th, 3rd place C) 60.6, 59.2, 58.3, 58.1, 56.0 (1 6 , 18, 14,

6, 1st place C) 49.4 (K—C of diethylene group methylene)

 14.1 (K-methyl group C)

 δ) Mass spectrum analysis

m / ζ 497 (M ⁴ )

 (6 2) 16-Epi-1 8-Deoxy 14-0 0-Physical properties and analytical data of benzyl ruaconin

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, chloropiform, benzene, ethanol, methanol, ethyl ethyl sulphate, pyridin, dimethylsulfoxide, and in hexane and water. Insoluble.

 2) Red parallel absorption spectrum (KBr) analysis

3300 CBT ¹ shows the leverage of absorption.

 3) Purple absorption spectrum (Ethanol) analysis

 λ ¾ (log ε) nm = 225 (4.10)

4) Oh! ! Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.28 (5H, s) (H of benzyl group)

 4.48 (2H, s) (benzylic methylene H)

 33..8800 ({33H} ,, ss)) (H of the 1,6-, 16- and 18-position methoxy groups)

 3.30 (6H, s) (same as above)

 3.28 (3H, s) (same as above)

1.0S (3H, t, J = 7.0 Hz) (N- Echiru of methyl H) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis Shows the following signals (δ, ppm)

 126.5, 127.0, 128.3, 141.5 (C of benzyl group)

64.1 (Methylene C of benzyl group)

 90.5, 84.5, 83.1, 81.2, 77.4, 77.3, 72.4, 72.1 (16, 6, 1, 14, 18, 13, 15, C in 3rd position)

60.3, 59.1, 58.1, 56.0 (C of methoxy group at 16th, 18th, 6th, 1st position)

 49.δ (N—C of methylene of dityl group)

 14.0 (C of N-methyl group)

6) Analysis of guest quantity spectrum

 m / z 573 (M)

 (6 3) 1 6 —Epi 8 —Doxy 14 4 1 Physical properties and analytical data of chloroaconin

1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water. It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3300 cm- ¹ .

3) nuclear magnetic resonance scan Bae Hisashi Torr (CDC 1 ₃₎ analysis

 The following signals are shown (δ, ppm).

5.70 (2H, m) (H of methyl group double bond) 4.10 (2H, m) (H of methylene methylene) 3.82 (3Η, s) (1,6,16 and 1) 8th methoxy Base H)

 3.40 (3H, s) (same as above)

 3.27 (SH, s) (same as above)

1.70 (3H, d, J = 6.3 Hz) (H of methyl click Rochiru _{group) 0.88 (3H f t, J} = 7.3 Hz) ( the methyl N- Echiru group H)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ minute prayer

Shows the following signals (S, ppm) _c

 130.8, 123.7 (C of double bond of crotyl group)

 90.4, 84.6, 83.5, 81.2, 77.5, 77.2, 72.4, 72.0 (C in 16th, 6th, 1st, 14th, 18th, 13th, 15th, 3rd)

60.5, 59.1, 58.0, 55.5 (C of the methoxy group at the 18th, 18th, 6th, and 1st positions)

 49.δ (C of methylene of K-ethyl group)

 13.9 (C of methyl methyl group)

 12.7 (C of methyl group of crotyl group)

 5) Mass prayer

m / z 537 (M ⁴ )

 (6) 16-epi 8 —doxy 14 14 0— o—c □ Physical properties and analytical data of oral benzoyl aconine

1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl ethyl sulphate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water. It is soluble.

2) Infrared absorption spectrum (KBr) analysis The absorption maximum is shown at 1715 cm- ¹ .

 ) UV absorption spectrum (ethanol) analysis

 λ ¾? (log £) ηιη = 227 (4.01), 280 (3.20)

) Nuclear magnetic resonance space-vector (CDC 1 ₃₎ shows an analysis following signals (S, ppm)

 8.00-7.45 (5H, E) (o — H of the benzoyl group) 5.02 (1H, d, J = 4.8 Hz) (14th P H)

3.85 (3H, s) (methoxy at positions 1, 6, 16 and 18)

 Base H)

3.45 (3H, s) (same as above)

 3.40 (6H, s) (same as above)

0.88 (3H, t, J = 7.0 Hz) - indicating the (N Echiru H of methylation groups)) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis The following Shi Gunaru (S, ppm).

166.0 (o — power of chlorobenzoyl group C)

129.9, 136.0, 128.7, 133.8, 126.3 (o —

 C in the zoyl group) 90.3, 84.9, 83.5, 80.4, 77.3, 75.1, 72.6, 72.0 (C in the 16, 6, 1, 1, 14, 18, 18, 13, 15 and 3 positions) 61.8, 59.1, 57.9 , 56.0 (16, 18, 6, C of the 1-position methoxy group)

49.0 (N — C of methylene of ethyl group)

13.5 (C of N-methyl group)

 ) Mass spectrum analysis

m / z 621, 623 (M *) (6 5) 16-ep 8-deoxy 1 4 1 〇-m_7 2 Physical properties and analytical data of soil aconin

 1) Properties and solubility

Colorless, non-crystalline powder that is soluble in ether, _α- form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water. is there.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

3) UV absorption spectrum (Ethanol) analysis

 λ ^ (log ε) run-236 (4.07), 296 (2.62)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.64-7.26 (5H, π) (m of m-anisoilyl group)

 4.92 (IH, d, J = 4.6 Hz) (14th / 5H)

 3.71 (3H, s) (1, 6, I S and H of the 18-position methoxy group)

 3.30 (6H, s) (same as above)

 3.89 (3H, s) (same as above)

 33..9911 CC33HH ,, ss)) (H of methoxy group of m-anisole group)

1.18 (3H, t, J = 7.0 Hz). ( For N- Echiru group methyl H) δ) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 Indicates the following signal (δ, ppm) „

 155.0 (m-C of carbonyl group of anisyl group)

 131.2, 121.4, 129.5, 118.3, 158.9, 115.2 (m

New use (1 & 7)

Nisinole C) 90.2, 85.1, 83.7, 80.2, 77.5, 75.3, 72.4, 72.0 (16, 6, 1, 14, 14, 18, 13, 3, 15 and 3 C)

55.4 (m—C of methoxy group)

 61.6, 59.1, 58.0, 56.1 (C of the methoxy group at the 16th, 18th, 6th, and 1st positions)

 49.1 (C—methylene C)

 13.5 (C of methyl methyl group)

6) Mass spectrum analysis

 m / ζ 617 (M)

 (6 6) 1 6 —Epi N-desethyl 8 —Doxy 1 4 1 Physical properties and analytical data of peranisoil aconin

1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water. It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

3) UV absorption spectrum (Ethanol) analysis

 λ ¾? ^ (log £) nm = 258 (4.02)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

7.99 (2H, d, J = 8.9 Hz) (H of anisyl group) 6.94 (2H, d, J = 8.9 Hz) (same as above) 5.15 (1H, d, J = 5.0 Hz) (1 4th PH)

 3.84 (3H, s) (H of the methoxy group at positions 1, 6, 16, and 18)

 3.30 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

 3.87 (3H, s) (Mexican's H at Anisoir Tomb)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppffi).

 166.0 (C of carbonyl group of anisyl group)

 163.5, 131.8, 113.7, 122.1 (C of anisoil group) 91.2, 85.1, 83.7, 80.2, 77.4, 75.9, 72.4, 72.0 (16, 6, 1, 1, 14, 18, 18, 13, 15 and 3rd) C) 55.4 (C of anisoilyl methoxy)

 62.2, 59.0, 57.9, 56.1 (C of the methoxy group at the 16th, 18th, 6th and 1st positions)

 6) Mass spectrum analysis

 m / z 573 (M *)

 (67) 16-N-Desethyl-N-Amylo 8-Doxy 14-Physical properties and analytical data of O-anisoyl aconin

1) Properties and solubility

Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethinoresulfoxide, hexane, water Not It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

1715 CE ¹ shows the absorption maximum.

 3) UV absorption spectrum (Ethanol) analysis

 1? (log ε) ηπι = 257 (4.02)

Four ) ! ! Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ρρπ).

 8.01 (2Η, d, J = 8.9 Hz) (H of anisyl group) 6.93 (2H, d, J = 8.9 Hz) (same as above) 5.14 (1H, d, J = 5.0 Hz) (1 4th (SH )

 3.83 (3H, s) (H of the methoxy group at the 1, 6, 6, and 18 positions)

 3.30 (3H, ε) (same as above)

 3.28 (3Η, s) (same as above)

 3.2δ (3Η, s) (same as above)

 3.87 (3H, s) (H of methoxy group of anisole group) 0.98 (3H, t, J = 7.0 Hz) (H of methyl of N amino)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ρρηι).

 166.0 (C of carbonyl group of anisyl group)

 163.8, 131.8, 113.5, 122.2 (C of anisyl group)

91.2, 85.3, 83.6, 80.0, 77.6, 76.0, 72.5, 72.0

(16, 6, 1, 14, 18, 13, 15, 3rd place C)

55.4 (C of methoxy group)

62.2, 59.1, 57.8, 56.0 (16, 18, 6, 6 Toxic C)

 13.1 (Kamyl methyl C.)

 6) Purchasing spectrum analysis

 m X z S71 (M

(6 8) 16-E: DC-Desethyl: ^τ -Propyl 8-Dekoji 14-1-Physical properties and analytical data of 4-anisoil aconin

 1) Properties and solubility

 Amorphous powder with a color that is soluble in ether, chloro-CI form, benzene, ethanol, methanol, ethyl ethyl dichloride, pyridin, dimethyl sulfoxide, and insoluble in hexane and water. It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

1715 cm ^_1 indicates the size of the safety regulations.

 3) UV absorption spectrum (Ethanol) analysis

 Λ ¾? ? (log ε) nm = 258 (4.02)

4): 11 nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 8.99 (2Η, d, J = 8.9 Hz) (H of anisyl group)

6.94 (2H, d, J = 8.9 Hz) (same as above)

 5.12 (1H, d, J = 5.0 Hz) (1 4th] 3H)

3.84 (3H, s) (H of 1,6-, 16- and 18-position methoxy group)

 3.30 (3H, s) (same as above)

3.29 (3H, s) (same as above) 3.24 (3H, s) (same as above)

 3.87 (3H, s) (H of methoxyquinone)

 1.10 (3H, t, J = 7.0 Hz) — H of propyl methyl

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 165.9 (Power of anisoilyl group C of norebonyl)

 153.6, 131.8, 122.2, 113.7 (C of anisoil group) 91.2, 85.2, 83.7, 80.2, 77.5, 76.0, 72.3, 71.9 (16, 6, 1, 14, 14, 18, 13, 3, 15, 3rd place) C) 55.4 (C of anisoleyl methoxy)

 62.2, 59.1, 57.9, 56.1 (C of the 16th, 18th, 6th, and 1st place tombs)

 13.0 (N—methyl methyl C)

 6) Mass spectrum analysis

 m / z 643 (M *)

 (6 9) 1 6 —Epi N—Desethyl: N— (4-methyl) pentyl 8 —Doxy 14 1-anisoiinorea Physical properties and analytical data of conine

1) Properties and resolvability

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane and water Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ . S) Purple Masu Line Absorption Spectrum (Ethanol) Analysis

 Λ f (log ε) nm = 258 (4.01)

4) Nuclear magnetic resonance scan Bae click Bokuru (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 S.01 (2H, d, J = 8.9 Hz) (H of anisyl group) 6.94 (2H, d, «1 = 8.9 Hz) (Same as above)

 5.12 (1H, d, J = 5.0 Hz) (1 4th H)

 3.84 (3H, s) (H of the methoxy group at 1, 6, 6, 16 and 18)

 33..2299 ((33HH ,, ss)) (as above)

 3.28 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

 3.88 (3H, s) (H in methoxy of anisoilyl group)

 1.02 (6H, d, J = 7.0 Hz) (N — (4-methyl) H of methyl of pentyl)

) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, ppm)

166.0 (C of carbonyl group of anisyl group)

163.9, 131.7, 122.1, 113.4 (C in anisoil group) 91.3, 85.2, 83,5, 80.0, 77.6, 76.0, 72.5, 71.9

(C of 16-, 6-, 1-, 14-, 18-, 13-, 15- and 3-positions) 55.4 (C of anisoleyl methoxy)

62.2, 59.1, 57.8, 56.0 (C of the methoxy group at the 16th, 18th, 6th and 1st positions)

21.5 (N— (4-methyl) pentyl methyl C) 6) Mass spectrum analysis

 m / z 685 (M ')

 (7 0) 16 -Epi-N-desethyl-N-acetyl- 8 -doxy 14 -10-physical properties and analytical data of anisol

 1) Properties and solubility

 A colorless, amorphous powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

1715, 1655 en- ¹ shows the maximum absorption.

 3) UV absorption spectrum (Ethanol) analysis λm X (log £) ΠΕ = 258 (4.02)

4) Nuclear magnetic resonance scan pegs Bokuru (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.99 (2H, d, J = S.9 Hz) (H of anisyl group)

6.94 (2H, d, J = 8.9 Hz) (same as above)

 5.15 (1H, d, J = 5.0 Hz) (1 4th place | S H)

 3.84 (3H, s) (H of methoxy group at 1, 6, 16 and 18)

 3.30 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

3.87 (3H, s) (Mexican-based H in Anisir's tomb) 2.34 (3H, s) - H methyl of Asechiru group) [delta]) ^I3 C NMR scan Bae-vector (CDC 1 ₃₎ minute prayer

 The following signals are shown (S, ppm).

 170.9 (K-acetyl carboxyl C) 165.9 (anisylcarbonyl C)

 163.6, 131.8, 113.7, 122.2 (C of anisole group) 91.2, 83.7, 80.2, 79.8, 77.5, 76.0, 72.4, 72.0 (16, 6, 14, 14, 1, 18, 13, 3, 15, 3rd place) C) 62.2, 59.1, 57.9, 55.1 (16th, 18th, 6th, 1st place

 Toxic C)

 55.4 (C of Anisoil Tomb's metric)

 22.4 (N-acetyl methyl C)

 6 Mass spectrum prayer

m / z 643 (M ^÷ )

 (7 1) 1 6 —Epi N-Desethyl-N-benzoyl

-8 —Doxy 1 4 — 0—Physical properties and analytical data of anisolyl aconin

1) Properties and solubility

 Colorless non-crystalline powder, soluble in ether, chloroform, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water is there.

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 1711 and 1653 cm- ¹ .

3) UV absorption spectrum (Ethanol) analysis CI 95)

λ max (log e) nm = 232 (4.10), 258 (4.03)

) ¹ H nuclear magnetic resonance space-vector (CDC 1 ₃₎ shows an analysis following signals (δ, ρρπ).

 7.82-7.10 (5H, m) (H of benzoyl group)

 7.99 (2H, d, J = 8.9 Hz) (H of anisyl group)

 6.93 (2H, d, J = 8.9 Hz) (same as above)

 5.14 (1H, d, J-5.0 Hz) (14th P H)

 3.84 (3H, s) (H of the methoxy group at the 1, 6, 16 and 18 positions)

 33..3311 ((33HH ,, ss)) (as above)

 3.27 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

 3.87 (3H, s) (H of anisole group methoxy)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 165.9, 165.7 (C of carbonyl)

 163.7, 131.7, 113.6, 122.1 (C of anizyl group) 133.9, 133.5, 128.6, 128.2, 127.6 (C of benzoyl group)

 C)

 91.3, 83.7, 80.1, 79.9, 77.5, 76.0, 72.4, 71.9

(C at 16th, 6th, 14th, 1st, 18th, 13th, 15th, 3rd) 62.2, 59.1, 57.8, 56.0 (16th, 18th, 6th, 1st-rank C)

 55.4 (C of anisoilyl methoxy)

6) Mass spectrum analysis m / z 705 (Μ '}

 (72) S — Deoxy 1 14 1 O — p — Methoxybenzil aconin physical properties and analytical data

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, cross-linked form, benzene, ethanol, methanol, ethyl ethyl oxalate, pyridin, dimethyl sulfoxide, hexane, and water. Insoluble in

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3300 cm- ¹ .

 3) UV absorption spectrum (ethanol) analysis

 Λ m a (log ε) nm = 224 (4.19), 275 (3.60), 280 (3.53)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.10 (2H, d, J = 8.9 Hz) (P —H of benzene ring of methoxybenzyl group)

 6.73 (2H, d, J = 8.9 Hz) (same as above)

 3.65 (3H, s) (H of 1,6-, 16- and 18-position methoxy group)

 3.39 (3H, s) (same as above)

 3.31 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.91 (3H, s) (P —H of methoxybenzyl group)

4.45 (2H, s) (P —Methylene of methoxybenzyl group Η)

1.09 (3Η, t, J = 7.0 Hz) ( for methylation of N- Echinore H) 5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 Show the following signal (δ, ρριη).

 133.6, 128.2, 113.8, 157.7 (p — C of methoxybenzyl group)

 64.0 (p — C of methoxybenzyl methylene) 93.7, 84.4, 83.2, 81.0, 77.4, 77.2, 72.3, 72.0 (16, 6, 14, 18, 13, 15) , 3 position C) 60.2, 59.1, 58.1, 56.0 (16, 18, 6, 1 position methoxy group C)

 55.8 (p — C of methoxybenzyl group) 49.4 (C of N — methylene methylene)

 14.0 —ethyl methyl C)

 6) Mass spectrum analysis

 m / z 603 (M)

 7) Elemental analysis

C ₃₃ H ₄₉ N0 _9, Calculated C: 65.65, H: 8.18, N: 2.32

 Measured value C: 65.73, H: 8.29, N: 2.12

 (73) 8-Doxy 14 4-1-1 Physical properties and analytical data of aminorea

1) Properties and solubility

It is a colorless, non-crystalline powder that is soluble in ether, cross-linked form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and hexane, Unsuitable for water It is soluble.

 2) Red light absorption spectrum (KBr) analysis

The maximum absorption is shown at 3300 cm- ¹ .

3) Nuclear magnetic resonance scan Bae-vector (COC 1 ₃₎ Analysis

The following signals are shown (S, p _P ffi).

 3.64 (3Η, s) (Η of the 1,6-, 16-, and 18-position methoxy groups)

3.33 (3H _r s) (Same as above)

 3.31 (3H, s) (same as above)

 33..2288 ((33HΗ ,, ss)) (Same as above)

0.92 (3Η, t J = 7.4 Hz) (N-ethyl methyl H) 0.90 (3H, t, J = 10.1 Hz) (amyl methyl H)) ¹³ C nuclear magnetic resonance spectrum ( CDC 1 ₃₎ shows an analysis following signals (δ, ppm).

93.5, 84.6, S3.5, 81.2, 77.5, 77, 2, 72.5, 72.1

(C at position 16, 6, 14, 18, 13, 15, 15, 3) 60.5, 59.1, 58.0, 55.6 (C at position 16, 18, 6, 1)

 49.4 (1ST—Ethyl methylene C)

14.0 (N-ethyl methyl C)

 13.5 (C in the methyl group of the amino group)

 > Mass spectrum analysis

m / z 553 (M ^÷ )

 ) Elemental analysis

C _3. H _S1 N0 _B , Calculated value C: 65,07, Η: 9.28, Ν: 2.δ3 Found: C: 64.99, K: 9.35, N: 2.49

 (74) 8 —Doxy 14 11 m-Bromobenzoylaconine physical properties and analytical data

i) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water. It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 1723 cm- ¹ .

 3) UV absorption spectrum (Ethanol) analysis

λ ¾? ? (log £) nm = 225 (4.15), 280 (3.14), 289 (3.12) 4)! 1 Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 8.18-7.34 (4H, m) (m--H of mobenzoyl group) 5.00 (1H, d, = 5.0 112) (11 in position 4)

 3.71 (3H, s) (H of methoxy group at 1, 6, and 18)

 3.30 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

 3.27 (3H, s) (same as above)

1.13 (3H, t, J = 7.1 Hz). ( For methyl N- Echiru H) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

165.0 (m-C of bromobenzoinole) 136.4, 136.1, 132.0, 130.1, 128.3, 122.6 (m Mobenzyl C) 94.1, 85.1 _} S3.5, 81.0, 77.2. 75.1, 72.4, 71.9 (16, 6, 1, 14, 18, 13, 15, 3rd position C) 59.2, 59.0 , 56.1 (C of the 1st, 18th, 6th, 1st methoxy group)

 49.2 (N-methylene C)

 13.3 (K-ethyl methyl C)

 6) Mass spectrum analysis

 / z 665 (M, 667 (M ')

 7) Elemental analysis

C ₃₂ 1 ₄ N0 _S, Calculated C: 57.66, H: 6.65, : 2.10

 Obtained C: 57.48, H; 6.91, N: 2.00

 C 7 δ} 8 —Doxy 1 14-0 — m—Physical properties and analytical data of fluorobenzoylaconine

1) fusible and soluble

 A colorless, non-crystalline powder that is soluble in ether, π-form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

2) Infrared absorption spectrum (KBr) analysis

1725 CDT ¹ shows an absorption maximum.

3) UV absorption spectrum (Ethanol) analysis

Λ g? (log ε) nm = 228 ( 4.18), 278 (3.39), 285 (3.33) 4) !! nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

7.95-7.40 (4H, m) (m-H of fluorobenzoyl group) 5.01 (1H, d, J = 5.1 Hz) (14th pH)

 3.94 (3H, s) (H of 1, 6, 16 and 18 methoxy groups)

 3.32 (3H, s) (ibid.).

 3.31 (3H, s) (same as above)

 3.19 (3H, s) (same as above)

 1.26 (3H, t, J = 7.0 Hz) (N-ethyl methyl H)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 164.4 (m-G of fluorobenzoinole) G 160.5, 130.3, 130.2, 125.6, 120.5, 116.7 (m-C of fluorobenzonole) 93.9, & 4.9, 83.7, 80.6, 77.2, 75.0, 72.0 , 71.8 (16, 6, 1, 14, 18, 13, 15, 3rd position C) 59.2, 58.1, 57.7, 56.2 (16, 18, 6, 1st position methoxy group) C)

 49.4 (Ν-ethylen C)

 12.8 (Ν-ethyl methyl C)

S) Mass spectrum analysis

m / ζ 605 (M ⁽ )

7) Elemental analysis

C ₃₂ H ₄₄ N0 _9, Calculated C: 63.46, H: 7.32, N: 2.31

 Found: C: 63.41, H: 7.29, N: 2.41

 (76) 3, 8, 13-Tridoxy 141-1-1 Veratroyl aconin physical properties and analytical data

1) Properties and solubility It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water. It is soluble.

2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 1720 cm- ¹ .

3) UV absorption spectrum (Ethanol) analysis

λ g? (log £) ηπ! = 221 (4.35), 264 (4.08), 295 (3.84) 4)! ! Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signonole is shown (δ, ppm).

 S.88-7.68 (3H, m) (H of veratroyl group)

 5.20 (1H, t, J = 4.6 Hz) (1 4th P H)

3.92 (6H, s) (H of methoxy group of veratyl group)

3.36 (3H, s) (H of the 1,6-, 16-, and 18-position methoxy groups)

 3.30 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.26 (3H, s) (same as above)

1.10 (3H, t, J = 7.0 Hz) (N- Echiru of methyl H) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

The following signals are shown (· δ, p _P m).

 166.0 (C in veratroyl carbonyl)

 122.5, 110.5, 153.1, 148.2, 112.3 (C of veratroyl group)

93.0, 86.0, 85.1, 81.9, 78.4, 72.4 (16, 1, 6, 15.8, 14 and 15 position C) 55.8 (Vertroinole group methoxy group C)

 59.1, 58.7, 57.9, 56.0 (C of 18th, 16th, 6th, 1st methoxy group)

 49.0 (C for N-ethylen methylene)

 13.4 (N—Cethyl of methyl)

6) Mass spectrum analysis

m / z 615 (M ⁺ )

7) Elemental analysis

C ₃ * H ₄₉ N0 _s , Calculated C: 66.32., H: 8.02, N: 2.27

 Obtained C: 66.51, H: 7.96, N: 2.36

 (77) 3, 8, 13-tridoxy 14 14-Acetyl aconine Physical property values and analytical data

1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, water Insoluble.

 2) Infrared absorption spectrum (KBr>) analysis

1713 cnT ¹ shows the absorption maximum.

[delta]) ¹ !! nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis δ.05 (1H, t, J = 5.0 Hz) (1 4 -position of the beta Eta)

 3.36 (3H, s) (Η of the methoxy group at 1, 6, 16 and 18)

3.30 (3Η, s) (same as above) 3.27 (3H, s) (same as above)

 3.23 (3H, s) (same as above)

 2.03 (3H, s) (H of methyl acetyl group)

1.10 (3H, t, J = 7.0Hz) (N- H of Mechinore of Echiru) 4) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

The following signals are shown (S, _pPm ).

 171.5 (C of the acetyl group)

 S3.0, 86.0, 85.1, 81.7, 77.4.72.4 (1 6, 1, 6,

 18, 14, 15 position C) 59.2, 58.8, 57.7, 56.1 (18, 16, 6, 1 position methoxy group C)

 49.1 (N-ethyl ethyl C)

 13.4 (N—C in methyl of Echinoré)

 21.4 (C of methyl acetyl group)

5) Mass spectral analysis

 m / z 493 (M +)

6) Elemental analysis

C ₂₇ H ₄₃ N0 ₇ , Calculated C: 65.69, H: 8.78, N: 2.84

 Measured value C: S5.81, H: S. & 7, N: 2.63

 (7 8) 3, 8, 13-Trideca 14-O-m-Mouth Mouth Physical properties and analytical data of benzoyl aconin 1) Properties and solubility

A colorless, non-crystalline powder that is soluble in ether, cross-linked form, benzene, ethanol, methanol, ethyl pentate, pyridin, dimethyl sulfoxide, hexane, and water. Not Is soluble

 2) Infrared absorption spectrum (KBr) analysis

1715 en- ¹ shows the maximum absorption.

 3) Ultraviolet absorption spectrum (Ethanol)

 m a (log £) nm = 231 (4.09), 280 (3.28), 289 (3.25)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.78-7.30 (δΗ, m) (m—H of macro-benzoyl group) δ.06 (1H, t J = 4.7 Hz) (14th P H)

 33..5511 ((33HH ,, ss)) (H at 1, 6 16 and 18)

 3.32 (3H, s) Same as above)

 3.28 (3H, s) Same as above)

 3.25 (3H, s) Same as above)

1.12 (3H, t, J = 7.0 Hz) (H of methyl N-ethynole) 5) ^13C nuclear magnetic resonance (CDC,) analysis

 The following signals are shown (S, ppm).

 165.0 (C of m-cyclobenzoyl group) 131.6, 130.0, 129.5, 135.0, 128.4 (m-C of benzoyl group) 93.1, 86.0, 85.3, 82.0, 78.3, 72.5 (1 6, 1, 6

 18th, 14th, 15th C) 59.0, 58.7, 58.0, 56.0 (18th, 16th, 6th, 1st C)

 49.2 (N — Methylene C)

13.1 (C of N-ethyl methyl group) 6) Quantity spectrum analysis

m / z 589, 591 (M ⁺ )

7) Elemental analysis

C ₃₂ H ₄₄ N0 ₇ C1, Calculated value C: 65.13, H: 7.51,: 2.37

 Measured value C: S5.41, Η: 7.66, Κ: 2.14

(7 9) 3, 8, 1 3 — Tridoxy 14 1 Ο—Physical Properties and Analytical Data of Benzylaconine

 1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, copper form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water. It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 3450 cm- ¹ .

3) UV absorption spectrum (Ethanol) analysis

 A 1ί? ^ (log ε) nin = 225 (4.09)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.29 (5H, s) (H of benzyl group)

 44..4488 ((22HH ,, ss)) (H of benzyl group methylene)

 3.47 (3H, s) (H of the 1st, 6th, 16th and 18th methoxy graves)

 3.31 (6H, s) (same as above)

 3.28 (3H, s) (same as above)

09 (3H, t, J = 7.0 Hz) 5) ¹³ C nuclear magnetic resonance space-vector (indicating the CDC 1 ₃₎ Analysis The following Shi Gunaru ([delta], ppm).

 126.3, 127.3, 128.0, 141.8 (C of benzyl group) 64.3 (C of benzyl group methylene)

 92.5, 86.1, & 4.3, 82.0, 81.1, 72.5 (16, 1, 6,

 18th, 14th, 15th C) 59.2, 58.0, 57.2, 56.0 (16th, 6th, 18th, 1st C) 49.2 (N—methylethyl C)

 13.1 (N—C for ethyl)

6) Mass spectrum analysis

 m / z 541 (M

7) Elemental analysis

C ₃₂ H ₄₇ N0 _B , Calculated C: 70.95, N: 2.59

 Observed value C: 70.77, Η: 8.δ4, Ν: 2.65

 (8 0) 3, 8, 13-Tridoxy 14 4 (4-methyl) Physical and analytical data of pentyl aconine 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water. It is soluble.

2) H nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

 3.50 (3H, s) (H of the methoxy group at 1, 6, 6, 16 and 18)

 3.37 (3H, s) (same as above)

Pita paper 3.28 (6K, s) (same as above)

_{1.02 (6K, d r J =} 7.0 Hz) (4 - methyl Mechinorepenchiru

 H)

_{1.10 (3H, t r J =} 7.0) (K- H of methyl Nichinore) S) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Indicates the following signals (S, pom).

 92.4, 86.0, 83.2, 80.3, 77.3, 73.0 (16, 1, 6,

 18, 14, 15 position C) 59.2, 58.7, 57.9, 56.0 (18, 16, 6, 1 position C) 49.0 (N-ethyl methylene C)

 13.1 (N-ethyl methyl C)

 21.2 (4-methylpentyl methyl C)

 4) Quantity spectrum analysis

 m / z 535 (Μ ')

 5) Elemental content

C ₃₁ H _{s 3} N0 _B , Calculated C: 69.50, H: 9.97, N: 2.61

 Measured value C: 69.76, H: 10.05,: 2.46

 (8 1) 3, 8, 13-tridoxy 14-O-chloroaconine

1) Properties and solubility

 It is a colorless, non-crystalline powder.Soluble in ether, black form, benzene, ethanol, methanol, ethyl ethyl dichloride, pyridin, dimethyl sulfoxide, and in hexane and water. It is insoluble.

2) Infrared absorption spectrum (KBr) analysis 3300 en: ^-1 shows the maximum absorption.

) E 11 nuclear magnetic resonance space-vector (CDC 1 ₃₎ shows an analysis following signals (δ, ppm).

 5.72 (2H, m) (H of double bond of octyl group)

 4.08 (2H, m) (H of methylene of crotyl group)

 3.51 (3H, ε) (Η of the methoxy group at 1, 6, 16 and 18)

 3.40 (3Η, s) (same as above)

3.28 (6Η, s) (same as above)

1.71 (3Η, d, J = 6.3 Hz) (methyl methyl H) 0.91 (3H, t, J = 7.3 Hz) (N—ethyl methyl H)) ¹³ C nuclear magnetic resonance spectrum ( CDC 1 ₃₎ shows an analysis following signals (S, ppm).

 130.8, 123.8 (C of double bond of crotyl group)

 92.3, 86.2, 84.6, 81.5, 81.3, 72.5 (16, 1, 6,

 18, 14, 15 position C) 59.0, 58.1, 57.8, 55.8 (18, 6, 16, 1 position methoxy group C)

49.4 (N — C for ethyl methylene)

13.9 (N — methyl ethyl C)

12.6 (C of methyl group of crotyl group)

 ) Guest quantity analysis

m / z 505 (.M *)

 ) Elemental analysis

H N0 _E , Calculated C: 68.88, H: 9.37, N: 2.77 Measured value C: S8.91, H: 9.36, Nt2.68

 (8 2) 3, 8 —Dideoxy 1 1 4

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane and water Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1720 cm- ¹ .

 3) Analysis of absorption spectrum (Ethanol)

 m a X (log ε) nm = 221 (4.35), 264 (4.08), 295 (3.84)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 6.69-7.67 (3H, m) (H of veratroyl group)

 5.07 (1H, d, J = 4.6 Hz) (14th; 3H)

 3.92 (6H, s) (H of methoxy group of veratroyl group) 3.53, 3.32, 3.29, 3.26 (3H, s) (1, 6, 16)

 And H of the methoxy group at position 18) 1.11 (3H, t, J = 7.0 Hz) (H of N "—Nethyl ethyl)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the following signals (5, ppm):

 155.9 (C of veratroyl carbonyl)

122.6, 110.5, 153.1, 148.1, 112.3 (Veratroyl C) 94.1, 86.0, 85.1, 80.3, 81.9, 75.3, 72.4 (16,

1,6,14,18,13,15 C at position 5) 55.8 (C of methoxy of veratroyl group)

 61.8, 59.0, 58.0, 56.0 (C of methoxy group at 16th, 18th, 6th, 1st position)

 49.0 (N—C for ethylene methylene)

 13.4 (N-ethyl methyl C)

S) Mass spectrum analysis

 m / z 631 (M ")

7) Elemental analysis

C _4a N0 _lo , calculated value C: 64.64, H: 7.82, N: 2.22

 Obtained values: C: 64, 83, H: 8.01, K: 2.08 (83) 3, 8 —Dideoxy 14 Physical properties and analytical data of polyacetylaceonine

1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water. It is soluble.

2) Infrared absorption spectrum (KBr) analysis

1713 cnT ¹ shows the absorption maximum.

3) E 11 nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 4.95 (1H, d, J = 5.0 Hz) (14H at 14th position)

3.65 (3H, s) (H of the methoxy group at 1, 6, 6, 16 and 18) W

(212)

3.31 (3H, s) (same as above)

 3.28 (6H, s) (same as above)

 2.06 (methyl H of acetyl group)

1.10 (3H, t, J = 7.0 Hz) ( ^T -ethyl methyl H) 54) ^13C nuclear magnetic resonance (CDC13) analysis

 The following signals are shown (S, ppm).

 171.5 (C of carbonyl of acetyl group) 94.1, 85.4, 83.3, SO.2, 77.3, 75.3, 72.4 (16,

 1,6,18,14,13,15 C) 10 61.6,59.0,57.9,56.0 (16,18,6,1st

 Toxic C)

 49.0 (K-ethyl methylene C)

 13.5 (N-ethyl methyl C)

 21.6 (methyl C of acetyl group)

 15 5) Analysis of poor spectrum

m / z 509 (M ⁺ )

 6) Elemental analysis

C _z7 H ₄₃ N0 ₈ , Calculated C: 63.63, Η: 8.50, Ν: 2.7δ

 Measured value: C: 63.39, H: 8.71, N: 2.54

 20 (8) 3, 8—S-doxy-1 14 1 O— m—Cro □ Physical properties, values and analytical data of benzoyl aconin

 1) Properties and solubility

Colorless, non-binding powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridinine, dimethyl sulfoxide, hexane, water Not (2 I 3)

It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

1715 cnT ¹ shows the absorption maximum.

 3) UV absorption spectrum (Ethanol) analysis

 /. S a x (log £) mr, = 231 (4.09), 280 (3.28), 289 (3.25)

4) E 11 nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

Shows the following signals (S, ppm) _c

 7.98-7.30 (5H, m) (m — H of black mouth Benzoinore S) 4.90 (1H, d, J = 4.7 Hz) (1 4th P H)

 3.70 (3H, s) (of the methoxy group at the 1,6,16,18 position)

 H)

 3.32 (3H, s) (same as above)

 3.28 (3H, s) (| ¾ above)

 3.26 (3Κ, ε) (same as above)

 1.11 (3H, t, J = 7.0 Hz) (N-ethyl methyl H)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 165.0 (m—C in the carbonyl of the benzoyl group) 131.5, 129.9, 129.5, 135.0, 128.4 (m—C in the benzoyl group)

94.4, 86.2, 85.0, 82.5, 80.3, 75.3, 72.6 (16,

 1,6,18,14,13,15 position C) 61.8,59.1 58.1,56.0 (16, 18, &, 1 position methoxy group C)

49.1 (C for N-ethyl methylene) 13.2 (K-ethyl methyl C)

 6) Mass spectrum analysis

/ z 505,607 (M ⁺ )

 7) Elemental analysis

C ₃₂ H "IiO _s Cl, total value C.-63.41, Η: 7 · 32, Ν: 2.31

 Measured value: C: 63.6S, H: 7.51, Ν: 2. Ζδ (85) 3,8—dideoxy 141-0—Benzylaconine Physical properties and fractionation data

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, cross-linked form, benzene, ethanol, methanol, ethyl ethyl oxalate, pyridin, dimethyl sulfoxide, hexane, and water. Insoluble in

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3300 cm- ¹ .

 3) Ultraviolet absorption spectrum (Ethanol) analysis λ ¾? ϋ (log ε) nm = 225 (4.10)

4) E 11 nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.28 (5H, s) H of benzyl group)

 4.47 (2H, s) benzylic methylene H)

 3.65 (3H, s) methoxy H at positions 1, 6, 16, and 18)

3.31 (6H, s) Same as above)

 3.28 f3H, s) Same as above)

08 (3H, t, J = 7.0 Hz) (N-ethyl methyl H) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, ppm),

 126.3, 127.2, 128.3, 141.6 (C of benzyl group) 64.2 (C of benzyl group)

 93.5, 86.1, 84.3, 81.9, 81.1, 77.3, 72.4 (16,

 1,6,18,14,13,15 position C) 60.2,59.1,58.0,56.0 (16,18,6,1 position methoxy group C)

 49.2 (C in Methylene of Echinole)

 13.0 (Ν-ethyl methyl C)

 6) Mass spectrum analysis

 m / ζ 557 (M

 7) Elemental analysis

C ₃₂ H ₄₇ N0 _7, Calculated C: 6S.91, H: 8.49, N: 2. δ 1

 Found: C: 69.14, H: 8.69, N: 2.55

 (8 6) 3, 8 —Dideoxy 1 4 1 1 4- (4-methyl) pentylaconine Physical Properties and Analytical Data

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water. It is soluble.

2) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

3.68 (3H, s) (H of the methoxy group at the 1, 6, 16, and 18 positions) 3.37 (3H, s) (same as above)

 3.28 (6H, s) (same as above)

 1.10 (3K, t, J = 7.0 Hz) (K-ethyl methyl H) 1.02 (6K, d, J = 7.0 Hz) (4-methylpentyl methyl H)

3) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

Shows the following signal (δ, ppm) _c

 93.4, 85.3, 83.2, 80.3, 77.4, 75.5, 72.4 (16,

_{1, 6 r 1 8, 1} 4, 1 3, 1 5 -position of C) 60.3, 59.0, 58.2, 56.0 (1 6, 1 8, 6, C of 1-position of main butoxy group)

 49.3 (K-ethyl methylene C)

 13.8 (K—ethyl methyl C)

 21.2 (4-methylpentyl methyl C)

4) Mass spectrum analysis

 m / z 551 (M *

δ) Elemental analysis

C _3i H _s3 N0 _7, Calculated C: 67,48, H: 9.68, N: 2.54

 Measured value C: S7.21, H: 9.76, N: 2.22

 Physical properties and analytical data of (8 7) 3,8-dideoxy 14-O-c-α-tylacion

1) Properties and solubility

Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water. It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3300 cm- ¹ .

3)! ! Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 5.71 (2H, m) (H of crotyl double bond)

 4,09 (2H, m) (H of methylene of crotyl group)

 3.69 (3H, s) (H of the 1st, 6th, 16th and 18th metric tombs)

 3.40 (3H, s) (same as above)

 3.27 (6H, s) (same as above)

 1.70 (3H, d, J = 6.3 Hz) (methyl H of crotyl group) 0.89 (3H, t, J = 7.3 Hz) (N — methyl H of methyl)

4) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 130.S, 123.7 (C of double bond of crotyl group)

 93 · 5, & 6 · 2, 84.6, 81.6, 81.3, 77.2, 72.4 (1 6,

 1,6,18,14,13,15 C at position 5) 49.5 (N—C at methylene of ethyl)

 14.0 (N-ethyl methyl C)

 12.7 (C of methyl group of crotyl group)

 60.5, 59.0, 58.1, 55.8 (C of the methoxy group at the 16th, 18th, 6th, and 1st positions)

 5) Mass spectrum analysis

m no z 521 (Μ ') (twenty one &)

6) Elemental analysis

C ₂₃ H _4T N0 ₇ Calculated · 66.77, Η: 9.08, Ν: 2.68

 Measured value C: 66.91, Η: 9.21, Ν: 2.5δ

 (8 8) 1 4 — Physical properties and fractionation data of veratodiakonin

 1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, formaldehyde, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1720 ^cm_1 .

 3) UV absorption spectrum (Ethanol) analysis

 λ ¾? ? (log ε) ηπι = 221 (4.35), 264 (4.05), 295 (3.84)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 6.89-7.68 (3H, m) (H of veratroyl group)

 4.97 (1H, d, J = 5.0 Hz) (14th-P H)

 3.92 (6H, s) (H of methoxy group of veratroyl group) 3.71 (3H, s) (H of methoxy group of 1, 6, 16 and 18 positions)

 3.31 (3H, s) (same as above)

 3.29 (3H, s) (Ditto—

 3.25 (3H, s) (same as above)

1.10 (3H, t J = 7.0 Hz) (Ν-methyl methyl Η) D) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ shows an analysis following signals (S, ppm).

 166.0 (C in Veranodyl canoleboninole)

 122.5, 110.6, 153.1, 148.3, 112.3 (C in veratroyl group)

 90.8, 83.5, 82.4, 81.9, 79.5, 78.6, 77.3, 74.8,

71.9 (16, 6, 1, 15, 4, 8, 8 S,

 3rd place C)

 55.8 (C in vertexol methoxy group)

 60.9, 59.1, 58.0, 55.6 (C of methoxy group at 16th, 18th, 6th, 1st position)

 48.4 (K-ethyl methylene C)

 13.5 (N—C in methyl methyl)

 6) Quantity spectrum analysis

m / z 663 (M ⁺ )

 7) Elemental analysis

C ₃₄ H ₄₃ N0 _1Z , calculated value C: 61.52, H: 7.44, N: 2.11

 Measured value C: 61.80, Η: 7.δ6, Ν: 2.09 (89) 14 Physical property value and analytical data of 4-acetylaconin

 1) Properties and solubility

Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water. It is soluble. 2} Analysis of absorption spectrum (KBr) of the Aktan Line

The absorption maximum is shown at 1713 cm- ¹ .

3) Oh! 1 Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 4.95 (1H, d, J = 4.8 Hz) (1 4th P H)

 3.71 (6H, .s) (H of methoxy group at 1, 66 and 18)

 3.31 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

 2.01 (3H, s) (methyl H of acetyl group)

1.10 (3H, J = 7.0 Hz ) ( the N- Echiru methyl H)) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (δ, ρρπι).

171.5 (C of carbonyl of acetyl group)

90.7, 83.5, 82.4, 79.9, 79.5, 78.6, 77.3, 74.8, 71.9 (16, 6, 1, 15, 15, 14, 8, 18, 18, 13,

 3rd place C)

 60.9, 59.1, 58.0, 55.6 (C of the methoxy group at the 16th, 18th, 6th, and 1st positions)

49.0 (N-Ethyl methylene C)

13.3 (N-ethyl methyl C)

21.5 (C of methyl of acetyl group)

 ) K quantity spectrum analysis

m / z 541 (Μ ⁺ ) 6) Elemental prayer

C ₂ -H ₄₃ NO _ao , Calculated C: 59.87, H: 8.00, Ν: 2.59

 Measured value: C: 60.05, H: 8.08, N: 2.44

 (9 0) 1 4 1 0 — m—Curo mouth Benzoinorea Conin physical properties and analytical data

1) Properties and solubility

 Colorless non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water. It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

 3) UV absorption spectrum (Ethanol) analysis

 λ m (log £) nm = 231 (4.09), 280 (3.28), 289 (3.25)

Four ) ! ! Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

Shows the following signals (δ, pp _m).

 7.98-7.31 (5H, m) (m--H of the benzoyl group in the macro mouth) 4.89 (1H, d, J = 5.0 Hz) (14th / 3H)

 3.71 (3H, s) (H of the methoxy group at the 1, 6, 6, 16 and 18 positions)

 3.31 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.24 (3H, s) (same as above)

 1.02 (3H, t J = 7.0 Hz) (N-ethyl methyl H)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis 166.0 (m-C of benzoyl group in m-mouth) 131.5, 130. C, 129.5, 135.1, 128.3 (C-C in benzoyl group of m-mouth) 90.7, 83.4, 82.3, 82.0, 7S.4, 78.6 , 77.3, 74.7, 72.0 (16, 6, 1, 15, 14, 8, 18, 13,

 3rd place C)

 60.9, 59.1, 57.9, 55.6 (C of the 1-, 8-, 6-, 1-position methoxy group)

 48.8 (K—Methylene C)

 13.0 —ethyl methyl C)

 6) Analysis of ghost amount spectrum

 m / z 637,639 (Μ ")

 7) Elemental analysis

C _{3 Z} H ₄ * N0 ₁₀ C1, Calculated value C: 60.23, H: 6.95, N: 2.19

 Obtained values: C: 60.33, H: 7.11, N: 1.97 (9 1) 14 11

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, copper form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, and water. Insoluble in

 2) Infrared absorption spectrum (KBr) analysis

3S00 cm- ¹ shows the maximum absorption.

3) UV absorption spectrum (Ethanol) analysis Log ¾?? (Log ε) nm = 225 (4.10)

4) H nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 7.28 (5K, s) (H of benzyl group)

 4.50 (2H, ε) (Η of benzyl group methylene)

 3.70 (3Η, s) (Η of the methoxy group at the 1, 6, 16 and 18 positions)

 3.31 (3Η, s) (same as above)

 3.29 (3H, s) (same as above)

 3.2δ (3Η, s) (same as above)

1.09 (3H, t, J = 7.0 Hz) (N - methyl H of Echiru) [delta]) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 126.7, 127.0, 128.6, 141.7 (C of benzyl group) 64.0 (C of benzyl group methylene)

 90.8, 83.4, 82.1, 81.9, 79.5, 78.8, 77.3, 74.6, 71.9 (16, 6, 1, 15, 15, 14, 8, 18, 18, 13,

 3rd place C)

 60.9, 59.1, 57.9, 55.6 (C of the 1-, 18-, 6-, and 1-th methoxy group)

 49.0 (N--methylene C)

 13.1 (N-ethyl methyl C)

6) Mass spectrum analysis

m / z 589 (M ⁺ )

7) Elemental analysis C ₃₂ H ₄₇ N0 _3, Calculated C: 65.17, H: 8.03, N: 2.38 Found C: 64.S2, H: 7.97, N: 2.18

 (9 2) 1 4-0-(4 —methinole) Physical properties and data of pentyl aconine

 1) Properties and solubility

It is a colorless, non-crystalline powder that is soluble in ether, chloro-C3 form, benzene, ethanol, methanol, ethyl ethyl sulphate, pyridin, dimethyl sulfoxide and hexane, _C insoluble in water

2) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ analysis.

 Indicates the following signals (S, PPIB):

 3.70 (3H, s) (H at 1,6,16 and 18th methoxy block)

 3.30 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

 1.09 (3H, t, J = 7.0 Hz) (N-ethyl methyl H) 1.02 (6H, d, J = 7.0 Hz) (4-methylpentyl methyl H)

3) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ partial folding

 The following signals are shown (δ, ppm).

 90.8, 83.4, 82.1, 81.9, 79.5, 78.9, 77.4, 74.δ, 72.0 (16, 6, 1, 15, 15, 14, 8, 18, 18, 13,

 3rd place C)

60.8, 58.0, 58.0, 55.5 (16th, 18th, 6th, 1st C)

 49.0 (K-ethyl methylene C)

 13.1 (N-ethyl methyl C)

 21.1 (4—methylpentyl methyl C)

 4) Guest spectrum analysis' / z 583 (M ")

 5) Elemental analysis

_{C 3 1 H S 3 N0 9} , Calculated C: 63.7S, H: Q .15 ,: 2.40

 Measured value C: 63.61, H: 9.02, N: 2.36

 (9 3) 1 4 1 0—Physical properties and analysis data of dimethyl aconine

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane and water Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

3300 cnT ¹ shows the absorption maximum.

S) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 δ.6δ (2H, m) (Η of double bond of crotyl group)

 4.10 (2Η, m) (H of methylene of crotyl group)

 3.70 (3H, s) (H in the 1,6-, 16- and 18-position methoxy groups)

3.35 (3H, s) (same as above) (twenty two &}

3.29 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

1.70 (3H, d, J = 6.3 Hz) (H of methyl methyl in crotyl group) 0.90 (3H, t, J = 7.0 Hz) (H of methyl methyl in N-ethyl) 4) ¹³ C nuclear magnetic resonance spectrum ( CDC 1 ₃₎ analysis

 Shows the following signals (δ, ppm)

 130.7, 123.5 (C of double bond of crotyl group)

 90.7, 83.5, 82.3, 82.0, 79.4, 78.8, 77.5, 74.6, 72.0 (16,6,1,15,14,8,18,13,

 3rd place C)

 60.8, 59.0, 58.1, 55.6 (C of the methoxy group at the 16th, 18th, 6th, and 1st positions)

 49.1 (N-methylene C)

 13.9 (N—C for dityl methyl)

 12.9 (C of methyl group of crotyl group)

 5) Mass spectrum analysis

 m z ο53 M)

 6) Elemental analysis

C ₂₃ H ₄₇ N0 _3, Calculated C: 62.91, H: 8.56, : 2.53

 Measured value: C: 6S.14, H: 8.44, K: 2.37

 (9) 3,13-dideoxy 14 4 physical properties and analytical data of veratroyl ruaconin

1) Properties and solubility

Colorless non-crystalline powder, ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridine It is soluble in dimethyl sulfoxide and insoluble in hexane and water.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1720 cm- ¹ .

3) UV absorption spectrum (Ethanol) analysis

λ ¾? ? (log £) nm = 221 ( 4.30), 264 (4.07), 295 (3.80) 4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 6.89-7.70 (3H, m) (H in veratroyl group)

 5.03 (1H, t, J = 4.8 Hz) (1 4th j5 H)

 3.92 (6H, s) (H in veratroyl group)

 3.58 (3Κ, s) (Η at positions 1, 6, 16 and 18)

3.29 (3Η, s) (same as above)

 3.27 (3Η, s) (same as above)

 33..2211 ((33ΗΗ ,, ss)) (same as above)

1.10 (3H, t, J = 7.0 Hz) (H methyl of K one Echiru) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 166.0 (C in the carbonyl of the vera trenole group)

 122.7, 110.4, 153.2, 148.1 112.4 (C of verat α-yl group)

 89.7, 85.2, 83.6, 81.7, 79.9, 78.6, 77.5 (16,

 1,6,18,15,8,14 C at position 4) 55.8 (C of veratoxyl methoxy group)

59.1, 57.9, 57.6, 55.6 (18th, 16th, 6th, 1st Ethoxy group C)

 49.0 (N-Ethyl methylene C)

 13.2 (K-ethyl methyl C)

 6) Mass spectrum analysis

 m z 631 (M

 7) Elemental analysis

C ₃ * H ₄₉ N0 _10. , Calculated '64 .64, H: 7.82, N: 2.22

 Measured value C: 64.45, Η: 7.93, Κ: 2.21 (95) 3,1 3 —Physical property value and analytical data of didezykis 14

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, cro-piform, benzene, ethanol, methanol, ethyl ethoxide, pyridin, dimethylsulfoxide, hexane, and water. Insoluble in .

 2) Red light absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

3) E 11 nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

The following signals are shown (S, _pPm ).

 4.93 C1H, t, J = 4.8 Hz) (1 4th 11)

 3.59 (3H, s) (H of 1,6-, 16- and 18-position methoxy group)

 3.30 (3H, s) (same as above)

 3.27 (3H, s) (same as above)

3.21 (3H, s) (same as above) 2.02 (3H, s) (methyl H of acetyl group)

1.10 (3K, t, J = 7.0 Hz) (N - methyl H of Echiru) 4) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis 171.4 (C of carbonyl Asechiru group)

 89.8, 85.2, 83.6, 81.7, 79.9, 78.6, 77.5 (1 6,

 1,6,18,15,8,14 position C) 59.2,57.8,57.6,55.5 (18,16,6,1 position methoxy group C)

 49.0 (N—C for dityl methylene)

 13.2 (N-ethyl methyl C)

 21.4 (Acetyl Tomb of Methyl C)

5) Mass spectrum analysis

 m / z 509 (M)

6) Elemental analysis

C _{Z 7} H ₄₃ N0 ₆ , Calculated C: 63.63, Η: 8.50, Ν: 2.7δ

 Measured value: C: 63.81, H: 8.65, N: 2.63

 (9 6) 3, 1 3 —dietoxy 1 4 — m1 m—square α mouth Benzoyl aconin physical properties and analytical data

 1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl ether, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ . 3) Purple ray absorption spectrum (Ethanol) analysis

λ m? (log f) nm = 231 (4.05), 281 (3.25), 289 (3.25) 4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ρρπϊ).

 7.95-7.28 (oH, ID) (m--H of n-neck benzoyl) 5.01 (1H, t, J = 4.9 Hz) (1 4th P H)

 3.59 (3H, s) (H of the methoxy group at the 1, S, 16 and 18 positions)

 3.30 (3H, s) (same as above)

 3.27 (SH, s) (same as above)

 3.21 (3H, s) (same as above)

1.12 shows the (3H, t, J = 7.0 Hz) (K H one Echiru methyl)) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ amount prayers following signals (δ, ppm).

165.5 (m-carbonyl C of benzoyl group) 131.4, 130.0, 129.5, 135.1, 128.4 (m-cyclobenzene

 C) 89.6, 85.0, 83.6, 81.8, 80.0, 78.5, 77.5 (16,

 1,6,18,15,8,14th C) 59.0,57.8,57.6,55.6, (18,16,6,1st methoxy C)

49,1 —Ethylene methylene C)

13.0 (N-ethyl methyl C)

 ) Mass spectrum analysis

m / z 605,607 (Μ ') 7) Elemental analysis

_{C 3 Z H 44 N0 5 C1} , Calculated C: 63.41, H: 7.32, N: 2.31

 Measured value: C: 63.2S, Η: 7.55,: 2.1 δ (S7) 3,13-didexyx1414 Physical property value and analytical data of 111-benzylaconine

1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sud, and insoluble in hexane and water. It is.

 2) Infrared absorption spectrum (KBr) analysis

3300 cnT ¹ shows the absorption maximum.

 3) UV absorption spectrum (Ethanol) analysis

 m X (log ε) nm = 225 (4.09)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.28 (5H, s) (H of benzyl group)

 4.50 (2H, s) (Benzyl methylene H)

 3.61 (3H, s) (H of the methoxy group at positions 1, 66 and 18)

 3.31 (3H, s) ('Same as above)

 3.28 (3H, s) (same as above)

 3.26 (3H, s) (same as above)

1.09 (3H, t, J = 7.0 Hz) (N- E Ji - H Le methyl) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis Indicates the following signals (S, PPDI).

 126.7, 127.0, 128.6, 141.6 (benzyl C) 64.1 (benzyl methylene C)

 89.8, 85.3, 83.7, 81.8, 79.7, 78.5, 77.4 (1 6,

 1,6,18,15,8,14th C)

59.3, 58.0 57.6, δδ.δ (18,16,6, C of 1st methoxy)

 49.3 (Ν-Echinole methylene C)

14.0 (Ν-ethyl methyl ^f C)

 6) Poor quantity spectrum analysis

 m / z 557 (M +)

 7) Elemental analysis

C _3z H ₄₇ N0 _7, Calculated C: 58.91, H: 8.49, N: 2.51

 Measured value C: 68.76, H: 8.58, N: 2.42

 (9 8) 3, 13-Didoxy 14 1 (4-methyl) Physical properties and analytical data of pentyl aconin

 1) Properties and solubility

 It is a colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water.瑢.

 2) Infrared absorption spectrum (KBr)

The absorption maximum is shown at 3450 cm- ¹ .

3) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

The following signals are shown (S, ppm). 3.61 (3H, s) (H of methoxy group at 1, 6, 16 and 18)

 3.30 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

 3.26 (3Η, s) (same as above)

 1.10 (3Η, t, J = 7.0 Hz) (N-ethyl methyl group

 H)

 1.02 (6H, d, J = 7.0 Hz) (4 — methylpentyl methyl

 Le H)

4) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the following signals (S, ppm)

 89.7, 85.2, 83.5, 81.7, 79.8, 78.6, 77.3 (16,

 1, 6, 18, 18, 15, 8, 14 C) 58.3, 58.0, 57.6, 55.4 (18, 16, 6, 6, 1st place

 Toshi C)

 49.3 (N —C of methylene of ethyl group)

 14.0 (N-methyl methyl C)

 21.3 (4 — C of methylpentyl methinole)

5) Mass spectrum analysis

m "z 551 (M ⁴⁾

 6) Elemental analysis

C ₃₁ H _{S 3} N0 _7, Calculated C: 67.48, Η: 9.6δ, Ν: 2.54

 Measured value C: 67.66, H: 9.81,: 2.32

(9 9) 3, 13-Didoxy 14-0-Properties and analytical data of crotylua conin l) Sex: and solubility

 A colorless, non-crystalline powder that is soluble in ether, cross-linked form, benzene, ethanol, methanol, ethyl pentate, pyridin, dimethyl sulfoxide, hexane, and water. It is impossible.

 2) Infrared absorption spectrum (KBr)

3300 cm ^_i shows absorption maximum

3) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the following signonole (δ, ppm;

 5.68 (2H, m) (H of double bond of crotyl group)

 4.09 (2H, m) (H of methyl methylene)

 3.5δ (3Η, s) (1, 6 16 and 18)

 3.30 (3H, s) (same as above)

 3.27 (3H, s) (same as above)

 3.23 (3H, s) (same as above)

 1.72 (3H, d, J-6.3 Hz) (H of methyl of crotyl group) 0.90 (3H, t, J = 7.0 Hz) (Methyl group of N-ethyl group)

 H)

4) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 Shows the following signals (5, ppm):

 130.8, 123.6 (C of double bond of crotyl group)

 89.7, 85.0, 83.5, 81.5, 79.8, 78.7, 77.5 (1 6,

1,6,18,15,8,14 C) 59.1,58.1,57.7,55.6 (18,16,6,1,1, C)

 49.2 (K of methylene C)

 14.0 (C of N-methyl group)

 12.8 (C in methyl methyl of crotyl group)

5) Mass spectrum analysis

 m / z 521 ()

6) Elemental analysis

G _Z gH ₄₇ N0 _7, Calculated C: 66.77, H: 9.08, N: 2.68

 Found: C: 66.91, H: 9.15, ： 2.81

 (1 0 0) 3 —Doxy 1 4 — Physical properties and analytical data

 1) Properties and solubility

 Colorless non-crystalline powder, soluble in ether, ethanol, benzene, ethanol, methanol, dityl acetate, pyridin, dimethyl sulfoxide, hexane, water Insoluble in '

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1720 cm- ¹ .

 3) UV absorption spectrum (ethanol) analysis

 λ πί a (log e) nm = 221 (4.34), 264 (4.08), 295 (3.84)

Four ) ! ! Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 6.88-7.68 (3H, m) (H in veratroyl group)

 4.98 (1H, d, J = 4.7 Hz) (1 4th pH)

3.92 (6H, s) (H of methoxy group of veratroyl group) 3.70 (3H, s} (H of the 1,6-, 16-, and 18-position methoxy group)

 3.31 (3H, s) (same as above)

3.29 (3K _r s) (same as above)

 3.24 (3H, s) (same as above)

 1.10 (3H, t, J = 7.0 Hz) (N-ethyl methyl group

 H)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Indicate the following signonole (δ, ppm)

 165.9 (C of vercarbonyl group)

 122.5, 110.5, 153.1, 148.2, 112.3 (C in veratroyl group)

90.8, 85.2, S3.6, S1.9, 81.7, 79.5, 78.6, 74.8

(16th, 1st, 6th, 15th, 18th, 14th, 8th, 13th C)

55.8 (C of methoxy group of veratroyl group)

 60.9, 59.1, 58.0, 55.7 (C of the methoxy group at the 16th, 18th, 6th, and 1st positions)

 49.0 (C of N-ethyl group methylene)

 13.2 (N-methyl methyl C)

 6) Mass spectrum analysis

 m / z 647 (M

 7) Elemental analysis

 C3 * H49 0ii, Calculated value C: 63.04, H: 7.62, N: 2.16

 Measured value: C: 63.22, H: 7.59, N: 2.13

(1 0 1) 3 —Doxy 1 4 1 O—Acetyl aconine Physical property values and analytical data

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. It is bad.

 2) Infrared absorption spectrum (KBr) analysis

1713 cnT ¹ shows the absorption maximum _c

3) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 4.96 (1H, d, J = 4.8 Hz) (14th pH)

 3.70 (3H, s) (H of methoxy group at 1, 6, 16 and 18)

 3.31 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

 3.24 (3H, s) (same as above)

 2.02 (3H, s) (H of methyl in tomb of Acestil)

4) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ρρπι).

 171.6 (C of carbonyl of acetyl group)

 90.8, 85.2, 83.3, 81.8, 81.6, 79.5, 78.6, 74.8 (16, 1, 6, 15, 15, 18, 14, 8, 13) C 60.9, 59.0, δδ.1, 55.6 ( 16-, 18-, 6- and 1-position methoxy group C)

49.0 (C of methylene of methyl group) 13.2 —C in ethyl methyl

 21.5 (C of methyl of acetyl group)

 5) Mass spectrum analysis

 m / z 525 (M ')

 6) Elemental analysis

C ₂ TH * ₃ 0 ₉ , Calculated C: 61.70, H: 8.25, N: 2.66

 Measured value C: 61.79, Η: δ.1δ, Κ: 2.4δ

 (1 0 2) 3 —Doxy 14 1 O-m—Cro benzoyl aconin physical properties and analytical data

1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water It is.

2) Infrared absorption spectrum (KBr) analysis

_C shows the maximum absorption at 1715 cm ^_1

3) UV absorption spectrum (Ethanol) analysis

lma X (log e) nm = 231 (4.09), 280 (3.28), 289 (3.25) 4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

Shows the following signals (δ, ρ Ρ _π).

7.98-7.30 (5Η, m) (H of ra-chlorodibenzoyl group) 4.87 (1H, d _t J = 5.0 Hz) (^ H at 14th position)

 3.71 (3H, s) (H of methoxy group at 1, S, 1S and 18)

3.31 (3H, s) (same as above) 3.29 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

 1.11 (3H, t, J = 7.0 Hz)

 H)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

Shows the following signals (S, ppm) _c

 165.3 (C of canoleboninole of D! -Cyclo benzoyl group) 131.5, 129.9, 129.4, 135.1, 128.4 (C of m-cyclo benzoyl group)

90.7, 85.2, 83.6, 82.0, 81.6, 79.5, 78.6, 74.8 (C at 16th, 1st, 6th, 15th, 18th, 14th, 8th, 13th) 60.9, 59.2, 58.1, 55.6 (16th) , 18,6, C 1 of the methoxy group at position 1)

 49.1 — Methylen C in Ethil's tomb

 13.0 (C of N-ethyl methyl group)

6) Mass spectrum analysis

 m / z 621, 623 (M

7) Elemental analysis

C _{3 Z} H ₄₄ N0 ₉ C1, Calculated value · 61.78, Η: 7.13, Ν: 2.25

 Found: C: 61.91, H: 7.32, Ν: 2.28 (103) 3-deoxy. 1-14-〇 Physical properties and analytical data of 1-benzylaconine

i) Properties and solubility

Colorless, non-crystalline powder, ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridine It is soluble in dimethyl sulfoxide and insoluble in hexane and water.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 3300 cm ^_1 .

 3) Ultraviolet absorption spectrum (Ethanol)

 λ ¾? f (log ε) ηπι = 225 (4.10)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.2δ (5H, s) (ベ ン ジ ル of benzyl group)

 4.49 (2Η, s) (ベ ン ジ ル of methylene of benzyl group)

 3.70 {3}, s) (Η of the 1,6-, 16- and 18-position methoxy groups)

 3.31 (3Η, s) (same as above)

 3.29 (3H, s) (same as above)

 3.27 (3H, s) (same as above)

 1.10 (3H, t, J = 7.0 Hz) (N-ethyl methyl group

 H)

) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, ppra).

126.6, 127.0, 128.5, 141.7 (C of benzyl group)

64.0 (C for benzyl methylene)

90.8, 85.3, 83.7, 81.8, 81.6, 79.5, 78.6, 74.9 (16, 1, 6, 15, 15, 18, 14, 8, 13) C 60.7, 59.1, 58.0, 55.6, ( 16-, 18-, 6- and 1-position methoxy groups C) 49.4 (C of N-methyl group)

 14.0 (C of N-ethyl group methinole)

6) Mass spectrum analysis

 m / z 573 (M

7) Elemental analysis

C _{3 Z} H ₄₇ N0 _B , Calculated C: 66.99, H: 8.26, N: 2.44

Found: C: 67.15, Η: δ.41 _; Ν: 2.38

 (10 4) 3 —Doxy 14 4 Ο — (4-Methyl) pentylaconine Physical Properties and Analytical Data

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water. It is soluble.

2) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signal is shown (δ, ρρπι).

 3.71 (3Η, s) (H of the methoxy group at positions 1, 6, 16 and 18)

 3.30 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

1.09 (3H, t, J = 7.0 Hz) (Is ^T —methyl group of ethyl group

 H)

1.02 (6H, d, J = 7.0 Hz) (H of 4-methylpentyl methyl) S) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Indicates the following sign nanore (S ppm) =

 90.7, 85.4, 83.7, SI.7, 81.5, 79.2, 78.S, 74.8 (C in 16th, 1st, 6th, 15th, 18th, 1st, 8th, and 13th order) 60.8, 59.1, 58.0, 55.5, (16, 18, 6, 1st

 Toxic C)

 49.4 (C of N-methyl group)

 13.5 (C of N-ethyl methyl group)

 21.0 (4-methylpentyl methyl C)

 4) Mass spectrum analysis

 m / z 567 (Μ ')

 5) Elemental prayer

C ₃₁ H ₅₃ N0 ₈ , Calculated value C: 65.58, H: 9.41, N: 2.47

 Measured value C: 65.61, H: 9.53, N: 2.38

 (1 0 5) 3-Doxy-1 4 O-Crotylaconin

 1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in Nietel, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water. ■ =

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3300 cm- ¹ .

3): Eta nuclear magnetic resonance scan Bae click Bokuru (CDC 1 ₃₎ Analysis

Shows the following signals (S, ppm) 5.69 (2H, m) (H of double bond in crotyl tomb)

 4.10 (2H, m) (H of methylene in crotyl group)

 3.68 (3H, s) (H of methoxyquinone at 1, 6, 16 and 18 positions)

 3.40 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

 1.71 (3H, d, J = 6.3 Hz) (H of methyl in crotyl group) 0.89 (3H, t, J = 7.0 Hz) (N — H of methyl in ethyl group)

4) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 130.8, 123.6 (C of double bond of crotyl group)

 90.6, 85.0, 83.5, 82.0, 81.7, 79.5, 78.6, 74.8 (C at 16th, 1st, 6th, 15th, 18th, 14th, 8th, 13th) 60.9, 59, 2, 57.9, 55.7, (C of the methoxy group at 16, 18, 6, 6)

 49.3 (C of N-methyl group)

 13.9 (N—C of methyl methyl group)

 12.7 (C of the methyl tomb of Crotyl tomb)

 5) Mass spectrum analysis

 m / z 537 (M ''

 6) Elemental analysis

C _2S H ₄₇ N0 _s , Calculated C: 64.7S, H: 8.81, N: 2.60

 Measured value: C: 64.51, H: S.66, Ν: 2.39

(1 0 6) 1 6 —Copy 8 —Doxy 1 4 1 1 (ρ — Physical properties and analytical data of benzylaconine

1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, ethanol, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, water Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 3300 cm ^_1 .

 3) UV absorption spectrum (Ethanol) analysis

 ^ m a (log ε) nm = 224 (4.19), 275 (3.60), 280 (3.53)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

7.10 (2H, d, J = 8.9 Hz) ( _P- Methoxybenzyl group

 H)

 6.71 (2H, d, J = 8.9 Hz) (same as above)

 3.82 (3H, s) (H of the methoxy group at the 1, S, 16 and 18 positions)

 3.39 (3H, s) (same as above)

 3.31 (3H, s) (same as above)

 3.26 (3H, s) (same as above)

 3.91 (3H, s) (Methoxy benzyl group)

 4.45 (2H, s) (Benzyl methylene Η)

I.09 (3Η, t, J = 7.0 Hz) (H and K one Echiru methyl) [delta]) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

The following signals are shown (S, ppm). 133.6, 128.2, 113.S, 157.7 (C of benzyl group)

64. C (benzyl methylene C)

 90.3, 84.4, 83.2, 81.0, 77.4, 77.2, 72.3, 72.0

(16, 6, 14, 18, 18, 13, 15, 3rd position C) 60.2, 59.1, δδ.1, 56.0 (16, 18, 6, 6, 1st position methoxy group C) )

 55.8 (Ρ—C for methoxybenzyl methoxy)

49.4 (Ν—methylene C in ethyl group)

 14.0 (Ν-methyl methyl C)

6) Mass spectrum analysis

 m / ζ 603 (M)

 (1 0 7) 16 -ep 8 -Doxy 14 4 Physical properties and analytical data of aminoaconinin

 1) Properties and resolvability

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethylsulfoxide, hexane, water Insoluble in

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3300 cm- ¹ .

3) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 3.82 (3H, s) (1, 6, I S and H of the 18-position methoxy group)

3.33 (3H, s) (same as above) S, 31 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

0.92 (3H, t, J = 7.4 Hz) (N-ethyl methyl H) 0.90 (3H, t, J = 10.1 Hz) (amyl methyl H) 4) ^13C nuclear magnetic resonance spectrum (CDC 1 ₃₎ analysis

 The following signals are shown (S, ppm).

 90.2, 84.6, 83.5, 81.2, 77.5, 77.2, 72.5,

 72.1 (C of 16th, 6th, 1st, 18th, 13th, 15th, 3rd position) 60.5, 59.1, 58.0, 55.6 (C of 16th, 18th, 6th, 1st position of methoxy group)

 49.4 (C of N-ethyl group methylene)

 14.0 (C of N-methyl group)

 13.5 (C in the methyl group of the amyl group)

 5) Mass spectrum analysis

 m / z 553 (M

 (10 8) 16 -ep 3,3,8,13-Tride xy 14 14-0-Physical properties and analytical data of veratroyl aconin

 1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl pentate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1720 cm- ¹ . ) UV absorption spectrum (Ethanol)

^ m? (log ε) nm = 221 (4.35), 264 (4.08), 295 (3.84)) Nuclear magnetic resonance spectrum (CDC! L ₃ ) analysis The following signals are shown (S, ppm).

6.88-7.68 (3H, m) (H in veratyl group)

5.20 (1H, t, J = 4.6 Hz) (14th βH)

3.92 (6Η, s) (H in methoxy of veratyl group)

3.56 (3H _; s) (H of the methoxy group at positions 1, 6, 16 and 18)

 3.30 (3H, s) (same as above)

3.28 (3H, s) (same as above)

3.26 (3H, s) (same as above)

1.10 (3H, t, J = 7.0 Hz) ( the methyl N- Echiru grave H)) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ shows an analysis following signals (S, ppm).

166.0 (C in the carbonyl of the veratroyl group)

122.5, 110.5, 153.1, 148.2, 112.3 (C of veratroyl group)

 90.2, 86.0, 85.1, 81.9, 78.4, 72.4 (16, 1, 6,

 C at position 18, 18, 14 and 15) 55.8 (C of methoxy of veratroisole group)

59.1, 58.7, 57.9, 56.0 (C of the 1,8,16,6,1st methoxy group)

49.0 (C of N-methyl group)

13.4 (C of N-methyl methyl group) 6) Purchase quantity analysis

 m / z 615 (M,)

 (1 0 9) I S -Epi 3, 8, 13-Tridoxy 1 14 0 0-m-Cross mouth physical properties and analytical data

 i) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethylsolefoxide, and insoluble in hexane and water. It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

1715 cnT ¹ shows the regulation of absorption.

3) UV absorption spectrum (Ethanol) analysis

 λ ¾ f (log ε) nm = 231 (4.09), 280 (3.28), 289 (3.25) 4) ! Nuclear magnetic resonance spectrum (CDC13) analysis

 The following signals are shown (S, ppm).

 7.98-7.30 (5H, m) (m—H of macro-benzoyl group) 5.06 (1H, t, J = 4.7 Hz) (1 4th pH)

 3.75 (3H, s) (H of 1,6-, 16- and 18-position methoxy group)

 3.32 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.26 (3H, s) (same as above)

1.12 (3H, t, J = 7.0 Hz) ( the methyl N- Echiru group H) 5) ¹³ 〇 nuclear magnetic resonance scan Bae-vector (〇 0 0 1 ₃₎ Analysis Indicates the following signal (S, ppm)

 165.0 (m—c-mouth benzoyl group C) 131.6, 130.0, 129.5, 135.0, 128.4 (m—c-mouth benzoinure group C)

 90.1, 86.0, 85.3, 82.0, 78.3, 72.5 (16, 1, 6,

 (C at 18th, 14th, 15th position) 59.0, 58.7, 58.0, 56.0 (C at 18th, 16th, 6th, 1st methoxy group)

 49.2 (Ν —C of methylene of ethyl group)

 13.1 (C of methyl methyl group)

 6) Mass spectrum analysis

m / z 589, 591 (M ⁺ )

 (1 1 0) 16-ep 3, 8, 13-trideoxy 14-0-physical properties and analytical data of benzylaconine 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water. It is soluble.

2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 3450 cm- ¹ .

3) UV absorption spectrum (Ethanol) analysis

 λ ¾? (log ε) nir, = 225 (4.09)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

Shows the following signals (S, ppm) _c 7.29 (δΗ, s) (H of benzyl group)

 4.4δ (2Η, s) (H of benzyl group methylene)

 3.68 (3Η, s) (1,6, IS and H of the 18-position methoxy group)

 3 ύ.3ύ1 丄 (、 6 ciHn ,, ss) ノ | Bf _t)

 3.28 (3H, s) (same as above)

 1.09 (3H, t, J = 7.0 Hz)

'5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 126.3, 127.3, 128.0, 141,8 (C of benzyl group)

64.3 (C for benzylic methylene)

 90.0, 86.1, 84.3, 82.0, 81.1, 72.5 (16, 1, 6,

 18, 14, 15 position C) 59.2, 58.0, 57.2, 56.0 (18, 6, 16, 1 position methoxy group C)

 49.2 —C of ethylenic methylene

 13.1 —C in ethyl methyl

 6) Mass spectrum analysis

 m / z 541 (Μ ')

 (1 1 1) 1 6 —Epis 3, 8, 1 3— Tridoxy

1 4 1 0-Physical properties and analysis data of crotyl aconin 1) Properties and solubility

It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl ethoxide, pyridin, dimethyl sulfoxide, and in hexane and water. Unfortunate It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3300 cm- ¹ .

3) Oh! ! Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppjB).

 5.72 (2H, in) (H of crotyl double bond)

 4.08 (2K, m) (H of methylene of crotyl group)

 3.73 (3H, s) (H of the 1,6-, 16- and 18-position methoxy groups)

 3.40 (3H, s) (same as above)

 3.28 (6H, s) (same as above)

1.71 (3H, d, J = 6.3 Hz) (methyl H in crotyl group) 0.91 (3H, J = 7.3 Hz) (N—methyl H in methyl group) 4) ¹³ C nuclear magnetic resonance Spectacular Bokuru (CDC 1 ₃₎ analysis

 Shows the following signals (δ, ppm)

 130.8, 123.8 (C of double bond of crotyl group)

 90.1, 86.2, 84.6, 81.5, 81.3, 72.5 (16, 1, 6,

18, 14, 15 position C) 59.0, 58.1, 57.8, 55.8 (18, 6, 16, 1 position methoxy group C)

 49.4 (N—C of methylene of ethyl group)

 13.9 (N — C of methyl of ethyl group)

 12.6 (C of methyl group of crotyl group)

5) Mass spectrum analysis

/ z 50δ (M ⁴ ) (1 1 2) 1 6—Eb 3,3—Dideoxy 1 4 1—1 Physical properties and analytical data of vera troyl aconin

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethizolesuroxide, and in hexane and water. Insoluble.

 2) Infrared absorption vector (KBr)

The absorption maximum is shown at 1720 cm- ¹ .

3) UV absorption spectrum (Ethanol) analysis

 λ m a (log e) ηιπ = 221 (4.3o), 264 (4.08), 295 (3.84)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Indicates the following signals (S, ΡΡΒ).

 6.69-7.67 (3H, m) (H of veratidyl group)

 δ.07 (IH, d, J = 4.6 Hz) (1 4th P H)

 3.92 (6H, s) (H in methoxy of verat α-yl group) 3.80 (3H, s) (Methoxy group in 1, 6, 16 and 18 positions)

 Η)

 3.32 (3H, s) (same as above)

 3.29 (3Η, s) (same as above)

 3.26 (3Η, s) (same as above)

1.11 (3Η, t, J = 7.0 Hz) ( the methyl N- Echiru group H)) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ shows an analysis following signals (S, ρριη).

155.9 (C of veratroyl carbonyl) 122.6, 110.5, 153.1, 148.1, 112.3 (C in veratroyl group)

 90.1, 86.0, 85.1, 80.3, 81.9, 75.3, 72.4 (16,

 1,6,14,18,13,15 position C) 55.8 (Veratroyl methoxy group C)

 61.8, 59.0, 58.0, 56.0 (C of the 16th, 18th, 6th, 1st methoxy group)

• 49.0 (N—C in Methylen in the tomb)

 13.4 (N—C in methyl of ethyl group)

 6) Quote spectrum analysis

 m / Z 631 (Μ ')

 (1 1 3) 1 6 —Epi 3, S —Dideoxy 14 4 1 1 m m □ Physical property value and analytical data of benzoyl aconin

1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, α-form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

 3) UV absorption spectrum (Ethanol) analysis

λ m (log ε) ηπ = 231 (4.09), 280 (3.28), 289 (3.25) 4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the following signals (δ, ppm)

7.98-7.30 (5H, m) (m— black □ H of benzoinole group) 4.90 (1H, d, J = 4.7 Hz) (1 4th H)

 3.85 (3H, s) (1st, 6th, IS and 18th

 Base H)

 3.32 (3K, s) (same as above)

 3.28 (3H, s) (same as above)

 3.26 (3H, s) (same as above)

 l.il (3H, t, J = 7.0 Hz) (H of methyl of N-ethyl group)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ minute prayer

 The following signals are shown (S, ppm).

 165.1 (m—C in carbonyl of a benzoyl group in the mouth)

131.5, 129.9, 129.5, 135.0, 128.4 (m

 C) 90.4, 86.2, 85.0, S2.5, 80.3, 75, 3, 72.6 (16,

 C at 6th, 18th, 18th, 14th, 13th, 15th) 61.8, 59.1, 58.1, 56.0 (16th, 18th, 6th, 1st position)

 Toxic C)

 49.1 (C of N-ethyl group methylene)

 13.2 (N-methyl methyl C)

 6) Prayer Skating

 m / z 605, 607 (M *)

 (1 1) 16-eppy 3-, 8-dideoxy-1 14-1 0- physical property values and analytical data of benzylaconine

1) Properties and solubility

Colorless non-crystalline powder, ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridine Soluble in dimethylsulfoxide, and insoluble in hexane and water.

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3300 cm- ¹ .

3) UV absorption spectrum (Ethanol) analysis

 λ ¾? (log ε) nm = 225 (4.10)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.28 (5H, ε) (Η of benzyl group)

 44..4477 ((22ΗH ,, ss)) (ベ ン ジ ル of methylene of benzyl group)

 3.83 (3H, s) (Η of the methoxy group at 1, 6, 6, 16 and 18)

 3.31 (6H, s) (same as above)

 3.28 (3H, s) (same as above)

 1.08 (3Η, t, J = 7.0 Hz) (N—H of methyl in ethyl group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signal is shown (δ, ppm).

 126.3, 127.2, 128.3, 141.6 (C of benzyl group)

 64.2 (Benzyl methylene C)

 90.0, 86.1, 84.3, 81.9, 81.1, 77.3, 72.4 (16,

 1,6,1.8,14,13,15 position C) 60.2,59.1,58.0,56.0 (16,18,6,1 position methoxy group C)

 49.2 (C of N-methyl group)

13.0 (methyl C of N-ethyl group) (2 δ 6)

6) Analysis of guest quantity spectrum

 (1 1 5) 1 6 —Epi 3,8 —Dideoxy 1 4 1 1 Physical properties and analytical data of D-tilaconin

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 3300 cm- ¹ .

3) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ΡΡΕ).

 5.71 (2H, m) (H of dimethyl group double bond)

 44..0099 C (ZZHH ,, mm)) (H of methyl group methylene)

 3.S2 (3H, s) (H of 1,6-, 16- and 18-position methoxy group)

 3.40 (3H, ε) (same as above)

 3.27 (6Η, s) (same as above)

 1.70 (3H, d, J = 6.3 Hz) (H of methyl in crotyl group)

0.89 (3H, t, J = 7.3 Hz) (N- Echiru methyl H groups) 4) ¹³ C nuclear magnetic resonance scan Bae click Bokuru (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 130.8, 123.7 (C of double bond of crotyl group)

90.2, 86.2, 84.6, 81.6, 81.3, 77.2, 72.4 (1 6, 1,6,18,14,13,15 position C) 49.5 (N-ethyl methylene C)

 14.0 (methyl C of N-ethyl group)

 12.7 (C of methyl group of crotyl group)

 60.5, 5S.0, 58.1, 55.8 (C of methoxy group at 1st, 18th, 6th, 1st position)

 5) Mass spectrum analysis

m / z 521 (M ⁺ )

 (1 16) N-desethyl-3,8-dideoxy-1 4 — physical properties and analytical data of guanisylaconine

1) Properties and solubility

 A colorless, amorphous powder that is soluble in ether, cross-linked form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The maximum of absorption is shown at 1715 cm " ¹ .

 3) UV absorption spectrum (ethanol) analysis λ ¾? (log e) nm = 258 (4.02)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ρριη).

 7.98 (2H, d, J = 8.9 Hz) (H of anisyl group) 6.9δ (2H, d, J = 8.9 Hz) (same as above)

 4.95 (1H, d, J = 5.0 Hz)) (14th P H)

3.69 (3H, s) (methoxy groups at positions 1, 6, 16 and 18) (2 δ 8)

H)

 3.3G (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

 33..8877 C (33HH ,, ss)) (H of methoxy of anisyl group)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 Indicates the following signals (S, PPE):

 166.0 (C of carbonyl group of anisyl group)

 163.8, 131.4, 113.5, 122.2 (C of anisoil group) 94.4, 86.2, 85.0, 82.5, 80.1, 75.0, 72.3, (16,

 1,6,18,14,13,15 C) 61.8,59.1,58.0,56.Q (16,18,6,1st menu)

 Toxic C)

 55.4 (C of anisoilyl methoxy)

 S) Imitation spectrum analysis

 m / z 573 (M-)

 7) Elemental analysis

C ₃₁ H ₄₃ N0 _3, Calculated C: 64,90, H: 7.55, N: 2.44

 Measured value C: 64.85, Η: 7 · 41,: 2.22

 (1 17) Ν-desethyl ー -amiru 3,8-dideoxy-14 -1 0-physical properties and analytical data of anisyl aconin

E) Properties and dissolution

Colorless, non-crystalline powder, ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridine Soluble in dimethylsulfoxide, insoluble in hexane and water

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm ¹ .

 3) UV absorption spectrum (Ethanol) analysis

 1 ¾? (log ε) nm = 257 (4.02)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 8.00 (2H, d, J = 8.9 Hz) (H of anisyl group)

 6.93 (2H, d, J = 8.9 Hz) (same as above)

 4.96 (1H, d, J = 5.0 Hz) (11th in 14th place)

 3.87 (6H, s) (H of methisoline group)

 3.69 (3H, s) (H of the methoxy group at positions 1, 66 and 18)

 3.31 (3H, s) (same as above)

 3.27 (3H, s) (same as above)

 3.24 (3H, s) (same as above)

0.99 (3H, t, J = 7.0 Hz) ( methyl N-A Mi Honoré group H) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 166.0 (C of carbonyl group of anisyl group)

 163.8, 131.8, 113.6, 122 · 1 (C of anisoil group) 94.2, 86.0, 85.1, 82.3, 80.2, 75.1, 72.4 (16,

1,4,6,18,14,13,15 position C) 55.4 (C of anisoyl methoxy group) 61.8, 59.1, 57.8, δο.Ο, (16, 18, 6, C of the 1st methoxy group)

 13.1 (N-Amir Tomb Methyl C)

 6) Mass prayer

 m / z 643 (Μ ')

 (1 18) Ν-desethyl- デ ス -α-pill-1,3,8-dideoxy-14 40-anisoylaconin physical properties and analytical data

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, chloroform, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water It is.

 2) Infrared absorption spectrum (KBr)

The absorption maximum is shown at 1715 cm- ¹ .

 3) Purple ^ -ray absorption spectrum (Ethanol) λ 1 ?? ^ (log ε} nm = 258 (4.02)

4) iH NMR spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.99 (2H, d, J = 8.9 Hz) (H of anisyl group)

 6.94 (2H, d, J = 8.9 Hz.) (Same as above)

 4.94 (1H, d, J = 5.0 Hz) (1 4th P H)

 3.69 (3K, s) (H of methoxy group at 1, 6, 6 S and 18)

 3.30 (3H, s) (same as above)

New paper 3.29 (3H, s) (same as above)

 3.24 (3t ;, s) (ibid.)

 3.87 (3H, ε) (Η of methyl of anisoilyl group)

 1.10 (3Η, t, J = 7.0 Hz) (H of methyl of propyl group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppin).

 165.9 (C of carboxyl of anisyl group)

 163.6, 131.8, 122.2, 113.7C of anisole group 94.3, 86.2, 85.0, 82.1, 80.1, 75.3, 72.2 (16,

 1,6,18,14,13,15 position C) 61.8,59.0,58.0,56.0 (16,18,6,1 position methoxy group C)

 55.4 (C of methoxy group)

 13.0 (K-propyl methyl C)

 6) Mass spectrum analysis

m / z 615 (M ⁴ )

 7) Elemental analysis

C ₃₄ H _4S N0 _s , calculated value C: 66.32, H: 8.02, N: 2.27

 Measured value: C: 66.45, H: 7.98, N: 2.20

 (111) N-desethyl-N- (4-methylpentyl) 1-3,8-dideoxy 14-0-physical properties and analytical data of anisolylaconine

1) Properties and solubility

Colorless non-crystalline powder, ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridine Insoluble in dimethylsulfoxide and hexane, permanently insoluble =

 2) Infrared absorption spectrum (KBr) analysis

1715 cur ¹ shows the maximum absorption.

 3) Ultraviolet absorption spectrum (ethanol) analysis 1 (log ε) ηΐΒ = 258 (4.01)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ minute prayer

 The following signals are shown (S, ppm).

 8.00 (2H, d, J = 8.9) (H of anisyl group)

0 6.94 (2H, d, J = 8.9) (same as above)

 4,94 (1H, d, J = 5.0 Hz) (β H at 14th position)

 3.88 (3H, s) (H in methoxy of anisoilyl group)

3,70 (3H, s) (H of the methoxy group at positions 1, 66 and 18)

δ 3.30 (3H, s) (same as above)

 3.27 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

 1.02 (6H, d, J = 7.0 Hz) (N— (H of methyl in 4-methylpentyl)

0 [delta]) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 166.0 (C of carbonyl group of anisyl group)

 163.9, 131.7, 113.4, 122.1 (C of anisoil group) 94.3, 86.1, 85.0, 82.2, 80.1, 75.1, 72.3 (1 6,

1,6,18,14,13,15 C) (26 S)

61.8, 59.0, 57.9, 56.0 (C of methoxy group at 16th, 18th, 6th, 1st position)

 55.4 (C of methoxy group)

 21.5 (C of methyl N- (4-methylpentyl)) 6) Mass spectrum analysis

m / z 657 (M ¹ )

7) Elemental analysis

C _{3 7} H _{S 5} Ν0 ₅ , Calculated C: 67.δδ, Η: 8.43, Ν: 2.13

 Measured value C: 67.38, H: 8.29, N: 2.26

 (1 2 0) N-desethyl-N-acetyl-3,8-dideoxy-1 14 Physical properties and analytical data of pananisyl aconin

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, ethanol, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, water Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

1715, 1655 cm- ¹ shows the maximum absorption.

3) UV absorption spectrum (Ethanol) analysis

 (log ε) nm = 258 (4.02)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Indicates the following signals (S, ppffi).

 7.98 (2H, d, J = 8.9) (H of anisyl group)

6.95 (2H, d, J = 8.9) (same as above) 4.95 (1H, d, J = 5.0 Hz) (1 4th PH)

 3.87 (SH, s) (H of methoxy of anisoilyl group)

 3.69 (3H, s) (H of methoxy group at 1, 6, S and 18)

 3.31 (3H, s) (same as above)

3.28 (3H _fs ) (same as above)

 3.25 (3H, s) (same as above)

 2.30 (3H, s) (H of methyl N-acetyl group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ minute prayer

 The following signals are shown (δ, ppm).

 171.0 (C of acetylcarbonyl group)

 166. Q (C of the carbonyl of anisyl group)

 163.7, 131.6, 113.5, 122.1 (C of anisoil group)

94.4, 85.0, 82.5, 82.3, 80.2, 75.1, 72.3 (16,

 6, 18, 1, 14, 13, 15th C)

61.9, 59.1, 58.0, 56.0 (C of the methoxy group at the 16th, 18th, 6th, 1st position)

 55.4 (C of anisoilyl methoxy)

 21.0 (N-acetyl methyl C)

6) Mass spectrum analysis

 m / 2 615 (M

7) Elemental prayer

C ₃₃ H _4S N0 ₁₀ , Calculated C: 64.37, H: 7.37, N: 2.27

 Measured value C: S4.52, H: 7.16, N: 2.25

(1 2 1) N-Deschinolei N-Benzyru 3, 8 —

New use Physical properties and analytical data of dideoxy 1 4 1 1

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water. It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

Maximum absorption at 1710 and 1653 cm ^-1-

3) UV absorption spectrum (ethanol) analysis λ λ '? (log ε) ηιπ = 232 (4.10), 258 (4.03)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.81-7.09 (5H, m) (H of benzoyl group)

 7.98 (2H, d, J = 8.9) (H of anisyl group)

 6.95 (ZH, d, J = 8.9) (same as above)

 4.93 (1H, d, J = 5.0 Hz) (1 4th P H)

 3.87 (3H, s) (H of methoxy group of anisoilyl group)

3.70 (3H, s) (H of methoxy group at 1, 6, 16 and 18)

 3.31 (3H, s) (same as above)

 3.27 (3Η's) (same as above)

 3.2δ (3H, s) (same as above)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

The following signals are shown (δ, ρρπ). 165 · &, 166 · 0 (Canole Boninole C)

 153.8, 131.7 .. 113.6, 122.0 (C of anisyl group) 133.9, 133.4, 128.6, 128.2, 127.6 (C of benzoyl group)

 94.3, 85.0, 82.4, 82.0, 80.3, 75.0, 72.5 (16,

 6,18,1,1,14,13,15 position C) 61.8,59.1,57.8,56.0 (16,18,6,1 position methoxy group C)

 55.4 (C of anisoilyl methoxy)

 6) K content spectrum analysis

m / z 577 (M ⁴ )

 7) Elemental analysis

C _{3 S} H ₄₇ N0 _{1 D} , Calculated C: 67.34, H: 6.99, N: 2.07

 Measured value C: 57.46, H: 7.08,: 2.01

 (1 2 2) N-desethyl-3,8,1 3 — tridoxy 14 4 — 0—Physical properties and analytical data of anisoylaconin

 1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl ethoxide, pyridin, dimethyl sulfoxide, and insoluble in hexane and water. It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

1715 cnT ¹ shows the absorption maximum.

3) Purple ray absorption spectrum (Ethanol) analysis λ ¾ (log e) nm = 258 (4. CI)

) ^ [Nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, ppm).

7.99 (2H, d, J = 8.9) (H of anisyl group)

6.96 (2H, d, J = 8.9) (same as above)

δ.08 (1H, t, J = 4.8 Hz) (14th P H)

3.87 (3H, s) (H of methoxy group methoxy)

 3.70 (3H, s) (H of the 1,6-, 16- and 18-position methoxy groups)

 3.31 (3H, s) (same as above)

3.28 (3H, s) (same as above)

3.25 (3H, s) (same as above)

) ¹³ C nuclear magnetic resonance spectra (showing the CDC 1 ₃₎ Analysis The following Shi Gunaru (δ, _P pm).

 165.9, 166.0 (C of carbonyl)

 163.7, 131.6, 113.4, 122.2 (C of Anisir's tomb) 94.5, 86.3, 84.9, 82.5, 80.2, 72.5 (16, 1, 6, 6,

 18, 14, 15 position C) 59.1, 58.7, 57.9, 56.0 (18, 16, 6, 1 position methoxy group C)

55.4 (C of anisoilyl methoxy)

 ) Mass spectrum analysis

 m / z 557 (M *)

 ) Elemental analysis

C ₃₁ H ₄₃ N0 _8, Calculated C: 66.77, H: 7.77, N: 2.51 Measured value C: 66.70, H: ". 64 _! N: 2.48

 (1 2 S) N-desnitir-K-amiru 3,8,13 3-tridoxy 14- 0-anisoyl aconin

 1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyricine, dibutyl sulfoxide, and insoluble in hexane and water. It is soluble.

2) Infrared absorption spectrum (KBr) analysis

1715 cnT ¹ shows the absorption maximum.

 3) Purple ^ ray absorption spectrum (Ethanol)

 λ ¾? (log ε) nm = 257 (4.02)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the following signals (5, ppm):

 8.01 (2H, d, J = 8.9) (H of anisyl group)

 6.93 (2H, d, J = 8.9) (same as above)

 5.09 (1H, t, J = 4.8 Hz) (1 4th P H)

 3.87 (3H, s) (H of methoxy group of anisoilyl group)

 3.69 (3H, s) (methoxy groups at positions 1, 6, 16 and 18)

 Η)

 3.31 (3Η, s) (same as above)

3.27 (3Κ, s) (same as above)

3.24 (3H, ε) (same as above)

0.98 (3Η, t, J = 7.0 Hz) (N—amyl methyl H) 5) ¹³ C nuclear magnetic resonance spectra (showing the CDC 1 ₃₎ Analysis The following Shi Gunaru (S, ΡΡΕ).

 166.0 (C in carbonyl)

 163.7, 131.8, 113.6, 122.1 (C of anisole group) 94.1, 8δ.9, δδ.1, 82.3, 80.2, 72.3 (16, 1, 6, 6

 18, 14, 15 position C) 59.2, 58.8, 57.9, 56.0 (18, 16, 6, 1 position methoxy group C)

 55.4 (C of methoxy group)

 13.2 (Ν-methyl C)

 6) Mass spectrum analysis

m / ζ 627 (M ⁺ )

 7) Elemental analysis

C _{3 B} H _{S 3} N0 ₈ , Calculated C: 68.87, Η: 8.δ1, Ν: 2.23

 Measured value: C: 68.92, H: 8.50,: 2.18

 (1 2 4): ^ -desu loop 13 piru 3, 8, 1

3 — Tridoxy 1 1 4 1 0 — Physical properties and analytical data of anisolylaconin

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water It is.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ . 3) Ultraviolet absorption spectrum (Nitanor) f (log £) ηιπ = 25δ (4.02)

) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, PPDI)

 7.99 (2K, d, J = 8.9) (H of anisyl group)

 6.8δ (2Η, d, J = 8.9) (same as above)

5.06 (IK, t, J = 4.8 Ez) (1 4th H)

 3.69 (3K, s) CI, H of methoxy group at position 66 and 18)

 3.30 (3H, s) (same as above)

3.29 C3H, s) (same as above)

3.24 (3H, s) (same as above)

1.10 (3H, t, J = 7.0 Hz) (N- flop □ H pill methyl)) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signal (PPB)

166.0 (C in carbonyl)

 163.6, 131.8, 122.2, 113.7 (C of anisoil group) 94.3, 85.2, 8δ.1, 82.0, 80.1, 72.1 (16, 1, 6,

 (C of 18th, 14th, 15th position) 59.2, 58.8, 57.9, 56.0 (C of 18th, 16th, 6th, 1st methoxy group)

55.4 (C of anisoilyl methoxy)

13.0 (N—methyl methyl C)

 ) Mass spectrum analysis

m / z 599 (M ^f ) 7) Elemental analysis

C ₃₄ H _4g N0 _B , Calculated C: 68.09, Η: 8.23, Ν: 2.34

 Measured value: C: 68.17, H: 8.35, N: 2.30

 (1 2 5) N-desethyl-N- (4-methyl) pentyl 3,8,13-tridoxy-1 14 1-Physiological value and analytical data of peranisyl aconin

1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, methanol, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

S) Purple masline absorption spectrum (Ethanol) analysis λ ¾? ^ (log _£ ) ηπ. = 258 (4.01)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (δ, ppm).

 8.01 (2H, d, J = 8.9 Hz) (H of anisyl group) 6.95 (2H, d, J = 8.9 Hz) (same as above)

 5.10 (1H, t, J = 4.8 Hz) (1 4th pH)

 3.69 (3H, s) (H of the methoxy group at 1, 6, 6, 16 and 18)

 3.30 (3H, s) (same as above)

 3.27 (3H, s) (same as above)

3.25 (3H, s) (same as above) 3.88 (3K, ε) (Η of methoxy group of anisoil group)

 1.H 2 (6Η, d, J = 7.0 Hz) (“Methyl Η of 4-methylpentyl”)

[delta]) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 Show the following signal (S, ρρΐϋ)

 166.0 (C of carbonyl group of anisyl group)

 163.8, 131.7, 113.4, 122.0 (C of anisoil group)

94.3, 86.1, 85.0, 82.2, 80.1, 72.5 (16, 1,

 6, 18, 14, 15 position C) 59.3, 58. S, 57.9, 56.0 (18, I 6, 6, 1 position methoxy C)

 55.4 (C of anisoilyl methoxy)

 21.5 (N—Methyl C in 4-methylpentyl)

 6) Mass spectrum analysis

 m / z 641 (Μ ')

 7) Elemental analysis

C ₃ TH _{5 5} N0 ₈ , Calculated value C: 69.24, H: 8.64, Ν: 2.18

 Found: C: 69.46, Η: 8.δ3, Ν: 2.09

 (1 2 6) Ν-desethyl- セ -acetyl-3,8,13-tridoxy 14 4 Physical properties and analytical data of 1-anisoil aconin

1) Properties and solubility

Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethizole acetate, pyridin, dimethyl sulfoxide, insoluble in hexane and water. It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 1715 and 1655 cm ¹ .

 3) UV absorption spectrum (Ethanol) analysis

 λ ¾ f (log ε) niD = 258 (4.02)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppffi).

 7.99 (2H, d, J = 8.9) (H of anisyl group)

 6.95 (2H, d, 'J = 8.9) (same as above)

 5.08 (1H, t, J = 4.8 Hz) (14th P H)

 3.87 (3H, s) (H of methoxy group)

 3.70 (3H, s) (H of methoxy group at 1, 6, 16 and 18)

 3.31 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.2δ (3H, s) on)

 2.30 (3H, s) (N-acetyl methyl H)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 170.9 (C of carbonyl of acetyl group)

 166.0 (C of carbonyl group of anisyl group)

 163.7, 131.6, 113.4, 122.2 (C of anisyl group) 94.5, 84.9, 82.5, 81.9, 80.2, 72.4 (16, 6,

18th, 1st, 14th, 15th C) 59.1, 58.7, 57.9, 56.0 (18th, 16th, 6th, 1st place W

(274)

Toxic C)

 55.4 (C of anisoilyl methoxy)

 21.0 (N-acetyl methyl C)

 6) Mass spectrum analysis

 5 m / z S99 (Μ ')

 7) Elemental analysis

C ₃₃ H "N0 _s , Calculated C: 66.09, H: 7.56, N: 2.34

 Measured value C: 65.87, Η: 7.43,: 2.2δ

 (1 2 7) Ν-desethyl Ν-benzoyl 3,8,10 1 3—tridoxy 1 4 1 0-physical property value and analysis data of anisolylaconin

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridinone, dimethyl sulfoxide, hexane, water Insoluble in

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 1710, 1653 cm- ¹ .

 3) Analysis of purple absorption spectrum (ethanol)

 20 λ §ί? X (log ι) nm = 232 (4.10), 258 (4.03)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ shows an analysis following signals (S, ρριπ).

7.82-7.09 (5H, m) (H of benzoyl group) 7.98 (2H, d, J = 8.9) (H of anisyl group) 25 6.96 (2H, d, J = 8.9) (Same as above) (27 δ)

5.06 (1H, t, J = 4.8 Hz) (1 4th H)

 3.88 (3H, s) (H of methoxy of anisoilyl group)

 3.69 (3H, s) (H of the 1,6-, 16-, and 18-position methoxy groups)

 3.30 (3Η, s) (same as above)

 3.27 (3H, s) (same as above)

 3.24 (3H, s) (same as above)

5) ¹³ C nuclear magnetic resonance spectra (showing the CDC 1 ₃₎ Analysis The following Shi Gunaru ([delta], ppm).

 166.0, 155.8 (C of carbonyl)

 153.8, 131.7, 113.6, 122.0 (C of anisyl group) 133.9, 133.4, 128.6, 128.2 (C of benzoyl group) 94.2, 85.0, 82.4, 81.8, 80.3,? 2.6 (16, 6,

 18, 1, 14, 15 position C) 59.2, 58.8, 57.9, 56.0 (18, 16, 6, 1 position methoxy group C)

 55.4 (C of anisoil group methkin)

 6) Mass spectrum analysis

 m / z 661 (M ')

7) Elemental analysis

C ₃₈ H ₄₇ N0 _s , Calculated C.- 68.97, H: 7.16, N: 2.12

 Found: C: 69.11, H: 7.02, N: 2.31

 (1 2 8) N-desethyl- 1 4 1 0-anisylaconine physical properties and analytical data

1) Properties and solubility A colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water. Is soluble-

2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm ¹ .

 3) Analysis of ultraviolet absorption spectrum (Ethanol) λ f (log ε) nm = 258 (4.02)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 Shows the following signals (5, ppa):

 7.99 (2H, d, J = 8.9) (H of anisyl group)

 6.94 (2H, d, J = 8.9) (same as above)

 4.96 (1H, d, J = 5.0 Hz) (14th H)

 3.87 (3H, s) (H of methoxy group)

 3.70 (3H, s)

 3.30 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the following signals (δ, ppm)

 166.0 (C in force carbonyl)

153.6, 131.8, 113.7, 122.2 (C of Anisir's tomb) 90.8, 83.6, 82.4, 81.9, 79.5, 78.6, 77.3, 74.7, 72.0 (16, 6, 1, 15, 15, 18, 8, 18) 3, 3rd place C)

 60.9, 59.1, 58.0, 55.6 (C of methoxy group at 16th, 18th, 6th, 1st position)

 55.4 (C of methoxy group of anisyl group)

6) Mass spectrum analysis

 m / ζ 605 (Μ ')

7) Elemental analysis

 C3 X H43 0XJ, Calculated value C: 61.47, H: 7.16, Ν ': 2.31

 Obtained values: C: 61.45, H: 7.02, N: 2.28 (129) N-desethyl-N-amino-1 14-1 0-a2 Physical properties and analytical data of soil aconin

 1) Properties and solubility

 Colorless non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, viridin, dimethyl sulfoxide, insoluble in hexane and water. It is soluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

 3) Ultraviolet absorption spectrum (ethanol) analysis λ (log ε) nm = 257 (4.02)

4) H nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, ppm).

 8.00 (2H, d, J = 8.9) (H of anisyl group)

 6.93 (2H, d, J = 8.9) (same as above)

4.98 (1H, d, J = 5.0 Hz) (1 4th βH) 3. S7 (3H, s) (H of methoxy group) 3.70 (3H, s) (H of 1,6, IS and 18th methoxy group)

 3.30 (3H, ε) (same as above)

 3.28 (3Η, s) (same as above)

 3.25 (3H, s) (same as above)

0.98 shows the (3K, t, J = 7.0 Hz) (H and K over § mil methyl) 5) ¹³ C nuclear magnetic resonance scan Bae click Bokuru (CDC 1 ₃₎ Analysis The following signals (S, ρρπι) .

 166.0 (C in carbonyl)

 163.9, 131.7, 113.4, 122.1 (C of anisoil group) 91.1, 83.5, 82.5, 81.9, 79.6, 78.6, 77.3, 74.8, 71.9 (16, 6, 1, 15, 15, 14, 8, 18, 18, 1 3,

 3rd place C)

 61.9, 59.0, 57.8, 56.0 (C of the methoxy group at the 16th, 18th, 6th, and 1st positions)

 55.4 (C of anisoilyl methoxy)

 13.1 (Kamyl methyl C)

 6) Mass spectrum analysis

 m / z 675 (M,)

 7) Elemental analysis

C _{3e S3} K0 ₁₁ , Calculated C: 63.98, H: 7.90, N: 2.07

 Measured value C: 64.10, Η: 8.0δ, Ν: 2.03

(1 3 0) デ ス -desethyl Ν-propyryl 1 41-1 -1 Physical properties and analytical data of anisolylaconin ) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in terephthalene, ethanol, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water. It is.

 2) Infrared absorption spectrum (KEr) analysis

1715 ^CE_1 shows the maximum absorption.

 3) Ultraviolet absorption spectrum (Ethanol) analysis λ ¾? ! ! (log ε) nm = 258 (4.02)

4) ® Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.99 (2H, d, J = 8.9) (H of anisyl group)

 6.95 (2H, d, J = 8.9) (same as above)

 4.96 (1H, d, J-5.0 Hz) (1

 3.87 (3H, s) (H of methoxy of anisoilyl group)

 3.69 (3H, s) (H of methoxy group at 1, 6, 16 and 18)

 3.30 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

 3.24 (3H, s) (same as above)

1.10 (3H, t, 3 = 1.0 Hz) - indicating the (N H of up □ pill methyl) 5) ¹³ C nuclear magnetic resonance spectrum [CDC 1 ₃₎ Analysis The following signals (S, ppm).

 166.0 (C in carbonyl)

163.6, 131.8, 122.2, 113.7 (C of anisyl group) W

(280)

90.8, S3.6, 82.3, 81.δ.79.5, 78.6, 77.S, 74.δ, 71.8 (16, 6, I, 15, 14, 4, 8, 18, 13,

 3rd place C)

 51. S, δδ.1, δδ.Ο, 56.1 (C of the methoxy group at the 16th, 18th, 6th and 1st positions)

 55.4 (C of anisoilyl methoxy)

 13.0 (N—C of methyl propyl)

 6) Mass spectrum analysis

 m / z 547 (Μ ')

 10 7) Elemental analysis

0 ₃₄ Η * ₃ 0 _1Χ , Calculated value C: S3.04, H: 7.62, N: 2.16

 Measured value C: 62,98, H: 7.66,: 2.15

 (1 3 1) N-desethyl--1- (4-methyl) pentyl 1 14 1 Physical properties and analytical data of 1-anisoil aconin

 1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl pentoxide, pyridin, dimethyl sulfoxide, and in hexane and water. It is insoluble.

 2) Infrared absorption spectrum (KBr)

1715 cm— ¹ shows the maximum absorption at _e

 3) Ultraviolet absorption spectrum (ethanol) analysis λg§f (logε) nm = 258 (4.01)

2δ 4) eh! ! Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis Shows the following signals (S, ppm)

8.01 (2K ₇ d, J = 8.9) (H of Anisir tomb)

6.93 (2H, d, J = 8.9) (same as above)

4.96 (1H, d, J = 5.0 Hz) (14th / 9H)

 3.69 (3H, s) (H of the methoxy group at the 1, 66 and 18 positions)

 3.29 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 3.25 (3R, s) (same as above)

 3.88 (3H, s) (H of methoxy group methoxy)

1.02 (6H, d, J = 7.0 Hz) (H of methyl in N — (4-methylpentyl))

) ¹³ C nuclear magnetic resonance spectra (showing the CDC 1 ₃₎ Analysis The following Shi Gunaru (S, ppm).

166.0 (C in carbonyl)

 163.9, 131.7, 113.4, 122.1 (C of anisyl group) 90.8, 83.5, 82.4, 81,8, 79.5, 78.6, 77.3, 74.8, 71.9 (16, 6, 1, 15, 14, 8, 1 8, 1 3,

 3rd place C)

 61.8, 59.1, 57.fi, 56.0 (C of 16th, 18th, 6th, 1st methoxy group)

 55.4 (C of methoxy group)

 21.5 Mass spectral analysis of C-) of N- (4-methylpentynole)

m / z 6S9 (M ') 7) Elemental analysis

 Cj-HssNOi !, calculated value C: 64.42, H: 8.04, K: 2.03

 Measured value: C: 64.55, H: 8.16, Κ: 2.11

 (1 3 2) Ν-desethyl Ν-acetyl- 1 4 —〇 1 Physical properties and analytical data of anisyl aconin

 1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene ethanol, methanol, ethyl ethyl sulfate, pyridin, dimethyl sulfoside, and in hexane and water. Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 and 1655 cm- ¹ .

 3) UV absorption spectrum (Ethanol) analysis

 λ ¾ f? (log ε) nm = 258 (4.02)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.99 (2H, d, J = 8.9) (H of anisyl group)

 6.94 (2H, d, J = 8.9) (same as above)

 4.96 (1H, d, J = 5.0 Hz) (1 / 3H at 1 4th place)

 3.70 (3H, s) (H of the 1,6-, 16-, and 18-th metric tomb)

 3.30 (3Η, s) (same as above)

 3.28 (3Η, s) (same as above)

 3.25 (3Κ, s) (same as above)

3.87 (¾Η, s) (methoxy of anisoyl group: B) 2.32 (3H, s) (N-acetyl methinole H)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the second signal (δ, ppm).

 170.8 (C of carbonyl of acetyl group)

 156.0 (C of carbonyl group of anisoil group)

 163.6, 131.8, 113.7, 122.2 (C of the anisole group) 90,8, 83.6, 81.9, 78.8, 79.5, 78.6, 77.3, 74.8, 71.9 (16, 6, 15, 15, 1, 14 8, 18, 8, 13,

 3rd place C)

 60.9, 59.1, 58.0, 55.6 (C of methoxy group at 16th, 18th, 6th, 1st position)

 S5.4 (C of methoxy group)

 21.1 (N-acetyl methyl C)

6) Analysis of guest quantity vector

m / z 647 (M ⁴ )

 7) Elemental analysis

C ₃₃ H _4S N0 _{1 Z} , Calculated value C: 61.19, H: 7.00, N: 2.16

 Measured value: C: 61.26, H: 7.21, N: 2.21 (1 3 3) N-desethyl-N-benzylou 14-100—Physical property value and analysis data of anisylaconinin

 1) Properties and solubility

Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane and water Insoluble. 2) Red ^ -ray absorption spectrum (KBr) analysis

1711, shows a maximum of absorption in cm ^1.

 ) UV absorption spectrum (Ethanol) analysis

 1ί? f (log ε) nm = 232 (4.10), 258 (4.03)

} Nuclear magnetic resonance spectrum (CDC i ₃ ) analysis shows the following signals (δ, ppm)

7.S 2-7.10 (5K _rm ) (H of benzoyl group)

 7.99 (2H, d, J = 8.9) (of anisyl group: E)

6. S3 (ZH _S d, J = S.9) (same as above)

4.97 (1H, d, J = 5.Q Hz) (14th H)

 3.70 (3H, s) (H of methoxy group at 1, 66 and 18)

 3.31 (3H, s) (same as above)

3.27 (3H _r s) (same as above)

 3.25 (3H, s) (same as above)

S.87 (3K, s) (Η of j Bok key sheet of Aniso Inore group)), - ³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (δ, ppm).

166.0, 165.7 (C of carbonyl)

 163.7, 131.7, 113.5, 122.1 (C of anisyl group) 134.0, 133.6, 128.7, 12S.2, 127.6 (C of benzoyl group)

91.0, 83.5, 81.9, 79.9, 7 & .6, 78.6, 77.3, 74.6, 1.9 (16,6,15,1,14,8,18,13,3rd C) 28 δ)

61. S, 59.1, 57.8, 56.0 (C of the 16th, 18th, 6th, 1st methoxy group)

 55.4 (C in the methoxy group)

 6) Mass spectrum analysis

 m / ζ 709 (M

 7) Elemental analysis.

C _{3 S} H ₄₇ NG _{1 2} , Calculated value C: 64.30, H: 6.67, N: 1.9T

 Measured value C: 63, 19, H: 6.62,: 2.06 (1 3 4) K-desethyl-3-deoxy-141-111

1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, chloroform, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and hexane, Insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

1715 cnT ¹ shows the absorption maximum.

S) Ultraviolet absorption spectrum (ethanol) analysis λ ¾? g (log £) nm = 258 (4.01)

) ¹ !! nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, ppm).

 7.99 (2H, d, J = 8.9 Hz) (H of the anisole group) 6.95 (2H, d, J = 8.9 Hz) (same as above) 4.97 (1H, d, J = 5.0 Hz)) (1) 4th place / SH)

3.69 (3H, s) (methoxy groups at positions 1, 6, 16 and 18) (2S 6)

H :;

 £ .2: (3H, s) (ί¾ 丄)

 3.28 (3K, s) ([¾ above)

 3.25 (3H, s) (same as above)

3.87 (3H _r s) (H of methoxy group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signonole is shown (δ, ppm.).

 166.0 (C of carbonyl group of anisyl group)

163.7, 131.6, 113.5, 122.1 ( C of Anisoiru _{group) 90.7, 85.3? 83.6, 81.2} , SO.0, 79.5, 78.6, 75.0

(16, 1, 6, 15, 15, 14, 14, 8, 13th C) 61.9, 59. I, 58.0, 56.0 (16, 18, 6, 6, 1st methoxy group) C)

 S5.4 (C of anisoilyl methoxy)

 6) Mass spectrum analysis

 m Z Ξ 588 (M-)

 7) Element analysis

C ₃₁ H ₄₃ Oi ₀ , Min value C: 63.14, Η: 7.35 _τ : 2.38

 Measured value C: 63.31, H: 7.26,: 2.31

 (I 3 δ) N—Desnityl-Kamyl-1 3-Doxy

-Physical property value and analytical data of I 410-anisoil aconin

 1) Properties and solubility

Colored amorphous powder, Nietel, crocohol, benzene, ethanol, methanol, dityl acetate, pyridine And dimethyl sulfoxide, and insoluble in hexane and water.

 2) Infrared absorption spectrum (KBr) analysis

1715 CB ¹ shows the absorption maximum.

 3) UV absorption spectrum (Ethanol) analysis

 λ? (log £) nm = 257 (4.02)

4) Nuclear magnetic resonance space-vector (indicating the CDC 1 ₃₎ Analysis The following Shi Gunaru (S, ppm).

 S.00 (2K, d, J = 8.9 Hz) (H of the anisole group) 6.93 (2H, d, J = 8.9 Hz) (same as above)

 4.98 (1H, d, J = 5.0 Hz) (14th P H)

 3.69 (3H, ε) (H of methoxy group at 1, 6, 16 and 18)

 3.31 (3H, s) (same as above)

 3.27 (3K, s) (same as above)

 3.24 (3H, s) (same as above)

3.87 (3H, s) (H of the methoxy group) 0.99 (3H, t, J = 7.0 Hz) (H of the N-methyl group) 5) ¹³ C nuclear magnetic resonance space-vector (CDC 1 ₃₎ analysis

 The following signals are shown (S, ppm).

 166.0 (C of carbonyl group of anisole group)

163.8, 131.8, 113.6, 122.1 (C of anisole group) 90.8, 85.4, 83.5, 81.0, 80.0, 79.4, 78.6, 75.0 (16, 1, 6, 18, 18, 15, 14, 8 , 13th place C) 61.8, 59.1, 57.8, 56.0 (16th, 18th, 6th, 1st place C)

 55.4 (C of methoxy group)

 1: .1 (N—methyl of amino)

 6) Mass spectrum analysis

 / z 659 (Μ ')

 7} Elemental analysis

 CS S H NO, Calculated value C: S5.53, H: 8.10, Ν ': 2.12

 Obtained value C: 65.44,: δ.15 ,; 2.10 (1 36) I—desethyl-Κ-propyryl 3-deoxy 1 4 1 0—physical property value and analysis data of anisyl aconine

 I) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, π-form, benzene, nickel, methanol, ethyl ethyl sulphate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

3) Purple ^ -ray absorption spectrum (ethanol) analysis

 X ¾? f (log £) nm = 258 (4.02)

4) Oh! ! Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ shows an analysis following signals (S, ppm)

 7.9S (2H, d, J = 8.S) (H of anisyl group)

 6.94 (2H, d, J = 8.9) (same as above)

4.9S (1H, d, J = 5.0 Hz) (1 3.87 (3H, s) (H of methoxy group methoxy) 3.70 (3H, s) (H of 1,6, 16 and 18 methoxy groups)

 3.30 (3H, s) (same as above)

 3.27 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

 1.10 '(3H, t, J = 7.0 Hz) (N-methyl of methyl group

 H)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppin).

 165.9 (C of anisoinole carbonyl)

 163.6, 131.8, 122.2, 113.7 (C of anisoil group) 90.8, 85.4, 83.3, 81.0, 79.9, 79.5, 78.6 75.0 (16, 1, 6, 18, 18, 15, 14, 8, 8 C) 61.7, 59.0, 58.0, 56.1 (C of the methoxy group at the 16th, 18th, 6th, and 1st positions)

 55.4 (C of anisoil group methkin)

 13.0 (Methyl C of 13 pill)

S) Mass spectrum analysis

 / ζ 631 (M *)

 7) Elemental analysis

C _{3 3} H ₄₉ N0 _{1 D} , Calculated C: 64.64, H: 7.82, N: 2.22

Obtained C: 64.73, H: 7.66, N: 2.18 (1 3 7) N-desethyl-N— (4-methyl :) pentyl 3—deoxy 141-O—anisoinoleaconine Gender and analytical data

 1) Sex and solubility

 It is a colorless, non-crystalline powder that is soluble in ter, penta-C-form, benzene, ethanol, methanol, ethyl citrate, pyridin, dimethyl sulfoxide, hexane, Insoluble in water.

 2) Red ^ -ray absorption vector (Κ Β ι ·) analysis

1715 CK ¹ shows the maximum absorption.

3) Purple absorption spectrum (Ethanol) analysis λ1 ?? g (log e) ηιη = 258 (4.01)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

Indicates the next signal (S, ppin) _e

? .99 (2H _r d, J = 8.9} (H of anisyl group)

 6.94 (2K, Q, J = 8.9) (same as above)

 4.S7 (IK, d, J = 5.0 Hz) (1 3rd place | 3H)

 3.SS (3H, s) (H of methoxy group)

 3.70 (3H, ε) (Η of methoxy group at 1, 6, 16 and 18)

 S.30 (3Η, s) (same as above)

 S.27 (3H, ε) (same as above)

3.25 (3Η, s) (same as above)

 1.01 (6Η, d, J = 7.0 Hz) (H of methyl of N— (4-methyl) pentyl)

) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, ppm) 166.0 (C in canoleboninole of anisolinole group)

 163.9, 131.7, 113.4, 122.1 (C of anisyl group) 90.7, 85.5, 83.5, 81.0, 79.9, 79.5, 78.6, 75.0 (16, 1, 6, 18, 18, 15, 14, 8 , 13th C) 61.8, '59.0, 58.0, 56.1 (16, 18, 6, 6

-C of the toxic group)

 55.4 (C of methoxy group)

 21.5 (Ν- (4-methyl) pentinole methyl C)

6) Mass spectrum analysis

0 m / ζ 673 (M ⁺ )

 7) Elemental analysis

C ₃₇ H _ss N0 _lo , Calculated C: 65.95, H: 8.23, N: 2.08

 Obtained value: C: 66.10, H: 8.18, Ν: 1.96 (1 3 8) ェ —desethyl-Ν—acetyl-3—deoxy 5c 14—0—physical property value and analysis data of anisyl aconine

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, copper form, benzene, ethanol, methanol, ethyl acetate, pyridinone, dimethyl sulfoxide, hexane, and water. It is impossible.

 2) Infrared absorption spectrum (KBr) analysis

1715, 1655 cm- ¹ shows the maximum absorption.

3) Ultraviolet absorption spectrum (ethanol) analysis δ λ ^ (log ε) nm = 258 (4.02) 4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following Shigunanore (5, ppm).

 7.99 (2H, d, J = 8.9) (H of anisyl group)

 6.95 (2K, d, J = 8.9) (same as above)

 4.97 (1H, ά, J = 5.0 Hz) (1 4th β Η)

 3.87 (SH, s) (Η of methoxy group of anisoilyl group)

3.69 (3Η, s) (H of the methoxy group at 1, 6, 6, 16 and 18)

 3.31 (3Η, s) (same as above)

 0 3.28 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

 2.31 (3 ト:, s) (H of methyl of N-acetyl)

5) ^ia C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

δ 170.8 (C of carbonyl of acetyl group)

 166.0 (Canole Boninole C in Anisir Tomb)

 163.7, 131.6, 113.5, 122.1 (C of anisoil group)

90.7, 83.6, 82.0, 81.2, 80.0, 79.5, 78.6, 75.0

(C at the 16th, 6th, 1st, 18th, 15th, 15th, 14th, 8th, and 13th positions) 0 61.9, 59.1, 58.0, 55.0 (of the 16th, 18th, 6th, 1st methoxy groups) C)

 55.4 (C of anisoilyl methoxy)

 21.0 (3H, s) (methyl C of acetinole group)

 6) Mass spectrum analysis

D m / z 631 (M ⁴ ) 7) Elemental analysis

 Caa K ^ NO.x, Calculated C: 62.74, H: 7.1 £, N: 2.22

 Obtained values: C: 62.91, H: 7 · 22, N: 2.36 (13 9) N-desethyl-K-benzoyl-13-deoxy 14-Panisylaconine Physical property values and analytical data

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane and water Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1711 and 1653 cm- ¹ .

S) Ultraviolet absorption spectrum (Nitanol) analysis λ ¾? (log ε) nm = 232 (4.10), 258 (4.03)

4) 11 nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.81-7.09 (5H, m) (H of benzoyl group)

 7.99 (2H, d, J = 8.9) (H of anisyl group)

 6.95 (2H, d, J = S.9) (same as above)

 4.96 (1H, d, J = 5.0 Hz) (14th place / 3H)

 3.87 (3H, s) (H of methoxy group methoxy) 3.70 (3H, s) (Η of 1,6, 16 and 18 methoxy groups)

3.31 (3Η, s) (same as above) 3.27 (3H, s) (on i¾)

 3.25 (3H, s) (same as above)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the following signonole (δ, ppm) „

 166.0, 165.8 (C of carbonyl)

 163.S, 131.7, 113.6, 122.0 (C of anisyl group) 133.9, 133.4, 128.6, 128.2, 127.6 (C of benzoyl group)

90.7, 83.5, 82.0 _r 81.0, 79.9, 79.5, 78.6, 7δ.Ο0 (C in 16th, 6th, 1st, 18th, 15th, 14th, 8th, 13th)

 61.8, 59.1, 57.8, 56.0 (C of the methoxy group at the 16th, 18th, 6th and 1st positions)

 55.4 (C of methoxy group)

 6) Mass spectrum analysis

D m / ζ 683 (M ⁴ )

 7) Elemental prayer

C _{3 S} H ₄₇ N0 _{1: L} , Total value C: S5.79, H: 6.83, N: 2.02

 Measured value C: 65.81, H: 6.91,: 2.15

 (10) N-desethyl-3,13-dideoxy 104-1 0-Physical properties and analytical data of anisolylaconin 1) Properties and solubility

It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl ethyl diphosphate, pyridine, dimethyl sulfoxide, hexane, and water. Insoluble in 29 oj

2) Infrared absorption spectrum (KBr) analysis

1715 en- ¹ shows the absorption maximum.

 3) Ultraviolet absorption spectrum (Ethanol) analysis λ ¾? !? (log ε) nir, = 258 (4.01)

4) ¹ H nuclear magnetic resonance space. Prayer-vector (CDC 1 ₃₎ amount

 The following signals are shown (S, ppm).

 7.99 (2H, d, J = 8.9) (H of anisyl group)

 6.95 (2K, d, J = 8.9) (same as above)

 5.05 (1H, ΐ, J = 4.8 Hz) (1 4th βH)

 3.87 (3Η, ε) (ァ of the methoxy group) 3.70 (3Η, s) (Η of the 1, 6, 16 and 18th methoxy group)

 3.31 (3H, ε) (same as above)

 3.28 (3Κ, ε)

 3- 25 (3Η, ε) above)

[delta]) ¹³ C nuclear magnetic resonance spectra (CD C. 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 166.0 (C in Carbonyl of Anisir Tomb)

 163.7, 131.6, 122.1, 113.3 (C of anisole group) 89.7, S3.6, 82.3, 81.7, 79.9, 78.6, 77.4 (16,

 6,1,18,15,8,14 position C) 59.1,57.9,57.6,55.9 (18,16,6,1 position methoxy group C)

 55.4 (C of methoxy group)

6) Mass spectrum analysis πι / z OD ί (M "}

 7) Elemental ^

0 ₃ χΚ ₄₃ Κ0 ₃ , Calculated value C: 64.98, H: 7.55, K: 2.44

 Measured value C: 65.02, Η: 7.6δ, Ν: 2.35

 (1 1) Ν—desnitiryl I-amiru 3, 13-dideoxy 14 physical properties and analysis data of polyanisylaconin

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in Nietel, α-form, benzene, ethanol, methanol, dityl acetate, pyridin, and dimethyl sulfoxide, and is insoluble in hexane and water. It is soluble.

 2) Red light absorption spectrum (KBr) analysis

1715 c — ¹ shows the absorption maximum.

3) Purple ^ -ray absorption spectrum (ethanol) analysis

 Λ g? ? (log £) nm = 257 (4.02)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 8.01 (2H, d, J = 8.S) (H of anisyl group)

 6.93 (2H, d, J = 8.9) (same as above)

 5.08 (1H, t, J = 4.8 Hz) (1 4th βH)

 3.67 (3Η, s) (Η of the methoxy group at positions 1, 6, 16 and 18)

3.31 (3H _r s) (Same as above)

3.27 (3H _f s) (same as above) 3.24 (3K, _s ) (same as above)

3.87 (3H, s) (H of methoxy group) 0.98 (3H, t, J = 7.0 Hz)-(H of methyl of N-amyl) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ analysis

 Shows the following signals (S, ppm).

 166.0 (C of anolecil group)

 163.7, 13 I .δ, 113.6, 122.1 (C of anisyl group) 89.8, 85.3, 83.5, 81.6, 79.9, 78.6, 77.4 (16,

 1,6,18,15, S, C at position 14) 59.1,57.9,57.5,55.9 (C at position 18,16,6,6)

 55.4 (C of anisoil group methoxy)

 13.2 (Ν-Amil Mechinore C)

6) Mass spectrum analysis

 m / ζ 643 (M

 /) V

C _{3 E} H _{S 3} NC _S , Calculated C: S7.16, H: 8.30, Ν: 2.18

 Measured value C: 67.S3, Η: 8.1δ, Ν: 2.07

 (1 4 2) ェ —deschinoley Ν—Propyl-1,3,13-dideoxy 14 物 Physical properties and analytical data of anisolylaconine

1) Properties and solubility

Colorless, non-crystalline powder, soluble in ether, ethanol, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, water Unfortunate It is soluble.

 2) Red ^ -ray absorption spectrum (KSr) analysis

 1715 c shows the maximum of the profit ■ =

 S) Ultraviolet absorption spectrum (Ethanol) analysis

 m a I: (log ε} nm = 258 (4.02)

4} iH NMR spectrum (CDC 1 ₃₎ Analysis

 Shows the following signals (δ, ppm)

 7.99 (2K, ά, J = 8.9) (H of anisyl group)

 6.95 (2K, d, J = S.9) (same as above)

 5.09 (1H, t, J = 4.8 Hz) (1 4th pH)

 3.67 (3H, s) (H of 1,6-, 16- and 18-position methoxy group)

 3.30 (3H, ε} above)

 3.28 (3Κ, s) above)

 3.24 C3H, s)

1.10 shows the (3K, t, J = 7.0 Hz) (K- flop H of G pill methyl)} ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis The following signals (S, p _P m).

166.0 (C of carbonyl group of anisyl group)

163.6, 131.8, 113.7, 122.2 (C of anisoil group) 89.8, 85.3, 83.4, 81.4, 79.8, 78.6, 77.4 (1 6,

 1,6,18,15,8,14 position C) 59.1,57.9,57.5,55.6 (18,16,6,1 position methoxy group C)

55.4 (C of anisoilyl methoxy) 13.0 (K—Bu □ pill methyl C)

 6) Analysis of guest quantity spectrum

 7) Elemental analysis

C. ₃₃ H ₄₃ N0 _9, Calculated C: 66.32, H: 8.02, Ν: 2.27

 Found C: 66.46, H: 8.14, N: 2.33

 (1 4 3) N-Desethyl-N-(4-methyl) Pliers 3, 13-Didoxy 14-〇-Anisoyla: Physical properties of nin and analytical data

1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, black mouth form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and hexane, Insoluble in water.

2) Infrared absorption spectrum (KEr) analysis

1715 CBT ¹ shows maximum absorption _c

 3) Ultraviolet absorption spectrum (ethanol) analysis λ ¾ f g (log ε) nm = 258 (4.01)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 8.01 (2H, d, J = 8.9) (H of anisyl group)

 6.95 (2H, d, J = 8.9) (same as above)

 5.10 (1H, t, J = 4.8 Hz) (14th place / 5H)

3.68 (3H, s) (H of the methoxy group at the 1, 6, 6, 16 and 18 positions) S.30 (3K, s) (same as above)

 27 (SK, s) (on Wl)

 24 (3H, s) (same as above)

 88 (3H, s) (H of methoxy group of anisole group) 1.02 (6H, d, J = 7.0 Hz) (N-(4-methyl) H of pentynole methinole)

5 ^ ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the following signals (S, ppm)

 166.0 (C of carbonyl group of anisyl group)

 163.9, 131.8, 113.4, 122.0 (C of anisoil group)

S9.8, So.2, 83.4, 81.5,? 9.9, 78.6, 77.4 (16,

 1,6,18,15,8,14 position C) 59. ί, 57. S, 57.5,55.9 (18,16,6,1 position methoxy group C)

 55.4 (C of anisoilyl methoxy)

 21.5 (Ν— (4-methyl) methyl of pentyl C)

6) Mass spectrum analysis

 m / ζ 657 (Μ ')

 7) Elemental analysis

C ₃₇ H _ss N0 _g , Calculated C: S7.55, Η: 8.43, Ν: 2.12

 Measured value C: S7.58, H: 8.49, N: 2.02

 (1 4 4) K-desethyl-K-acetyl-3,1 3-dideoxy 1 4 1 0-physical properties of anisolyl aconin

1) Properties and solubility (soi)

A colorless, non-crystalline powder that is soluble in ether, chloroform, benzene, ethanol, methanol, g-ethyl acrylate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

 2) Infrared spectrum (KBr) analysis

1715 and 1655 c — ¹ show the maximum absorption.

 3) Ultraviolet absorption spectrum (Nitanor) analysis λ ¾? !? (log ε) nm = 258 (4.02)

4) E 11 nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ρρηι).

 7.99 (2Η, G, J = 8.9 Hz) (H of anisyl group) 6.95 (2 to ;, d, J = S.9 Hz) (same as above)

 5.05 (IK, t, J = 4.δ Hz) (14th 4)

 0.70 (3Κ, s) (Η of the methoxy group at positions 1, 6, 16 and 18)

ο 1 (Η _? S ノ (Same as above)

 3.28 (3Η, s) (same as above)

 3-25 (3H, s) (same as above)

 3.87 (3H, s) (H of methoxy group of anisoil group)

2.30 (3K, s) (K-acetylamino methyl H)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 170.8 (C of carbonyl of acetyl group)

 166.0 (C of the carbonyl of the aryl group)

163.7, 131.6, 122.1, 113.3 (C of anisyl group) 8B.7, 83.6 _r S2.0, SI.7, 79.9, 78.6, 77.4 (C at 16th, 6th, 1st, 18th, 15th, δ, 14th position) 5S.1, 57.9, 57.6, 55.9 (18, IS, 6, C of the 1-methoxy group)

 55.4 (C of anisoilyl methoxy)

 21.0 O'-acetylmethyl C)

S) Mass spectrum analysis' m / z 615 (Μ ^τ )

 7) Elemental analysis

C ₃₃ H _4S KC _1D , Calculated C: 64.37, H: 7.37, N: 2.27

 Measured value: C: 64.09, H: 7.56,: 2.16

 (1 4 5) K—desnitirou N—Benzoru 3,13—dideoxy 1 4 1

1) Properties and melting properties

 ^ Amorphous, non-crystalline, powdered, powdered in the form of nitrile, carbon dioxide, benzene, ethanol, methanol, ethyl ethyl sulphate, pyridin, dimethyl sulfoxide, and hexane. Is insoluble in water

2) Infrared absorption spectrum (KBr) analysis

1710, 1653 cm- ¹ shows spasticity of absorption.

3) Ultraviolet absorption spectrum (Ethanol)

 λ g? ^ (log ε) nm = 232 (4.10), 258 (4.02)

4} ¹ H nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

The following signals are shown (δ, ppm). 7.82-7.09 (δΗ, m (H of benzoyl group)

 ".98 (2H, 6, J = S.9) () of the anisole group)

 6.96 (2Η, d, J = 8.9) (same as above)

 5.06 (1H, z, J = 4.8 Hz) (14th P H)

 3.87 (3K, s) (H of methoxy group methoxy)

3.6S (3K, s) (H of methoxy group at 1, 6, 16 and 18)

 3.31 (3K, s) (same as above)

3.28 (3H, s) (same as above)

3.25 (3K, s) (same as above)

) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, ppm).

166,0, 165.8 (C of phenol)

 163.8, 131.7, 122.0, 113.6 (C in anisyl group) 133.9, 133.5, 128.6, 128.2 (C in benzoyl group) 89.8, 83.5, 82.0, 81.6, 79.9, 78.6, 77.4 (16,

 6,1,18,15,8,14 position C) 59.1,57.9,57.6,55.9 (18,16,6,1 position toxic C)

55.4 (C of methoxy group)

 ) Mass spectrum analysis

m / z 677 (')

 ) Elemental analysis

C ₃₆ H ₄₇ N0 _lo , calculated value C: 67.34, H: 5.99, N: 2.07

Measured value C: 67.52, H: 7.20, K: 2.13 (16) N-Desunityl 16-Nib 3, 8-Dide-sea 110-Physical data and analysis data of anisolila conin

 1) 佺 ^ and dissolution

 Te-color amorphous powder, soluble in ether, chloroform, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, water Insoluble in

 2) Red ^ -ray absorption spectrum (KSr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

 3) UV absorption spectrum (ethanol) analysis

 /.1ΐ? ? (log ε) ΠΕ = 258 (4.02)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the following signals (δ, PPK)

 7.98 (2K, d, J = 8.9) (H of anisyl group)

 6.S5 (2K, d, J = 8.) (Same as above)

 5.14 (IH, d, J = 5.0 Hz) (14th H)

 3.S7 (3H, s) (H>

 3.84 (3H, s) (H of methoxy group at positions 1, 66 and 18)

 3.30 (3H, s) (same as above)

 3.28 (3H, s) (same as above)

 Ξ.25 (3K, s) (above)

) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ analysis shows the following sheet Gunanore (Ru, ppm). 166.0 (Carboninole C in anisol group)

 163.δ, 131.4, 113.5, 122.2 (C of anisole group) 91.2, 86.2, δδ.0, 82.5, 80.1, 76.0, 72.3 (16,

 1,6,18,14,13,15 position C) 62.2,59.1,58.0,56.0 (16,18,6,1 position methoxy group C)

 55.4 (C of anisole group methoxy)

 6) Mass spectrum analysis

 m / 2 557 (M ')

 (1 7) N—Desunichill N—Ami-Lu 16

 1 4 1 0—Physical properties and analysis data of anisol

1) Sex and solubility

 Colorless non-crystalline powder that is soluble in ether, black form ', benzene, ethanol, methanol, ft-ethyl, pyridin, dimethyl sulfoxide and hexane. , Insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

 3) Ultraviolet absorption spectrum (ethanol) analysis

 λ ¾? ? (log ε) ηκ = 257 (4.02)

4) Oh! 1 nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 8.00 (2H, d, J = 8.9) (H of anisyl group)

6.93 (2H, d, J = 8.9) (same as above) 5.14 (IK, c, J = 3.0 Hz) (14th H)

 3.87 (3K, s) (H of methoxy of anisoilyl group)

3.83 (3H, s) (H of methoxy group at 1, 6, 16, 16 and 18)

 ύ Η.3Η, s) (Same as above)

 3.27 (3Η, s) (same as above)

 3.24 (3H, s) above)

 0.99 (3H, t, J = 7.0 Hz) (N—H

5} ^{i 3} C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 166.0 (C of anolecil group)

 163.S, 131.8, 113.6, 122.1 (C of anisoisole group) 91.2, 86.0, SS.1, 82.3, 80.2, 76.0, 72.4 (I 6,

 1,6,18,1,13,15 position C) 62.2,59.1,57.8,56.0 (16,18,6,1 position methoxy group C)

 55.4 (C of anisoilyl methoxy)

 13.1 (Kamyl methyl C)

 6) Mass prayer

 m / 2 655 (M

 (18) N-Desechinole N-Propyl 1 16 —Epi 1-3,8-Dideoxy 14-Panisoylaconin

1) Extraction and solubility

^ Amorphous colored powders of color, polyester, chloroform, It is soluble in benzene, ethanol, methanol, ethyl g, pyridine, dimethyl sulfoxide, and insoluble in hexane and water.

 2) Infrared absorption spectrum (KBr)

1715 cu ¹ shows the absorption maximum.

 3) Ultraviolet absorption spectrum (ethanol) analysis λ ¾ (log ε) nm = 258 (4.02)

4) ¹ H nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the following signals (δ, ρριη)

 7.99 (2Η, d, J = 2.9) (H at Anisir's tomb)

 6.94 (2H, d, J = 8.9) (same as above)

 5.13 (1H, d, J = 5.0 Hz) (14th jSH)

 3.87 (3H, s) (H of methoxy group methoxy) 3.83 (3H, s) (H of 1,6, 16 and 18th methoxy groups)

 3.30 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

 3.24 (3H, s) (same as above)

1.10 (3H, t, J = 7.0 Hz) (N H of propyl bud ether) 5) ¹³ C nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 165.9 (C of carbonyl group of anisole group)

 163.6, 131.8, 122.2, 113.7 (C of anisol S) 91.3, 86.2 ', 85.0, 82.1, 80.1, 76.1, 72.2 (16,

C at 1,6,18,14,13,15 position) 62.1, 59. G, 58. G, 55. & (C of methoxy group at 1, 18, 6, 1 position)

 55.4 (C of methoxy group of anisyl group)

 1S.0 (Koop: pill methyl C)

 S) Mass spectrum analysis

 ir '/ z 627 CM ")

(1 9) K-desnitir-K- (4-methyl) pentyl 16-dipoxy S _; S-dideoxy 1 14 11

I} Properties and solubility

 It is a colorless, non-crystalline amorphous powder that is soluble in ether, black form, benzene, titanium, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

2) Red light absorption spectrum (KBr) analysis

1715 en: .— ¹ shows the absorption maximum.

3) Purple ^ -ray absorption spectrum (ethanol) analysis

 λ g? I (log ε) n = 208 (4.01)

4} nuclear magnetic resonance scan base-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ΡΡΕ).

 8.00 (2H, d, J = 8.9) H of diazoyl group)

 6.94 (2H, c, J = 8.9) (same as above)

 5.12 (1Η, ά, J = 5.0 Hz) (1 4th H)

3.84 C3H, s) (Η of the 1,6-, 16- and 18-position methkin group) 3.30 (3K, s) (same as above)

 3.27 (3H, s) (same as above)

 3.25 (3H, s) (on i¾)

 3.δδ (3Η, s) (H of methoxy group of anisole group) 1.02 (6H, d, J = 7.0 Hz) (H of methyl of N— (4-methyl) pentyl)

[delta]) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the following signals (S, ppm)

 166.0 (C in canoleboninole of anisol group)

 163.9, 131.7, 113.4, 122.1 (C of anisole group)

91.3, 86.1, 85.0, 82.2, 80.1, 76.1, 72.3 (16,

 I, 6,18,14,13,15 position C) 62.2,59.0,57.9,56.0 (16,18,6,1 position methoxy group C)

 55.4 (C in the methoxy group)

 21.5 — (4-methyl) methyl of pentyl C)

6) Mass vector prayer

 m / z 669 (M ')

 (1 δ 0) Ν-Desethyl: —Acetyl 1 S —Epi — 3,8—Dideoxy 1 4 Physical Properties and Analytical Data of 111-Inisoinolea Conin

1) Properties and solubility

Colorless, non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, water Not (3 I 0)

It is soluble.

 2; Red ^ Sui absorption spectrum ί K B r) Analysis

I7iE, 16S5 cnT shows maximum of _c

S} Ultraviolet-Green Absorption Spectrum (Nitanol) Analysis

 Λ ¾? ? (log ε) nn! = 25S (4.02)

4 ^: H nuclear magnetic resonance spectrum (CDC 丄₃ ) analysis

 Indicates the next signal ^ S, ppE)

 7.98 (2K, ά, J = 8.9) (H of anisyl group)

 6.35 (2K, c, J = S.9) (same as above)

 5.14 (ΪΚ, ό, J = 5.0 Hz) (14th; 3H)

 3.87 (3H, s) (Mechanical H of anisole group)

3.84 (3H, s) (H of methoxy group at 1, 6.16 and 1S)

 2.31 (3H, s) (same as above)

 3.2S (3K, s) (above)

 3.25 (3H, s, above)

 2.30 (3H, s) —methyl of acetyl

) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following Shi Gunanore ([delta], ppm)

170.8 (C of carbonyl of acetyl group)

166.0 (C of carbonyl group of anisyl group)

163.7, 131.6, 113.5, 122.1 (C of anisole group) 91.2, 85.C, 82.5, 82.0, 80.2, 76.1, 72.3 (16,

6, 18, 1, 14, 13, 15th C) 52.2, 55.1, 58. C, 5S.0 (16, 18, 6, 1st place C)

 55.4 (C in the methoxy group)

21.0 (Γ, ^τ- acetylmethyl C)

 6) Mass spectrum analysis

 m / z 615 (M

 (1 δ 1)-1 desnitir Κ 1 benzoinole 1 6 — Epi — 3, S — Didecy i 4 10 — Physical properties and analytical data of anisolua korin

 1) Properties and solubility

0 A colorless, non-crystalline powder that is compatible with ether, chloroform, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and Insoluble in oxane and water.

 2) Infrared absorption spectrum (KBr)

5 1710 and 1653 cm- ¹ show the maximum absorption.

 3) Ultraviolet absorption spectrum (Nitanor) analysis

 ^ m a (log ε) ΠΕ = 232 (4.10), 258 (4.03)

4) Nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

〇 7.81-7.09 (5H, m) (H of benzoyl group)

 7.98 (2H, d, J = 8.9) (H of anisole group)

 6.95 (2H, d, J = S.9) (same as above)

 5.14 (1H, d, J = 5.0 Hz) (14th P H)

 3.83 (3K, s) (methoxy groups at positions 1, 6, 16 and 18)

D for H) (S 1 2)

2.31 (3K, s) (above)

 Ζ. 2 ~ (3Κ. S) (same as above)

 3.25 (3t ;, s) (ibid.)

 3.87 (3K, ε) (Η of methoxy group of anisoilyl group)

5) ^1: 'C nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

 Shows the following signals (δ, ppm)

 165 · hi, (C of Leboninore :)

 163. 131.7, 113.6, 122.0 (C of anisyl group) 133.9, 133.4, 12S .5, 128.2, 127.6 (C of benzoyl group)

 91.S, 85.0, 83.4, 82.0, 80.3, 76.0, 72.5 (16,

 6,1 &, 1,14,13,15 position C) 52.2. 59.1,57.8,56.0 (16,18,6,1 position methoxy group C)

 55.4 (C of methoxy group)

 6) Mass vector prayer

 m / ζ 678 (Μ ')

 (D 52) Κ-desethyl-16-ep 3, 8, 13-tridoxy 14-physical properties and analytical data of cis-isoleaconin.

 1) Properties and solubility

It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridine, dimethyl sulfoxide, hexane, Insoluble in water (SIS)

2) Red ^ -ray absorption spectrum (KBr) analysis

1715 cir, ¹ shows the absorption maximum.

 3) Ultraviolet absorption vector (ethanol) analysis λS? f (log £) nm = 258 (4.01)

4) Nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

 Indicates the following signals (S, ppE):

 7.99 (2H, d, J = 8.9 Hz) (H of anisotropic group) 6.96 (2H, d, J = £ .9 Hz) (same as above)

 5.20 (1H, ΐ, J = 4.8 Hz) (14th / S H)

 3.82 (3H, s) (H of the methoxy group at the 1, 6, 16 and 18 positions)

 3.31 (3H, ε), I port

 3.2S (3K, s) (same as above)

 3.25 (3K, ε) (same

3.87 (3Η, ε) (§ H of main bets key sheet of the two-source I le group) [delta]) ¹³ C nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

Shows the following signals (S, ppm) _c

 165.9 (C of carbonyl group of anisole group)

 163.7, 131.6, 113.4, 122.2 (C of the anisole group) 91.2, 86.3, 84.9, 82.5, 80.2, 72.5 (16, 1,

 .6,18,14,15 position C) 60.1,58.7,57.9,56.0 (18,16,6,1 position methoxy group C)

 55.4 (C of methoxy group)

5) Mass spectrum analysis (S 14}

m / z 54i (M '>

 (1 5 3) Is' —Destiltyl 1 K—Aminore 1 16 —Niby 3, 8,1 3 —Tri-doxy 1 4 — 0 —Aniso-Ilwa Konin

 1) Properties and solubility

 Fe-colored non-crystalline powder, soluble in Nietel, chloro-α-form, benzene, ethanol, methanol, nitrile nitrate, pyridin, dimethinoresulfoxide, hexane, forever Insoluble.

2) Line absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

3) Ultraviolet absorption spectrum (Nitanor) analysis

 ; ¾? ^ (log ε} nm = 257 (4.02)

4) New! ! Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signal is shown (5, ppm).

 8.01 (2H, G, J = 6.9) (H of anisyl group)

 6.93 (2K, ό, J = S.9) (same as above)

 δ.20 (IH, z, J = 5.0 Hz) (13 H at 14th place)

 3.87 (3H, s) (H of methoxy of anisoilyl group)

 3.84 (3H, s) (1, S, 1S and 18H of methoxy group at position 8)

 3.31 (3H, s) (same as above)

 3.27 (3R, s) ([¾ above)

 2.24 (3K, s) (same as above)

0.98 (3Η, t, J = 7.0 ϋζ) (T,-aminole methinole H) 31 δ)

5; ¹³ C nuclear magnetic resonance spelling click preparative Le (CDC 1 ₃₎ Analysis

 The following signal is shown (δ, ρρ,).

 166.0 (Carbonyl C of anisole group)

 163.7, 131.8, 122.1, 113.6 (C of the anisole group) 91.4, 85.9, 8δ.1, 82.3, 80.2, 72.3 (16, 1,

 6,18,14,15 position C) 60.2,58.6,57.9,56.0 (18,16,6,1 position methoxy group C)

 55.4 (C in the methoxy group)

 13.2 (K-amil's methinole C)

 6) Mass spectrum analysis

 m / z 639 (Μ ')

 (15 5) I ヽ -Desethiru: Κ —Provision 1 16 —Ebi 1, 3,8,1 3 —Tredox 1 1 4 10 11 And analysis data

1) Properties and solubility

 A colorless, amorphous powder that is soluble in ether, π-form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and hexane. Insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

 3) UV absorption spectrum (ethanol) analysis

 ¾ (log ε) nm = 258 (4.02)

) ¹ !! nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis Shows the following signals (5, ppm)

 7.S9 (2K. C, J = S.5) (H of anisyl group)

 6. & δ (2Η, c, J = 8.9) (same as above)

 5. IS (IH, t, J = 4.δ Hz) (14th P H)

 3,83 <> K, s,-; to K of the methoxy group at ie and is position)

 3.30 (3H, s) (same as above)

 3.2Q (3H, s) '; same as above)

 3.14 (3K.s (W, above)

1.10 (3K _rt , J = 7.0 Hz) (K-pill methyl H)

5) ¹³ C nuclear magnetic! !!!! Spectacular Bokuru (CDC 1 ₃₎ analysis

 Shows the following signals (δ, ppm)

 166.0 (C of anisoilyl carbonyl)

i S.6, 131.δ, 122.2, 113.7 (C of anisyl group) .9I.4 _f S6.2, 85.1, 82.0, SO.1, 72.1 (16, 1,

 6, 18, 14, 15th C) 60.1, 5S.S, 57.9, 56.0 (18, 16, 6, 1st grave C)

 55.4 (C of anisoilyl methoxy)

 13.0 (Κ-Pcovir methyl C)

 6) Mass spectrum analysis

 / τ 611 (Μ ')

(1 5 5) Κ—desethyl (4—methyl) pliers i 6 — eb 3,8-, 1 3 — tridoxy 1 4 1-anisyl aconine ^ Sex value and analytical data

 ί) Sex and solubility

 It is a colorless, non-crystalline powder that is soluble in 1-ter, clogged-form benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, Insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

 3) UV absorption spectrum (ethanol) analysis

 0 λ ¾? ? (log £) nn = 25δ (4.01)

4) Nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

 Indicates the following signal (S, ppm) c

 8. C1 (2 G :, d, J = δ .9) (Η of anisole group)

 6.95 (2Κ, d, J = 8.9) (same as above)

 D 5.25 (1H, t, J = 4.8 Hz) (14th H)

 3.88 (3H, s) (H of methoxy group methoxy) 3.84 (3H, s) (H of 1,6,16 and 18 methoxy groups)

 3.30 (3Η, s) (same as above)

0 3.27 (3H, s) (same as above)

 3.25 (3H, s) (same as above)

 1.02 (6H, ά, 3 = 1.0 Hz) (N-(4-methyl) H of the methyl of the pen)

5) ¹³ C nuclear magnetic resonance space-vector (indicating the CDC 1 ₃₎ Analysis fifth-order sheet Gunaru (S, ppm). 9

(3 i 8)

166. & (C of anisoyl group)

163.8, 131.7, iIS.4 _r ! 22.0 (C of anisole group)

91.3, 86.1, S5.0, 82.2, 80.1, 72.5 (16, 1,

6, 18, 14, 15 position C) δ 60.0, 5δ. £, 57. £ _r 56.0 (18, 16, 6, 1 position methoxy group C)

 55.4 (C of anisoilyl methoxy)

 21.5 (K— (4-methyl) pentyl methyl C) 6) Mass spectrum analysis

 10 m / z 553 (M

 (1 5 6) N-desethyl- N-acetyl- 16-2-bi-3,8,13-tride

 1) Properties and dissolution fe

 5 A colorless, non-crystalline material that is soluble in ether, cro-piform, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethylsulfoxide, and hexane, Insoluble in water

 2) Red-ray absorption spectrum (KBr) analysis

0 1715 and 1655 cm ^-1 show the maximum absorption.

 3) Ultraviolet absorption spectrum (Ethanol) analysis λ ¾? ? (log ε) nm = 258 (4.02)

4) H nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, ppm)

5 7.99 (2H, d, J = S.9) (H of anisyl group) 6.9δ (2H, d, J = S .9) (same as above)

 δ.19 (1H, t, J = 4.8 Hz) (14th place (9H)

 3.82 (3K, s) (H of 1, 6 S and i 8th methoxy group)

 3. Ξ1 (3H, s) (same as above)

 3.2δ (3H, s) (same as above)

 3.25 (3H, s) (same as above)

 3.δ7 (3H, ε) ((of methoxy group)

 2.2δ (3Κ, ε) (Ν-acetyl methyl Η)

5) ^{i 3} C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 171.8 (C of carbonyl of acetyl group)

 166.0 (C in canoleboninole of anisoil group)

 162.7, 131.6, 113.4, 122.2 (C of anisole group)

91.2, 84.9, 82.5, 82.0, 80.2, 72.4 (16, 6,

 18th, 1st, 14th, 15th C)

60.1, 58.7, 57.9, 56.0 (C of the 1,6-, 6-, and 1-position methoxy group)

 55.4 (C of anisoilyl methoxy)

 21.0 (N — C of acetyl methinole)

6) Mass spectrum analysis.

 m / z 611 (M ')

(I5) N-Desechinolay N-Benzyl-1 16-Epi-1,3,8,13-Tridoxy- 14-1 4-Anisyl aconine physical properties and analytical data (S 20)

1 Sex ^ and dissolution

 Colorless non-crystalline powder, Neitel, Cc Holm, Be

Senzen, nitanol, methanol, ethyl acetate, pyridine

 V, soluble in di-methyl sulfoxide, insoluble in hexane and water

It is soluble.

 2) Red light absorption spectrum (KBr) analysis

The maximum absorption is shown at 1710, 1653 cm- ¹ .

 3) Ultraviolet absorption spectrum (two ethanol) analysis

 m a (log E) nm = 232 (4.10), 258 (4.03)

4! ! Nuclear Magnetic Resonance Subeku Torr (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.82-7. OS (5H, m) (H of benzoyl group)

 7.9δ (2Ε.d, J = S.9) (H of anisyl group)

 6.96 (2K, ό, J = 8.9) (same as above)

 .21 (IK, t, J = 4.8 Hz) (1 4th P H)

 .88 (3K, s) (H of methoxy group)

 .83 (3H, s) (1st, 6th, 16th and 18th methoxy

 H)

 3.30 (3Η, s) ί Same as above)

2.27 (3K, s) (same as above)

3.24 C3K, s) (same as above)

* <<) ¹³ C nuclear magnetic resonance spectrum (CDC) analysis

 The following signals are shown (δ, ppm).

Ιδδ.0, 165.8 (C of carbonyl)

163.8, 131.7, 113.6, 122.0 (C of anisole group) CS 21)

133.9, 133.4, 12S.6, 128.2, 127.6 (for benzoyl group

 C)

 91.S, 85.0, 82.4, 82.0, 80.3, 72.6 (16, 6,

 18th, 1st, 14th, 15th G)

5 60.2, 5δ. Δ, 57.9, 56. C (18, 16, 6, 6, 1st methoxy group C)

 55.4 (C of methoxy group)

 6) Mass spectrum analysis

 m / ζ 662 (M ')

 10 (1 5 8) 1 6 —Epi 1 1 4 1 0 — m—Cro mouth Benzoi Lou Pi mouth Aconine physical properties and analytical data

 1) Properties and solubility

 Colorless, non-crystalline powder, ether, black form, benzene, nickel, methanol, ethyl acetate, polyester

It is soluble in dimethylsulfoxide and insoluble in hexane and water.

 2) Infrared B and spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

 3) UV absorption spectrum (Ethanol) analysis

20 S? § (log €) nir, = 231 (4.09), 280 (3.28), 289

 (3.25)

Four ) ! ! Nuclear magnetic resonance spectrum showing the (CDC 1 ₃₎ Analysis The following Shi Gunaru (S, PPIE).

 7.98-7.30 (5H, m) (m--H of macro-benzoyl group)

25 5.40 (1H, d, J = 5.0 Hz) (14th / 3rd H) (S 22)

3.8C (3H, s) (:, δ, i6 and 18 methoxy group 'H}

 5.30 (3K. S) ί 1¾ above)

 3.2 & (3Κ, s) (same as above)

 3.26 (3R, s) (same as above)

 1.05 (3K, t, J = 7.0 Hz) H of methyl in methyl

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

Shows the following signal (δ, PPE) _C

 211.6 (C of carbonyl at position I)

 165. G (C of carbonyl of m-q 基 S benzoyl group)

131,6, 128,8, 129.5, 135.0, 128.4 (C of in-cyclobenzene group)

86.1, 84.1, S3.6, 78.:, 77.4, 76. S, 71.9 (1 ο,

6, 1, 1, 1 3, 1 8, 3-position C) 62.3: 59.2, 57. S , 56.1 (1 6 r 1 8, 6, 1 -position of the main butoxy group C) 9.1 one Nichiru methylene C)

13 . ^: C in methyl ethyl)

 6) Mass prayer

 m / 2 619, 621 (M ')

 7) Elemental analysis

C _3Z H _4Z K0 ₃ C1, Calculated C: 61.98 _r H: 6.S3, K: 2.26

Found C: S2.05, H: 6.91, N;: 2.C5 (1 5 9) 1 6- two Phi 1 4 - O-Asechiru pin port Ako Nin of physical properties and analytical data I) Plug-like and soluble

 ^ Colored amorphous powder that is soluble in ether, black C-form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and hexane. Insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

1713 cnT ¹ shows the absorption maximum.

3) ¹ H nuclear magnetic resonance scan Bae click Honoré (CDC 1 ₃₎ Analysis

 Indicates the following signals (S, pom).

 5.24 (1H, d, J = 5.0 Hz) (14th #H)

 3.81 (3H, ε) (Η of the 1,6-, 16- and 18-position methoxy groups)

 3.29 (3Κ, s) (on n)

 3.25 (δΗ, s) (same as above)

 1.03 (SH, t, J = 7.0 Hz) —Dityl methyl H) 2.04 (3K, s) (Acetyl methyl H)

4) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ minute prayer

 Shows the following signal (δ, PPDI) c

 211.5 (C of carbonyl at position 15)

 171.3 (C of carbonyl of acetyl group)

 86.1, 84.0, 83.5, 78.3, 77.5, 76.8, 71.9 (16,

 6,1,14,13,18,3 position C) 62.4,59.1,57.8,56.1 (16,18,6,1 position methoxy group C)

49.1 (K-ethyl methylene C) W

(324)

13.4 (ϊ-Dityl methyl C)

 21.4 (C of methyl acetyl group)

 5) Mass spectrum analysis

 m / z 523 (Μ ')

 5 6} Elemental analysis

C _Z7 K ₄₁ K0 _S , Total value C: 61.83, H: 7.S9,: 2.67

 Measured value: C: 61.8S, Η: 7.77, Κ: 2.4δ (16 0) 16 -2-pi 14 -0-Methyl-pi-aconone Physical properties and analytical data

 10 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in Nietel, Ku-form, benzene, nitroanol, methanol, ethyl ethyl drone, pyridin, dimethylsulfoxy, and insoluble in hexane and water. It is soluble.

 15 2) Infrared absorption spectrum (KBr) analysis

1711 CE- ¹ shows the maximum of the sucker.

3) ¹ Eta nuclear magnetic resonance spectrum (CDC 1 ₃₎ minute prayer

 The following signals are shown (δ, ppm).

3.82 (3H _f s) (H of the methoxy group at positions 1, 6, IS, 18 and 14)

 3.30 (3K, s) (same as above)

 3.27 (3K, s) (same as above)

 3.26 (3H, s) (same as above)

 3.38 (3K, s) (same as above)

25 1.05 (3H, J = 7.0 Hz) (K-ethyl methyl H) 4) - ³ C nuclear magnetic resonance scan Bae-vector (CDC 1 a) shows an analysis following signals (S, ppin)

 211.6 (C of carbonyl at position 5)

 86.2, 84.1, 83.6, 81.3, 77.5, 76.8, 71. S (16,

 6, 1, 14, 13, 18, 3rd place C)

62.4, 59.1, 58.1, 57.8, 56.1 (16, 18, 14,

 6, 1-position of methyl group C) 49.1 (K-ethyl methylene C)

 13.4 (N —dityl methyl C)

5) Mass spectrum analysis

m / z 495 (M ⁴ )

6) Elemental analysis

C _{2 E} K ₄₁ N0 _6, Calculated C: 6 0i, H: 8.34 , Ν: 2.83

Actual value C: 6S.20, Η: δ.33, Ν: 2.61 (1 6 1) ^τ \ ^τ —Desethyl-Ν —Benzolu 16 1 —Epi-Pyro dinisaconitine physical properties and analytical data 1) And solvability

 Colorless non-crystalline powder, soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, viridin, dimethyl sulfoxide, insoluble in hexane and ίί. It is soluble.

 2) Infrared absorption spectrum (KBr)

Maximum absorption is shown at 1711 and 1653 cm- ¹ .

3) Ultraviolet absorption spectrum (Ethanol) analysis λma (log ί) nir, = 231 (4.10), 258 (4.03) W

(326)

4): H Nuclear magnetic resonance spectrum (CDC 1 ₃₎ minute prayer

 The following sign is shown (δ. Ρρκ

7.9S (2K, d, J = 6.9) (H of anisyl group) 6.94 (2 to :, c ₅ J = & .9) (same as above)

 D 7.82-7.10 (5K,) (H of benzoyl group)

 5.39 (1H, c, J = 5.0 Hz) (PH at 14th position) 3.80 (3K.s) (H at 1, 6, 1S and 18th methoxy group)

 S.3 (3H, s) (same as above)

 10 3.2S (5K, s) (same as above)

 3.87 (3H, s) (H of methoxy group of anisoilyl group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signal is shown (β.ppm).

 21 6 (i C of carbonyl at position 5)

 15 166.0, 165.7 (C of carbonyl)

δδ.1, 84.i ₅ SCO, 78.2..77.5, 76.7, 72.0 (16,

6, 1, 1 4, 1 3, 1 S f 3 -position C) 62.3, 59.2, 57.8, 56.1 (1 6, 1 8, 6, C 1 position of the main Bok alkoxy group)

 20 55.4 (C of methoxy group of anisole group)

 164.0, 131.8, 121.6, 113.8 (C of Anisoinole group) 133.2, 129.5, 129.5, 128.3 (C of Benzoil tomb) 6 Repurchase spectrum analysis

 m Ζ ζ 691 (')

2δ 7) Elemental analysis Ca s H Calculated C: 6o.9S, 6: 6.δ6, 2.0: 2.02 Observed C: 6e.l7, H: 6.34, K: 1.9 S Z I 6 2-—Desethyl-Koop c Pill-1 1 6 —Physical properties and analytical data

1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in NETEL, QUAT-FORM, Benzene, Nitanol, Methanol, Ethyl acetate, Pyridin, and Dimethyl sulfoxide, and in hexane and water. It is not.

2) Infrared absorption spectrum (KBr) analysis

1715 era- ¹ shows the maximum absorption.

3) Ultraviolet absorption spectrum (Ethanol) analysis

 λ ¾ f 5? dog ε) ηιτ. = 258 (4.01)

4 a nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.94 (2H, d, J = S.9) (H of anisyl group)

 6-94 (2H, d, J = 8.9) (±)

 5.40 (IK, d, J = 5.0 Hz) (1 4th H)

 3.80 (3H, s) (H of the 1,6-, 16-, and 18-position methoxy groups)

 3.30 (3H, s) (same as above)

 3.26 (6H, s) (same as above)

 1.10 (3H, t, J = 7.0 Hz) (K-propyl methyl H) 3.87 (3H, s) (anisoleyl methoxy H)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis (326)

Show the next signal (S ρρπ;)

 211. c (: C of the 5-position carbonyl

 16E. & (C of carbonyl group of anisyl group)

 164.0, iSI.S, 121.5, 113.7 (C of anisyl group) 86.1, 84.0, 83.6, 78.1, 77.4, 76.6, 71.S (16,

6 _: 1, 14, 1 S, 18, C at S position) 62, 59.3, 57. S, 56.1 (16, I 6, 6, C at 1st position * C at C-group)

 55.4 (C of anisoilyl methoxy)

 13.0 (N-Methyl C of E2 Bill)

 6) K content spectrum analysis

 m / z 629 (Μ ')

 -)

C ₃₄ R ₄₇ 0 _xo , Calculated C: 64.85, H: 7.52. K: 2.22

 Measured value: C: 65,03, H: 7.49, K: 2.11

(16 3) Ν-desethyl- Ν-acetyl-IS-epi-pi 13-di-1 Saconitine physical property values and analytical data

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, EE mouth form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, water Insoluble in

 2) Infrared absorption spectrum (KBr) analysis

1715, 1655 cm- ¹ shows the maximum absorption.

3) Ultraviolet absorption spectrum (Ethanol) analysis ¾? 5f (log ε) nm = 258 (4. C2)

4) ¹ H nuclear magnetic resonance space-vector (C "one CI ₃₎ Analysis

 Indicates the following signal (S, ppm).

 7.95 (2H, d, J = δ .9) (H of anisole group)

 6.94 (2H, d, J = S.S) (same as above)

 5.40 (IH, d, J = 5.0 Hz) (11 of 4th place)

 3.81 (3H, s) (1, 6, 16 and; H of methoxy group at L S position)

 3.30 (3H, ε) (on [sj]

 3.26 (6H, s) (same as above)

 2.30 (3H, s) (methyl H of acetyl group)

 3. S7 (3H, ε) (Η of the mesoquine of the anisole group)

5) ¹³ C. Nuclear Magnetic Resonance space-vector (CDC 1 ₃₎ Analysis

Next signal! : Shows (δ, ppm) _c

 211.6 (C in Carboninole in 15th place)

 ! 70.8 (C of carbonyl of acetyl group)

 166.0 (C of carbonyl group of anisole group)

 164.0, 131.8, 121.6, 113.8 (C of anisole group)

86.1, 84.C, 80.0, 78.0, 77.5, 76.6, 71.9 (16,

 6,1,14,13,18,3rd position C)

62.3, 59.3, 57.9, 56.-0 (C of the methoxy group at the 16th, 18th, 6th and 1st positions)

 55.4 (C of the methoxy group of the anisole group)

 21.1 (K-acetylmethyl C)

6) Mass spectrum analysis

 7) Elemental analysis

 CaaP ^ s Ox!, Calculated C: .94, H: 6. S8, K: 2.22

 Measured value C: S3.1S, H: 7.01, K: 2.05

D (1 6 4) 3—Doxy I S —Ep 1 4 1 0—m—C 3 Mouth Benzoylup G G aconin physical properties and analytical data

 1) Sexual dissolution

 Colored amorphous powder, ether, black

0 Soluble in benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and insoluble in hexane and water.

 2} Infrared absorption spectrum (KBr) analysis

1715 en Factory ¹ shows the maximum absorption.

 δ 3) UV absorption spectrum (Ethanol) analysis

g? 5 ^: (log ε) nm = 231 (4.09), 280 (3.25), 28S

 (2.22)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (δ, ΡΡΒ).

 0 7.97-7.30 (5Η, m) (m--H of macro-benzoyl group)

 5.39 (1Η, ό, J = 5.0 Hz) (1 4th P H)

 3. SI (3H, s) (H of the 1,6-, 1-S, and 18-position methoxy groups)

 3.30 (3H, s) (same as above)

δ 3.27 (3H, s) (same as above) 3.25 (3K, ≤; same as above)

1.04 (3H, t, J = 7.0 Hz) (K- H of the two chill methylation) 5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the following signals (S, ppm) c

 211.6 (C of the carbonyl at position 15)

 165.1 (C of m-chloro □ carbonyl of benzoyl group) 131.8, 129.7, 129.5, 135.0 128.4 (C of κ-cyclobenzoyl group)

86.2, 85.0, S3.7, 80.2, 78.4, 77.4, (16, i,

 6,18,14,13 position C) 62.3,59.2,57.8,56.0 (16,18,6,1 position methoxy group C)

 49.0: C of 12-tyl methylene

 13.5 (K-C2-methyl)

6) Mass vector analysis

 m / Z-603, 605 (M ')

7) Elemental analysis

C ₃₂ H _4Z NC _B C1, Total value C: 63.62, H: 7.01, N: 2.32 Observed value C: 63.41, H: 6.94, N: 2.22 (1 65) 3 —Deoxy 1 6 —Epi 1 4-0 — Physical properties and analytical data

1) Properties and solubility

Colorless, non-crystalline powder, soluble in ether, cross-linked form, benzene, ethanol, methanol, dityl acetate, pyridin, dimethyl sulfoxide, hexane, water Not It is soluble.

 2; Infrared absorption vector (K £ r) analysis

_C shows the maximum absorption in I71S CE ^_i

3) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 Indicate the following signonole (δ, ppm)

 5.20 (1H, d.J = 5.C Rz) (PH at 14th position) o.BO C3K, s) (I..6, 16 and 1H at methoxy group at S position)

S.30 (3H _: s) (same as above)

 3.24 (6E, s; (on j)

 1.05 (3H, t, J = 7.0 Hz) (H of methyl of N-ethyl) 2.05 (3K, s) (Η of methyl of acetyl group)

} ¹³ C nuclear magnetic resonance spectrum showing the (CDC 1 ₃₎ Analysis The following Shigunasore (S, ppm).

211.6 (C in carbonyl at position 1-5)

 171.2 (C in carbonyl of acetyl group)

86.3, 8δ.1, 83.5, 80.3, 78.4, 77.2 (16, I,

 6,18,1,1,3 position C) 62.4,55.1,57., 56.0 (16,18,6,1 position methoxy group C)

 49.1 C in ethyl methylene)

13.2 (K-ethyl methyl C)

21.4 (C of methyl acetyl group)

 ) Quantity vector analysis

m / z 507 (Μ ') C ¾ QJ

6) Elemental analysis

C _{: 7} K ₉₁ NG _e , Calculated C: 6Z.S9, Η: δ.14, N: 2.76 Observed C: 64.1], Η: δ.36, Κ: 2.δ 1

 (1 6 6) 3 — Doxy 16 — 2 pcs 1 4 1 Ο — Physical properties and analytical data of methyl aconine

 1) Properties and solubility

 Colorless, non-crystalline powder, soluble in ether, black mouth form, benzene, ethanol, methanol, dityl acetate, pyridin, dimethyl sulfoxide, and hexane , Water is not 0 瑢.

 2) Infrared absorption spectrum (KBr) analysis

1711 cnT ¹ shows the absorption maximum.

3) ¹ H nuclear magnetic resonance spectra (showing the CDC 1 ₃₎ Analysis The following Shi Gunaru (S, ppm).

5 3.81 (3K, ε) (H of the methoxy group at the 1, S, 1S, 18 and 14 positions)

 3.30 (3Η, s) (same as above)

 3.27 (3Κ, s) (same as above)

 3.26 (3H, ε) (same as above)

0 33..338δ ((33HΗ ,, ss)) (same as above)

1.05 (3H, J = 7.0 Hz .) (H methyl of K one Echiru) 4) ¹³ C nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

 The following signal is shown (δ, ppm).

 211.6 (C of the carbonyl at position 15)

δ 86.2, 85.1, S3.6, 80.2, 78.5, 77.3 (16, 1, 6, I 5, 14, IS rank £ 2.5, 56.1, 5 £ .1, 57. S, 55.0 (16, IS, 2,4,

 6, C 1 of the methoxy group at position 1) 49.1 (K—C of nityl methylene)

 iS.3 (I—C for dityl methyl)

 δ] mass spectrum analysis

 m / ζ 4? £ (Μ ')

 6) Elemental analysis

C ₂₆ K _4a K0 ₇ , Min C: 65. II, K: 8.62, K: 2.S2

 Measured value C: S5.3C, H: 8.51,: a.0i

 (1 6 7) K—Desunitil— K-Penzoyl 3 —Doxy 1 S—Dipyrro-diesaninitin

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, alcohol, benzene, ethanol, methanol. Dityl acetate, pyridine, dimethyl sulfoxide, hexane, water It is impossible.

 2) Red parallel absorption spectrum (KBr) analysis

The maximum absorption is shown at 1711 and 1653 cm- ¹ .

 3) UV absorption spectrum (Ethanol) analysis

 m a (log ε) nn = 231 (4.10), 258 (4.03)

 4) Analysis of nuclear magnetic resonance spectrum (CDC13)

 The following signals are shown (S, ppm).

7.83 (2K, d, J = 8.9) (H of anisyl group) 6.94 (2H, ό, J = 8.9) (same as above)

 7.82-7. G9 (5H, η,) (Η of the benzoyl group)

 5.40 (1 Η, d, «] = 5.0 Kz) (1/4 位 4)

 2.80 (3t ;, s) (Η of the 1,6-, 16- and 18-position methoxy groups)

 3.30 (3 G :, s) (Same as above)

 3.26 (6Η, s) (same as above)

 3.87 (3Η, ε) (Η of methoxy group)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 Shows the following signal (δ, ppm) c

 211.6 (1 in the power of No. 5 C)

 166.0, 165.7 (C of carbonyl)

 86.1, S3, δ, 82.0, 80.3, 78.2, 77.5 16, 6,

 1, 18, I 4 13 C in position 3) 62.3, 59.2, 57.8, 56.0 (16, I S 6, C in position 1 methoxy group)

 55.4 (C of methoxy group)

 164.0, 131.δ, 121.6, 113.8 (C of anisyl group) 133.2, 129.8, 129.5, 128.3 (C of benzoyl group) 6) Mass spectrum analysis

 m / ζ 6/0 (M ')

7) Elemental analysis

_{C 3 B H 4 S 0 lo} , Calculated C: 67.54, H: 6.71, K: 2.07

Measured value: C: S7.66, H: 6.52, N: 1.95 (1 6 8) N—desnityl-N—propyl-1-3-deki (S 36 S

Sea i S Nib Pirodi Saconitin

 1) Properties and solubility

 A colorless, amorphous powder that is soluble in ether, cocoform, benzene, ethanol, methanol, ethyl acetate, pyridin, and dimethyl sulfoxide and is insoluble in hexane and water. It is soluble.

 2) Red parallel absorption spectrum (K 3 r) analysis

Shows absorption maximum at 171 cm ¹

 3) Purple ray absorption spectrum (Ethanol) analysis

 g? 5 "(log ε) nm = 258 (4.01)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Shows the next sign (5, ppm)

 7.94 (2H, d, J = S.9) (H of anisyl group)

 ε.94 (2Η, d, J = 8.9) (same as above)

 5.40 (lh ', a, J = 5.0 Kz) (14th H)

 3. SO (3h \ s) (H of 1,6-, 16- and 18-position methoxy group)

 3.3G (3H, s) (same as above)

 3.26 (6K, s) (same as above)

_{1.10 (3H f t, J =} 7.0 Rz) - H of propyl _{methyl) 3.S7 (3K; s) (} H eye Bok sheet of Anisoiru group)

) ^iS C nuclear magnetic resonance spectrum (CDC i ₃ ) analysis shows the following signals (δ, PPIL) _C

211.6 (C of the carbonyl at position 15) 166.0 (force of the anisol group C of the relay)

 164. C, 131.6,: 2i.5, 1 IS.7 (anisole group C)

86.2, δδ.I, S3.5, 8G.2, 72, 77.4 (16, I,

 6, 18, 14, 13 C)

62.3, 59.4, 57.9, 56.0 (C of the methoxy group at the 16th, 18th, 6th and 1st positions)

 55.4 (Mechanism of anisyl group C)

 13.0 (Κ 一 ブ □ Pill's Mechinore C)

 6) Mass spectrum analysis

 / ζ 613 (')

 7) Elemental analysis

C ₃₄ H ₄ 7 0 _3, Calcd C: 66.54, H: 7.72, N: 2.2δ

 旲 Measured value C: 66.74, H: 7.65, N: 2.20

(1 6 9) Is— —Desnitir-N—Acetyl-3—Deoxy 16—Epi-pi π-Diesaninitin Physical Properties and Analysis Data

 1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, cyclopiform, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and hexane, Insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 1715, 1654 cm- ⁵ .

 3) UV absorption spectrum (Ethanol) analysis

¾? !? (log E) nm = 258 (4.02) 4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (δ, ppm).

 7.95 (2H, d, J = 8.9Hz) (H of anisyl group)

 6.96 (2H, d, J = 8.9Hz) (same as above)

 5.41 (1H, d, J = 5.0 Hz) (1 4th P H)

 3. SI (3H, s) (1, 6, IS and H of the 18-position methoxy group)

 3.30 (3H, s) (same as above)

 3.26 (3H, s) (same as above)

 33..2255 ((33HH ,, ss)) (same as above)

 2.32 C3H, s) (H of methyl acetyl group)

 3.87 (3H, s) (H of methoxy group of anisoilyl group)

5) ^I2 C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 211.5 (1-5 position carbonyl C)

 171.4 (C in carbonyl of acetyl group)

 166.0 (C of carbonyl group of anisyl group)

 164.1, 131. S, 121.6, 113.8 (C of anisoil group)

86.2, 83.4, 82.0, 80.3, 78.2, 77.3 (16, 6,

 C at 1st, 18th, 14th, 13th position)

52.3, 59.4, 57.9, 56.0 (C of methoxy group at 1, 6, 18, 6, 1)

 55.4 (C of anisoilyl methoxy)

 21.1 (N-acetyl methyl C)

 6) Mass spectrum analysis

New paper m / z 613 (M

 T) Elemental analysis

_{C 3 3 H 43 N0 1 D} , Calculated C: 64.59, H: 7.06, N: 2.28

 Measured value C: 64.41, K: 7.00, N: 2.35 (17 0) 3, 1 3 —

〇1 m—Physical properties and analytical data of croco-benzo-loop aconine

 Ϊ) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, form C, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and hexane, Insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

1715 cur ¹ shows the maximum absorption.

 3) Ultraviolet absorption spectrum (ethanol) analysis m? X (log £) nm = 231 (4.09), 280 (3.29), 289

 (3.22)

4) Nuclear magnetic resonance Svetlana-vector (CDC 1 ₃₎ Analysis

 Indicates the following signal (S, ppm) c

 7.96-7.35 (5K, m) (m—H of black benzoyl group) δ.δθ (1H, t, J = 5.0 Hz) (14th P H)

 3.63 (3H, s) (H of the methoxy group at the 1, 6, 6, 16 and 18 positions)

 3.30 (3H, s) (same as above)

3.27 (3H, s) (same as above) 3.25 (3K, s) (on WJ)

1 · & 4 (H of K- methyl Echiru) (3Η, t, J = 7.0 Hz) δ) 13 C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signazoles are shown (δ, ppm).

 211.6 (C of the carbonyl at position 15)

 165.0 (C of carbon benzoyl group of IE-cyclo benzoyl group) 131.8, 128.7, 129.5, 135.0, 128.4 (C of m-chloro benzoyl group)

85.2, 85. G, 83.7, 80, 2, 78.4 (16, 1, 6, 18,

 1 4 C)

 61.1, 59.2, 57.fi, 56.0 (C of 16th, 18th, 6th, 1st methoxy group)

 49.0 (M—ethyl methylene C)

 13.4 (K-ethyl methyl C)

 S) Mass spectrum analysis

 m / z 587, 589 (M *)

7) Elemental analysis

C ₃₂ H ₄₂ N0 _T C1, Calculated value C: 65.35, H: 7.20, N: 2.38

 Measured value: C: 65,51, H: 7.25,: 2.09 (17 1) 3,1 3—Dideoxy I S —Epi 1 4-

Physical properties and analytical data of 0-acetyl-pi aconine 1) Properties and lysing properties

A colorless, amorphous powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl acetate, pyridin, and dimethyl sulfoxide, and is insoluble in hexane and water. It is soluble.

 2) Infrared absorption vector (KBr) decaying

171S ca- ¹ shows the maximum absorption.

3) E ^ nuclear magnetic resonance spelling click preparative Le (CDC 1 ₃₎ Analysis

 Shows the following signonole (δ, ppm)

 5.38 (1K, t, J = 5.0 Kz) (14th P H)

 3.6δ (3H, ε) (H of methoxy group at 1, 6, 16 and 18)

 3.30 (3H, ε) (same as above)

 3.2δ (6Η, ε) (same as above)

 1.05 (3Κ.t, J = 7.0 Hz) (N — H of methyl methyl) 2.05 (3H, s) (H of methyl methyl acetyl)

4) ³³ C nuclear magnetic resonance spelling click preparative Le (CD C. 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 211.6 (C of the carbonyl at position 15)

 171.2 (C of carbyl acetyl group)

 85.3, 65.1, 83.5, 80.3, 78.4 (16, 1, 6, 18

 , 14-position C) 61.4, 58.1, 57.9, 56.0 (16-, 18-, 6-, 1-position methoxy group C)

 4S.1 (N — C for ethyl methylene)

 13.1 (Ι \ · — methyl's methyl C)

 21.4 (C of methyl of acetyl group)

 5) Mass spectrum analysis

m / ζ 49) (M ') S element

C ₂ , H ₄₁ NC ₇ , Measured value C: S5.9S, K: 8.i, K: 2. £ 5

 Observed value C: 56.26, K: 8.55,: 2.97 (17 2) S, 13-didoxy 16-2-bi 14-0-methyl-Bicaconin physical value and analytical data

1) Solubility and solubility

 A colorless, non-crystalline powder that is soluble in Nietel, cocoa ^: form, benzene, ethanol, methanol, nitryl acetate, pyridin, dimethyl sulfoxide, hexane, and water. Insoluble in

 2) Infrared absorption spectrum (KBr) analysis

1711 c — _c showing the absorption maximum at ¹

S> ¹ H nuclear magnetic resonance spectrum (CD C. 1377 _III .

 The following signals are shown (S, ρρπι).

3.00 (3H _? S) ((of the 1,6-, 16-, 18-, and 14-position methoxy groups)

 3.30 (3R, s) (same as above)

 3.27 (3Κ, ε) (same as above)

3.26 (3H _r s) (same as above)

 3.38 (3Η, s) (same as above)

1.05 (3H, t, J = 7.0 Hz.) (N- H of methyl Echiru)) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ shows an analysis following signals (S, ppm).

 211.6 (C of the carbonyl at position 15)

85.2, 85.0, 83.6, SO.2, 78.6 (16, I, 6, 18, (S 4 S)

14th place C.)

 61.3, 59.1, 58. I, 57. S, 56.0 (16, I S, 14,

 6, 1-position methoxy group C) 49,0 —ethyl methylene C)

 13.2 (I-ethyl methyl C)

 5) Mass spectrum analysis

 m / z 463 (M)

6) Elemental analysis

C _{Z 6} Η _¾1 ΝΟ _ε , Calculated value C: 67.36, Η: δ.91, Κ: 3.02

 Measured value: C: 67.41, H: 9.02, Ν: 2.89

 (1 7 3) デ ス-desethyl-Ν-benzoyl-3, 13-dideoxy-16-eppyro-dizinosaconitine Physical properties and analytical data

 1) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, π-form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

 2) Infrared absorption spectrum (KBr) analysis

1711, 1653 _c indicating the maximum absorption in cnt ¹

 3) UV absorption spectrum (Ethanol) analysis

 ^ m? (log ε) nm = 231 (4.10), 258 (4.03)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 ? And the signal of (δ, ppm).

7.94 (2H, d, J = 8.9) (H of anisyl group) (S 44)

6.94 (2K, d, J = 8.3) (same as above)

 7.81-7.10 (5K, m) (H of benzoyl group)

 5.45 (IK.t: J = 5.0 Hz) (14th jS H)

2.65 (3E, s) (Η of the methoxy group δ at positions 1, 6, 1 S and 18)

 3.30 (3K, s) (same as above)

 3.25 (6K, s) (same as above)

3.87 (3H, s) (H of the methoxy group of anisyl group) 5) ¹ : 'C nuclear magnetic spectrum (CDC i ₃ )

Shows 10th order signal (S, ppm) _c

 211.6 (C of the carbonyl at position 15)

 166.0, 165.7 (C of carbonyl)

 85. »83.5, S2.0, 80.2, 78.2 (16.6, 1, 16

 14 C at position 4). 5 61.2, 59.0, 57.8, 55.0 (C at the methoxy group at positions 16, 18, 6, and 1)

55.4 (C of anisoilyl methoxy)

 164.0, 131.8, 121.6, 113.8 (C of anisyl group) 133.2, 129. &, 129.5, 128.3 (C of benzoyl group) 0 S) Contribution spectrum analysis

m / z 659 (M ⁴ )

 7) Elemental analysis

C _{3 S} : _{4 S} 0 ₃ , Calculated: C: SS.18, H: 6.87, ： 2.12 Measured C: 6S.2G, H: 6.69, N: 2.01

5 (1 7 4) K-desuechiru Koop C! Pill—3, 1 3- Didoxy 1S — Physical properties and analytical data of bpico disaconitin

 1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in Nitel, black mouth form, benzene, ethanol, methanol, ethyl acetate, pyridine, dimethyl sulfoxide, and hexane, Insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

1715 CB- ¹ shows the maximum absorption.

3) Ultraviolet absorption spectrum (Ethanol)

 λ ¾ (log ε) nm = 258 (4.01)

4) ¹ H nuclear magnetic resonance spelling click preparative Le (CDC 1 ₃₎ Analysis

 The following signal is shown (δ, ppm).

 7.9 (2K, d, J = 8.9) (H of anisole group)

 6.95 (2H, d, J = 8.9) (same as above)

 5.46 (1H, J = 5.0 Hz) (14th SH)

 3.64 (3H, s) (H of the methoxy group at the 1, 6, 16 and 18 positions)

 3.30 (3H, s) (same as above)

 3.26 (6H, s) (same as above)

 1.10 (3H, t, J = 7.0 Hz) (N—H of methyl in propyl) 3.87 (3H, ε) (Η of methoxy group)

5) ¹³ C nuclear magnetic resonance spelling click preparative Le (CDC 1 ₃₎ Analysis

 The following signal is shown (δ, ppm).

211.6 (1 in the power of No. 5 C) 156.0 (C of the carbonyl of Anisir's tomb)

_{. Ϊ64 C;:.. 21} 121.5, 115.8 ( Anisoiru group C)

S5.4, δ 5.1.S3.5, 80.0, 78.4 (16, I, 6, ISS.

 I C4)

61.3 _; 59.δ, 57.5, 56.0 (C of the methoxy group at the 16th, 18th, 6th, 1st position)

 55.4 (Me of anisonol group: ^ C of C)

 13.0 (? -Propyl methyl C)

 δ) Mass spectrum prayer

 m / 597 597

 7) Elemental analysis

C ₃ * K _i7 KO _s , Calculated C: 6S.22, H: 7.93, N: 2.34

 Observed value C: 68.01, Κ: δ.16, X: 2.16

 (175); Physical properties and analytical data of Ν-desnitil-I-acetyl-3,13-didequin-1 16-dipyrodi-saconitine

1) Plug ^ and solubility

 A colorless, non-crystalline plug powder that is soluble in Nietel, cocolform, benzene, ethanol, methanol, nitrile sulphate, pyridin, dimethinoresulfoxide, and insoluble in hexane and water. It is.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715, 1654 cm- ¹ .

 3} Analysis of absorption spectrum of ultraviolet rays (Ethanol)

¾ f? (log ε) n = 258 (4.02) ) ¹ H. NMR space-vector (C. C 1 ₃₎ shows an analysis following signals (S, ppE).

 7.96 (2K, d, J = δ .9) (Η ソ ァ ァ)

 6.96 (2Κ, d, J = 8.9) (same as above)

 5.46 (1H, then, J = 5.0 Hz) (14th place / 511)

 3.64 (3H, s) (H in the 1,6-, 16-, and 18-position methoxy groups)

 3.30 (3H, s) (same as above)

 3.26 (3H, s) (same as above)

 33..2255 ((33HH ,, sε)) (as above)

 2.30 (3Η, s) (H of methyl acetyl group)

 3.87 (3H, ε) (Η of methoxy group)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ρριη).

 211.5 (C of the carbonyl at position 15)

 171.4 (C in carbonyl of acetyl group)

 166.0 (C in canoleboninole of anisol group)

 164.1, 131.8, 121.6, 113.8 (C of anisoil group) 85.4, 83.4, 82.0, 80.2, 78.0 (16, 6, 1, 18,

 14 C)

 6i.3, 58., 57.9, 56..0 (C of the methoxy group at the 16, 16, 18 and 6 positions)

55.4 (C of methoxy group)

 21.1 (K—methyl acetyl C)

S) K content spectrum analysis 34 6:

m / ∑58: (M ■)

 7} Element analysis

C _{3 3} U0 _3, Calculated _{C: SS.3I, H: 7.25 f} K: 2.34

 Measured value: C: 6S.5i, H: 7.20, K: 2.2S (1776) デ ス —desnityl: 1 (2-methyltetrahydros s phenolic furyl) 1 8—Doxy 1 1 4 1 0— Physical properties and analytical data of anisoluaconin

 I) Properties and solubility

 It is a colorless, non-bonded powder that is soluble in Nietel, penta-forma, benzene, ethanol, methanol, dityl acetate, pyridin, dimethyl sulfoxide, and hexane, Insoluble in water.

 2) Infrared absorption spectrum (KBr;

1715 cnT ¹ shows the absorption maximum.

3) Shikotan absorption spectrum (Nitanol) analysis

 Λ g? ? (log ε) n = 258 (4.01)

4} ¹ H nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 7.98 (2H, ci, J = 8.9) (H of anisyl group)

 6.94 (2H, d, J = S.9) (same as above)

 4.93 (IK, d, J = 5.0 Hz.) (14th H)

 3.69 (3K, s) (H of the methoxy group at positions 1, e, 16 and 18)

 3.30 (3H, s) (same as above)

3.29 (3K, s) (same as above) 3.25 (3K _? S) (same as above)

 3.87 (3 to :, s) (Mechanism of anisole group H)

 1.52 (3H, ε) (Methanor of tetrahydrofurfuryl group

 Κ)

5) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 Indicates the following signal (S, ppm)

 155.8 (Carboninole C. in anisole group)

 153.7, 131.8, 121.1, 113. S (C of the anisole group) 94.2, S 5.0, 83.7, 80.2. 77.5, 75.1, 72.3, 72.0 (16.6, 1, 14, 14, 18, 1 3, 15th, 3rd C)

61.9, 59.0, 57.9, 56.0 (C. of the methoxy group at position 16, 16, 18, 6, 1)

 55.4 (C. of anisole-based methkin)

 21.5 (2—Metilte)

 C)

 S) Pokémon spectrum prayer

 m / z 687 (M

7) Elemental analysis

Ca T Hs s O ^, Min C: 64.61, H: 7.77 _y K: 2.04

 Measured value C: 64.4S, Η: 7.69, Ν: 2.11

(1 7 7) Ν—desethyl Ν— (2—methyl dihydrofurfuryl) 1-3,8—dideoxy 14-4-0—Physical properties and analysis of anisolylaconine data

 1) Properties and solubility

Colorless non-crystalline powder, ether, black It is soluble in benzene, ethanol, methanol, dityl acetate, pyridin and dimethyl sulfoxide, and insoluble in hexane and water.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm ¹ .

S) Ultraviolet absorption spectrum (Ethanol) analysis

 λ 1ί f (log ε) nn = 258 (4. Gi)

4) ¹ H nuclear air resonance scan Bae click 'Le (CDCI ₃₎ Analysis

 Indicate the following signonole (δ, ppm)

 7.99 (2K, d, J = S.8> (H of anisyl group)

 6.94 (2K, d, J-S.9) (same as above)

 4.95 (1R. A, J = 5.0 Hz) (i 4th H)

 3.70 (3H, s) (H of the methoxy group at the I, 6, 1S and 18 positions)

 3.30 (3K, s) ί ί¾ Top)

 S.2 & (3K, s) (same as above)

 S.23 (3K, s) (same as above)

 3. ST (3H, ε} (Η of anisoilyl methoxy)

 1.52 (3Κ, s) (の of methyl of tetrahydrofurfurfuryl group)

) ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

? (Δ, ppm).

155.9 (C of carbonyl group of anisyl group)

153.7, 131.8, 122.2, 113.7 (C of anisoil group) 94.3, 86.0, 85.1, S2.1, 80.0, 75.3, 72.1, 72.0 (C of 16th, 6th, 1st, 18th, 14th, 14th, 13th, and 15th positions) 61.7, 59.0, 58.0, 56.0

 55.4 (C of methoxy group)

 21.5 (2 — Methinolete

C)

 6) Mass spectrum analysis

m / 2 671 (M ⁴ )

 7) Elemental analysis

C ₃₇ H _{S 3} N0 _lo , Calculated C: 66.15, H: 7.95, N: 2.08

 Measured value: C: 65.89, H: 7.72, N: 1.98 (1 78) K-desnitir-N — (2—Metilte c-Fr-Finore) 1-3,8,1 3—Tride XY 14-0-Physical properties and analytical data of anisolylaconine 1) Properties and solubility

 Colorless non-crystalline powder, soluble in ether, π-form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, water It is a feast.

2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

3) UV absorption spectrum (ethanol) analysis

 λ ¾? (log ε) nm = 257 (4.01)

4) ¹ H nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

Show the next signal (S, _pPD1 ) _c 7.9B (2K, c, J = 8.9 (H of anisyl group)

 6.97 (2K, d, J = S.S) (same as above)

 5.06 (1H, t, J = 4.8 Hz) (1 4th βH)

 3.69 (3K, s) (H of the methoxy group at I, 6, 16 and 18)

 3.31 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

 3.24 (3R, s) (same as above)

 S.87 (3H, s) (Methanoxy of anisole group) Ι.5δ1ΐ ((33KK ,, sε)) (methyl of tetrahydrofurfurfuryl group)

Η)

[delta]) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 166.0 (C of carbonyl group of anisyl group)

 163.6, 131.8, 122.2, 113.7 (C of anisoilyl group)

94.3, 86.2, 85.1, 82.0, 80.0, 72.1 (16, 1, 6,

 18, 14, 15 position C) 59.3 „58.8, 57.9, 56.0 (18, 16, 6, 1 position methoxy group C)

 55.4 (C of anisoilyl methoxy)

 21.5 (2-Methyltetrahydrofurfuryl methyl C)

 6) Mass spectrum analysis

 m / z 65ο (Μ)

7) Elemental analysis C ₃₇ K _{S 3} ivC ₉ , Calculated C: 67.76, H: & 15, K: 2.1 Actual C: 67.S1, H: 8.13, N: 2.05

 (1 7 9) K-Deschinorelay N-(2-Methylte Trahid, Furfuryl) 1 14-0-Physical property value and divine prayer data

I) Properties and solubility

 A colorless, non-crystalline powder that is soluble in ether, glass form, benzene, ethanol, methanol, ethyl acetate, pyridin, dimethyl sulfoxide, and hexane. Insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

The maximum of absorption is shown at ¹ at 1715 cm.

3) Ultraviolet absorption spectrum (ethanol) separation λ ¾? ! ? (log £) nm = 258 (4.02)

Nuclear magnetic resonance space-vector (C 'DC 1 ₃₎ shows an analysis following Shi Gunaru (δ, PPIE) _C

 7.99 (2H, d, J = 8.9) (H of anisyl group)

 6.95 (2h ', d, J = 8.9) (same as above)

 4.96 (1H, d, J = 5.0 Hz) (14th place | 9H)

 3.69 (3H, s) (H of the methoxy group at positions 1, 66 and 18)

 3.30 (3H, s) (same as above)

 3.29 (3H, s) (same as above)

 3.24 (3H, s) (same as above)

3.87 (3K, s) (H in the methoxy group) 1.51 (3H, s) (K of methyl of tetrahydrofurfurinole group)

5) ⁱ³ C nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 166.0 (C of carbonyl group of anisyl group)

 163.6, 131.7, 122.1, 113.8 (C of anisoil group) 90.8, 83.6, 82.3, 81.8, 79.5, 78.5, 77.2, 7U, 72.0 (16, 6, 1, 1, 15, 14, 8, 8, 18, 1 3,

 3rd place C)

 61.8, 59.1, 58.0, 56.1 (C of the methoxy group at the 16th, 18th, 6th, and 1st positions)

 55.4 (C of anisoilyl methoxy)

 21.6 (2-methyltetrahydro □

 C)

 S) Mass spectrum analysis

 / z 703 (M

 7) Elemental analysis

C ₃₇ H _{S 3} N0i _Z , Calculated C: 63.14, H: 7.59, N: 1.99

 Measured value C: S3.02, H: 7.65, N: 2.08

 (180) N-desethyl-N- (2-methyltetrahydrofurfurfuryl) 1-3-doxy14-anisoyl Physical properties and analytical data of ruaconin

1) Properties and solubility

It is a colorless, non-crystalline powder with the following properties: Nietel, black mouth form, benzene, ethanol paste, ethanol paste, ethyl ethyl sulphate, pyridine Soluble in hexane, dimethyl sulfoxide and insoluble in hexane and water _c

2) Infrared absorption spectrum (KBr) analysis-1715 CK- ¹ shows the maximum absorption.

 3} Purple absorption spectrum (Ethanol) analysis λ ^ (log t) nm = 258 (4.02)

4) ¹ Ή NMR spectrum (CD C. 1 ₃₎ Analysis

 Indicates the next signal '(δ ppm)

 δ .00 (2Κ, d, J = 8.9) (H of anisole group)

 6.94 (2H d. J = 8.9) (same as above)

 4.98 (1H d J = 5.0 Hz) (14th P H)

 3.70 (3K s) (H of methoxy group at 1, 66 and 18)

 s) (same as above, s) (same as above)

 s) (same as above)

s) (H of the methoxy group)

s) (tetramethyl α-furfuryl group methyl

 Η)

5) '- ² C nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

 Indicates the following signal (S ppm)

 165.9 (C of anisolyl group)

163.6 131.8, 122.1, 113.S (C of anisole group) 90.8, 85., 83.3, 81.0, 79.S, 79.5, 78.6, 75.0 (16, 1, 6, 1 8 1 3 1 5 1 4, 8 1 3rd (s 5 e)

C)

_{61.7. 59. G r 58.0, 56.1} (1 S, 1 8, 6, C of 1-position of main butoxy group)

 55.4 (C of anisoilyl methoxy)

 21.4 (2-Methyltetrahydrofurfuryl methyl C)

 6) Maple spectrum analysis

 m / z 687 (M ')

 7) Elemental analysis

 C ^ KssNO ^, Calculated C: 64.61, Η: 7.77,: 2.04

 Measured value: C: 64.43, H: 7.92,: 1.87

 (18 1) N-desethyl-N- (2-methyltetrahydrofurfurfuryl) 1-3,13-dideoxy14_0-anisoila = physical properties and analytical data

 I} Properties and solubility

 A colorless, non-crystalline plug powder that is soluble in ether, black form, benzene, ethanol, methanol, ethyl sulphate, pyridin, dimethylszolefoxide, hexane, Insoluble in water.

 ) Red parallel absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

S) Ultraviolet absorption spectrum (Ethanol) analysis

 λ ¾ (log £) nm = 258 (4.01)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ minute prayer

The following signals are shown (δ, ρρπι). 7.99 (2d ;, d, J = S.9) (H of anisole group)

 6.95 (2t ;, d, J = £ .9) (Id.)

 5.08 (IK, t, J = 4.δ Hz) (14th βH)

 3.67 (3H, s) (Η of the methoxy group at positions I, 6, 16, and 18)

 3.30 (3H, s) (same as above)

 3.29 (3K, ε) (same as above)

 3.24 (3Η, s) (same as above)

 3.87 (3Κ, s) (Η of the methoxy group)

 11..5522 ((33ΗΗ ,, ss)) (methyl of tetrahydrofuryl

 H)

5) ¹³ C nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

 The following signal is shown (5, ppm).

 165.8 (power of anisol group C of norebonyl)

 163.6, 131.8, 122.2, 113.7 (C of anisyl group)

89.8, 85.3, 83.4, 81.4, 79.8, 78.6, 77.4 (16,

 59.1, 57.9, 57.5, δδ.9 (18, 16, 6, 6 and C of the methoxy group at 1st position) C, at 1,6,18,15,8,14 position

 55.4 (C in the methoxy group)

 21.5 (2—Metilte

 C)

 6) Mass spectrum analysis

 m / ζ 671 (M

7) Elemental analysis (S 58)

This r ₃ K. , Min 0: 5ε.: Ί5, Κ: 7.δδ, Ν: 2.0δ

 Real value c: ss., Ρ ;: ε.iε, κ: ι.99

(1 8 2) Ν —Desnitilous; — (2—Methyltetrahydrofurfurfuryl) 1 1 S —2P 8 —Doxy 14 -C′—Anisoyl aconin

1) Properties ^ and solubility

 Colorless, non-crystalline powder, soluble in ether, black form, benzene, titanium, methanol, dityl acetate, pyridin, dimethyl sulfoxide, hexane, water Insoluble in

 2) Absorption spectrum (KBr) analysis

 1715 ciL— shows maximum absorption

 3 Purple ray absorption spectrum (Nita Nor)

 m? (log ε) nn. = 258 (4.02)

4) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.9S (2H, d, J = S.8) (H of anisyl group)

 6.94 (2H, d, J = S.9) (same as above)

 5.12 (1H, d, J = 5.0 Hz) (1 4th / 3H)

 3.84 (3H, s) (H of 1,6-, 16- and 18-position methoxy group)

 3.30 (3H, s) (same as above)

 3.29 (3H, ε)

 3.24 (3H, s)

3.87 (3H, s) (H of methoxy group) 1.52 (3H, s) (亍

Η)

[delta]) ¹³ C nuclear magnetic resonance space-vector (CDC 1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 166.0 (C of carbonyl group of anisole group)

 163.6, 131.8, 122.2, 113.8 (C of anisyl group) 91.2, δδ, 1, 83.6, 80.2 .. 77.5, 76.0, 72.3, 71.9 (16, 6, 1, 14, 18, 18 3,2,59.1,57.9,56.1 (C of 16th, 18th, 6th, 1st methoxy group)

 55.4 (C in the methoxy group)

 21.5 (2-Methinolete

 C)

 6) Analyzing the spectrum

 m / z 6S7 (M "

 (18 3) N—desnitirou N— (2—methyltetrahydrofurfuryl) 1 16—appe 3,8—dideoxy 14 4-0—of anisole Physical property value and analysis data

1) Properties and resolvability

 A colorless, non-crystalline powder that is soluble in ether, crocoform, benzene, ethanol, methanol. Insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ . 3) Purple ^ -ray absorption spectrum (Nitanol) analysis

;. N-f ε 'χ (log ε) ηπ, = 2οο (4. Οι

) Nuclear magnetic spectrum (CDC i ₃ ) The following signal is shown (δ, ppm)

 7.98 (2K, c, J = 8.9) (H of anisyl group)

 6.94 (2K, d, J = 8.9) (same as above)

 5.14 (IK, ά, J = 5.0 Hz) (14th H)

 & 4 (M, s) (K of methoxy group at 1, 66 and 18)

 3.30 (3H, s) (J)

 3.29 (3H, s) (same as above)

 S.24 (3H, s) (same as above)

 S.87 (311, ε) (H of methoxy group methoxy) i, 5] (3H, s) (Tetrahydrofurfuryl group methyl

 K)

} ¹³ C nuclear magnetic resonance spectrum showing the (CDC 1 ₃₎ amount拆next sheet Gunaru ([delta], ppm)

166. C (C of the carbonyl of the anisole group)

163.6, 131.8, 122.1, 113.8 ( C of Aniso I le group) 91.3, 86.2, S5.0. 82.1 , 80.1, 76.1, 77.2 (1 6, 1, 6 t 1 5, 1 -8, 1 4, 1 3 , 15-position C) 62.1, 59.0, 58. C, 56.0 (16-, 18-, 6-, 1-position methoxy group C)

 55.4 (C of methoxy group)

21.5 (2-Methyltetrahydrofurfuryl methyl Then j

 6) Mass spectrum analysis

 m / z 671 (M "j

 (1 8 4); N—Desunityl-K-1 (2—Metilte trahid c Full furinore) 1-3,8,1 3—Trideoxy 1 4-

物 Physical property values and analytical data of

I) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in ether, black form, benzene, ethanol, methanol, dityl acetate, pyridin, dimethyl sulfoxide, and hexane, Inaccessible to water

 2 Infrared absorption spectrum (KBr) analysis

1715 CE- ¹ shows the absorption maximum.

S) UV absorption spectrum (ethanol) analysis-λ ¾? ? (log ε) ηπι = 2δδ (4.02)

4) ¹ Eta nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 7.99 (2H, d, J = 8.9) (H of anisyl group)

 6.95 (2H, d, J = 8.9) (same as above)

 5.19 (1H, t, J = 4.8 Hz) (1 4th (S Ή)

 3.83 (3H, s) (H of the methoxy group at positions i, 6., 16 and 18)

 3.3G (3H, s) (same as above)

 3.29. (3K, s) (Id.)

3.24 (3t ;, s) (ibid.) Orchid

(362)

3.87 (3E, s) (H of methoxy group)

 1.52 (3K, s ■ (methyl of terahidoni-funorefryl group)

 K)

5 ¹³ C nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 5 Indicates the next signal (S, PPD :).

 1 & C.0 (C of an carbonyl group)

163.5, ISi.S, I2Z.2 _: 113.7 (C of anisole group)-91.4, 86.2, 85.1, 82.C, 80.1, 72.1 (16, 1, 6, 6,

 18, 14, 15 position G) 10 60. i, δδ.δ. 57.9, 56.0 (18, 16, S, 1-position methoxy group C)

 55.4: C of methoxy group)

 21.5 (2—methyl)

 C)

 15 S) Purchase spectrum analysis

 m / z coo (")

 (1 85) S, 13, 15 — Physical Properties and Analytical Data of Tridoxydiene Saconitine

 1) Sex and solubility

 20 Colorless needles with a melting point of 153-154-C, soluble in ether, α-form, benzene, ethanoyl, methanol, ethyl acetate, pyridine, dimethylsolefoxide It is insoluble in hexane and water.

 2) Red ^ -ray absorption spectrum (KBr) analysis

25 1713, 1715 cm- ¹ shows the maximum absorption. 3) UV absorption spectrum (Ethanol) analysis

 λ §Τ? f (log ε) n = 258 (4.02)

4) Nuclear magnetic resonance scan Bae-vector (CDC 1 ₃₎ Analysis

 The following signal is shown (S, ppffi).

 8.00 '(2H, d, J = 8.9 Hz) (H at Anisir's tomb) 6.90 (2H, d, J = 8.9 Hz) (ibid.)

 5.04 (1H, t, J = 4.δ Hz) (1 4th P H)

 3.85 (3H, s) (H of methoxy of anisoilyl group)

3.37 (3H, ε) (H of methoxy group 0 at positions 1, 66 and 18)

 3.28 (3H, s) (same as above)

 3.26 (3K, s) (same as above)

 3.17 (3H, s) {on m)

1.08 (3Η, ΐ, J = 7.1 Hz) (N- main H chill of Echiru) [delta] 5) Nuclear magnetic resonance spectrum (CDC 1 ₃₎ Analysis

 The following signal is shown (δ, ppiL).

 169. S (C of carbonyl of acetyl group)

 166.2 (C of the carbonyl of the aryl group)

 163.5, 131.8, 123.0, 113.7 (C of anisyl group) 0 δδ.9, 85.1, 83.5, 82.8, 80.4, 75.4 (8, 1, 16,

 6,18,14 position C) 59.1,57.8,56.6,56.0 (18,16,6,1 position methoxy group C)

 55.4 (C of methoxy group)

δ 49.0 (C of methylene in ethylene) 13.4 12-Cylmethyl C)

 21.8 (C- of methyl of acetyl group)

 6) Mass spectral analysis

 m / z 627 (-)

 7) Spectrum analysis of Takanobu Noh Guest House

Calcd _{627.3407 (C 3 S H 49 N0} 9), Found 627.3394 (1 8 6) 1 4 - 〇 one P - click throat base Nzoi Noremesako Nin physical properties and analytical data of - data

I) Solubility

 A colorless, odorless powder, Nitel, black-mouthed form, soluble in benzene, ethanol, methanol, acetone, ethyl acetate, pyridine, dimethyl sulfoxide, hexane, water Is insoluble in =

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1715 cm- ¹ .

 3) Ultraviolet absorption spectrum (Ethanol) analysis

 ¾? ? (log ε) nm = 230 (3.98)

4) Nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis

 The following signal is shown (δ, ppm).

δ.00 (2Η, double line, J = 8.8Hz) ( _P --of α-open benzoyl group) 7.43 (2Η, double 鎳, J = S, 8Hz) (same as above)

 4.S5 (1H, double line, J = 5.4Hz) (14th iS-H)

 S.70 (3H, singlet) (mets at positions 1, 6, 16 and 18)

 H of the xy group)

3.32 (3 g: single line) 3 · 29 (3Η, single line) (same as above)

 24 (3Η, single line) (Ditto :)

 : S8 (3 (, singlet) (Κ-methyl group Η)

[delta]) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ minute prayer follows Signa Honoré - 9 ■ (δ, ppm Bruno.

165.4 (C of P-cyclopentyl carbonyl group) 140.0, 1S1.8, 129.1, 128.4 (C of _P- cyclopi benzoyl group)

 9C.2. 82.9, 81.9, 81.7, 79.4, 78.3, 77.0, 74.4, 71.8 (C in 16th, 1st, 15th, 15th, 14th, 8th, 18th, 13th)

60.5, 59.3. 58.2, 55.9 (C of the methoxy group at the 16th, 18th, 6th and 1st positions)

 42.7 (Κ—C of methyl group)

6) Ε Ι — spectrum analysis

 m / z 623, 625 (M ')

 (1 8 7) 1 4 1 p — Fluo Zoinorea =: Physical properties of nin and analytical data

 1) Sex and solubility

 A colorless, odorless powder that is soluble in ether, chloroform, benzene, ethanol, methanol, acetate, ethyl acetate, pyridine, dimethyl sulfoxide, and Kisane, insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

The maximum absorption is shown at 1725cm- ¹ .

3) Ultraviolet absorption spectrum (Ethanol) analysis (log £) nm = 240 (4.0)

4) Nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 S.00 (2H, doublet, J = S.91Hz) (H of p-fluorobenzoyl group) 7.42 (2H, doublet, J = S.91Hz) (same as above)

 5.G2 (1H, double line, J = 5.2Hz) (l-P in the 4th position)

 3.7S (3H, singlet) (H of the 1, 6 and IS methoxy groups at position 18)

 3.33 (3H, single line) (Same as above)

 3.31 (3H, heavy line) (Same as above)

 3, 23 (3H, single line) (Same as above)

 15 (3H, triplet, J = 7.2Hz) (Ή of methyl of N-ethyl group)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ signaling Le a analysis following _{': -. 3 (S r} ppm).

 164.8 (C of p-fluoro π-benzoyl group) 160.1, 131.0, 126.5, 124.8 (C of p-fluoro benzoyl group)

 90.5, 82.8, S 2., 81.6, 79.5, 78.6, 76.9, 74.4, 71.4 (16, 6, 1, 15, 14, 8, 18, 13,

 3rd place C)

 49.0 (C of N-ethyl group methylene)

 13.1 (N-methyl methyl C)

 6) E I-mass spectrum analysis

 m / z 621 (M ")

(1 8 8) 1 4 1 p-Bromobenzoyl aconine Physical property values and analytical data

1) Properties and solubility

 It is a colorless, non-crystalline powder that is soluble in neether, octaform, benzene, ethanol, methanol, acetone, dityl acetate, pyridine, and dimethylsulfonexoxide, and hexane. , Water resistant.

 2) Infrared absorption spectrum (KEr) analysis

1723cirr ^x shows the maximum absorption.

 3) Ultraviolet absorption spectrum (Ethanol) analysis

λ ¾? ? (log ε

(4.02)

4) Nuclear magnetic resonance space-vector (CDC1 ₃₎ Analysis

Indicates the following signal (S, ppm) _c

 S.04 (2H, doublet, J = (H of p-bumobenzol group)) 7.42 (2H, doublet, J = S.9) (Id.)

 5.04C1H, double wire, J = 5,4Hz) (14th place / 5-H)-

3.72 (3H, singlet) (I, 6, 16 and 18th H of Metkishi Tomb)

 3.30 (3H, single line) (Same as above)

 3.29 (3H, single line) (Same as above)

 3.27 (3H, single line) (Same as above)

1.13 (3 triplet, ^ 7.2112) (N- H of methyl Echiru group) 5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis The following CIGNA les' £ ΤΓ ^ one 3 (ύ, PPD !).

165.0 (C of carbonyl group of ρ-bromobenzoyl group) 140.1, 131.4, 123.2, 128.6 ( _Ρ- bromobenzoyl (366:

Base c)

SO.5 _? 83.2, £ 2.5, δ 1. T. S 0. I ..? S.4 _? 77. C, 74.7, 71.6 (IB, e, 1, I5, 14, S .. IS, IS,

 3rd place C)

59.c, 59.0 ₅ 57.8, 55.6 (C of methoxy group at 1, 18, 6, 1 position)

 49.1 (K of methylene C)

 13.3 (K—C of methyl of nityl group)

 Et al.) EI—mass spectrum analysis

 m / z 6S1, 623 (-)

 (1 8 9) K-Desnityl- 14-P-P-C π mouth Benzonol aconin

 (Ii) solubility

 Colorless, odorous powder, soluble in Neether, crocoform, benzene, nitranol, methanol, acetone, dityl acetate, pyridine, dimethyl sulfoxide, insoluble in hexane and water It is.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1720 cm ^-1 .

S) Ultraviolet absorption spectrum (Ethanol) analysis

m Clog £

(3.98)

4) Oh! 1 nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis

Indicates the following signals (S, PPDI) _C

8. C'2 (2H, double line, J = 8.9Hz) (p-C Ci-open benzoyl group H) 77 (215, double line, J = 8.9Hz) (same as above) 5.01 (1K, double line, J = 5.2Hz) (14th jS-H)

 3.71 (3H, Single :: '(H of the 1, 2,, 2S and 18th methoxy groups)

 3.31 (3K, single line) (Same as above)

 3.30 (3Η, single line) (Same as above)

 3.25 (3Η, heavy line) (as above)

5) ¹³ C nuclear magnetic resonance spelling click preparative Le (CDC1 _3;.) Analysis The following CIGNA Les shown ([delta] P pmc

 165.2 (p-octyl benzoyl group carbonyl C)

0 139.8, 131.6, 129.0, 128.2 -C π mouth benzoyl group C)

 9 G.9, 83.1, 82.5, 81.6, 79.ί>, 76.6, 77.0, 74.4, 71.5

 3rd place C)

5 60.9, 5G.0, 57. S, 55.6 (C of methoxy group at 16th, 18th, 6th, 1st position)

 6) E I-mass spectrum analysis

 m / z 609, 611 (M ")

 (190) 1, 14 4 G 0-Physical properties of acetyl neolin 0 value and analytical data

 1) Solubility

It is a colorless powder that is soluble in ether, k-form, benzene, ethanol, methanol, acetate, ethyl acetate, pyridine, dimethyl sulfoxide, and hexane. Difficult to δ water. 2; infrared absorbing space-vector (CHC 1 ₃₎ amount i

35SC, I72C CDT ¹ shows _c 's maximum

 2} H nuclear magnetic resonance spectrum (CDC) analysis

 Give the next signal (δ, ρρπι)

4.S6 (1H, triple _r J = 4.Sfiz) (1 4 H)

 3G (1H, heavy, J = S. IHz) (i-th H)

 4. II (IK, double line, J = 6.4 Hz)

 5. e3 (lh ', double line, J = £ .1 Rz)

 S.S4 (3K, singlet) (H of methoxy group)

3.3S (3K _r — ¾i ^) (same as above)

 S.27 (3K, single line) (Same as above)

 S.2S 1K, double 檨, J = S.l Hz}

 2.0e (3H, —heavy line ;;

 2 * G2 (3K, single square) (as above)

 1.14 (3H, triplet, J = 7.2 Hz) (1

 H)

4) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis The following signaling Honoré 2: Indicates "" 9 (a, ppm).

 170.4 (C of carbonyl of acetyl group)

 170.1 (same as above)

 83.2, 82.0, 80.2, 77.3, 74.7, 74.0, 63.5 (6,

 16, 18, 14, 8, 1, 17 position C) 59.1, 5S.2, 5S.1 (methoxy group C)

 57.C (1 9th C)

48.3 (K—C of methylene of ethyl group) 21.3, 21.5 (C of methyl of acetyl group)

 15.0 Monoethyl methyl C)

5) E I — mass spectrum analysis

 m / z 521 (M-)

 (1 9 1) 1 4-0-(S — C η π Propioninole) Physical properties and analytical data

 1) Solubility

 It is a colorless powder that is soluble in neether, clog form, benzene, ethanol, methanol, acetate, ethyl acetate, pyridin, dimethyl sulfoxide, hexane, and water. Insoluble.

2) Infrared absorption spectrum (CHC 1 ₃₎ Analysis

1715 CE- ¹ shows the absorption maximum.

3) Nuclear magnetic resonance space-vector (CDC1 ₃₎ Analysis

Shows the following signal (δ, ppDl) _c

 4.8S (1H, double line, J-5.0 Hz) (14th H)

 3.70 (3H, singlet) (H of methoxy at positions 1, 6, 16 and 18)

 3.31 (3H, single line) (Same as above)

 3.30 (3H, single line) (Same as above)

 3.25 (3H, single line) (Same as above)

 4.10 (2H, triplet, J = 7.2 Hz) (3-Crop □ pionyl methylene Η>

 3.47 (2H, triplet, J = 7.2 Hz) (same as above)

11..110G ((33HH, triple triplet line, J = 7,0 Hz) (K methyl ethyl H) 4) ¹⁵ C nuclear magnetic resonance scan Bae-vector (CDCI ₃₎ Analysis The following signaling zone Les ¾: Indicates ^_ 3 ^{(δ, ppni)}

 170 · 2 (C of caneboninole of S-Cocopco pionil) 9 83.4 .. £ 2.3, 79.8, 79.5, 78.5, 77.3, 74.8, 72.C-IS, 6, 1, 1, 15, 14, 8,, IS, 1 3,

 C in S position)

 60.B, 58.1, 58.0, 55.6 (16, I S, 6, C of the 1st methoxy group)

 48. C (— C in Michilen in Nichiru Tomb)

 13. S (K—C of methyl group)

 5) EI single mass spectrum analysis

 m / z 589, 591 (M-)

 (18 2) 14-0-(4 -Hydroxybutyl) -Aconine Physical Properties and Analytical Data-1) Solubility

 It is a colorless powder, soluble in ether, LI mouth form, benzene, ethanol, methanol, acetone, nitryl sulphate, pyridin, dimethyl sulfoxide, and hexane. , Insoluble in water.

2) Akamas ray absorption spectrum (CHC 1 ₃₎ Analysis

The absorption maximum is shown at 3260 cm- ¹ .

S) eh! ! Nuclear璲気resonance scan Bae-vector (CDC1 ₃₎ analysis

 Shows the following signals (δ, ppm)

2. S4 (3H, singlet) (1, 6, IS and H of 18th methoxy) 3. S3 (3H, single line) (E above)

 3.?1 (3K, single line)

 S.2S (3H, single line) (Same as above)

1.1C '(3K, triplet, <] = 7.0 Hz) (is'—dityl methyl H 4) ¹³ C nuclear magnetic resonance spectrum (CDi: i ₃ ) ar TS (δ, ppmj _c

 90.7, S3.5. 82.1, S2.0, 79.5, 78.8, 77.3, 74.5, 72.0 (16, 6, 1, 15, 15, 14, 8, 8, I8.I3,

 C. in third place)

 62.7, 61.3 (4-hydroxybutyl methylene C)

60.9, 59.1, 57.9, 55,5 (C of the 16th, 18th, 6th, and 1st methoxy groups)

 42.1 (N — C of methylene S)

 13.2 (K of methyl methyl group C)

5) E I — mass spectrum analysis

 / z 571 (M-)

 (1 9 3) 1 4-0-(4-Methynoresyl cyclohexyl) Physical properties and aliquot data of aconine

1) Solubility

 A colorless powder that is soluble in ether, black form, benzene, ethanol, methanol, acetone, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

2) Infrared absorption spectrum (CH C. l ₃ ) analysis

3300 cm— ¹ shows the maximum absorption at _c S) ¹ H nuclear magnetic resonance scan Bae click Bokuru (CDC1 ₃₎ Analysis

 ? The signal of the compile is shown.

 3.7C '(3 ;; singlet) (mets at positions 1, 6, 16 and 18)

 Kissi's H)

 ,, one-double line.) J (1¾ above)

 3.30 (3H, single) (Same as above)

 3.26 3H, — (same as above)

1.1: (. 3Κ, Mie綜, J = 7.0 Hz) (H and K twelve chill methyl) 4) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ analysis following Signa Sole * ¾ theta, PPE

 90.c, 83.2, 82.1, 81.9, 79.5, 7S.9, 77.4, 74.5, 71.9 (16-6, I, 15, 1, 8, 18, 18, 13,

 No. in the S position

 70.4, 66.4 (C at position 1 of 4-methylcycl G hexyl group) 60.9, 59.1, 57.9, 55.6 (C at 1 β, 18, 6, 6 and methoxy group at position 1)

 49.0 (Κ-Nityl methylene C)

 13.0 (! C of methyl in ethyl group)

 23.1 (C in Methisole of 4-methylcyclohexyl group)

 18. δ (on m)

5) E I—Quantitative spectrum analysis

 m / z D9O, M J

(194) Is'-desethyl-N- (p-anisoil) 1 1 4 1 0-physical properties and analytical data of benzoyl aconine 1) Solubility

 A colorless, odorless powder that is soluble in ether, piG-form, benzene, ethanol, methanol, acetate, nitryl nitrate, pyridine, and dimethyl sulfoxide. , Hexane and water.

 2) Infrared absorption spectrum (KBr) analysis

1715, shows a maximum of absorption in 1655 ciE ^1.

 3) Ultraviolet absorption spectrum (two ethanol) analysis

 λ ¾ f (log ε) nm = 259 (4.01), 231 (3.98)

4) Nuclear magnetic resonance space-vector (CDC1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 7.90 (2K, double line, J = S.9Hz) (Η-anisole-based Η) 6.S8 (2H, double line, J = S.9Hz) (same as above) —

 7.82-7.10 (5H, multiplet) (H of benzoyl group)

 3.S9 (3H, singlet) (1,6,16,18-position and H of methoxy group methoxy group)

 3 · 72 (3Η, single line) (Same as above)

 3.3C 3H, single wire)

 3.29 (311, single line) (Same as above)

 3.26 (3Η, single line) (Same as above)

5) ¹³ C nuclear magnetic resonance space-vector (CDC1 ₃₎ shows the analysis following signaling Honoré (δ, ppm;

 166.3 (C of carbonyl of P-anisoleyl group)

 166.0 (C of carbonyl group of benzoyl group)

164.0 _; 131. S, 126.1, 113.8 (C of _P- anisole group) IS3.I, 12S.T, 129., 128.4 (of the benzoyl group: :) 90., δύ.Ο, 81., 81.8, 79.5. 78.δ, 77. £, 74.6, 72.0 (16, 6, I, I 5, 14, S, 1 S, IS,

 3rd place C)

60. S, 5S. I, 57. _? 55.4, 55.1 (16,18, et al., 1st and C) of methoxy group of anisyl group) e) Ei—mass vector analysis

 πι / ζ 7o Μ ノ

 (1 95) Κ-desethyl- Ν— (3-k n cibu π pionyl) 1 1 4 1 0—Physical properties and analytical data of benzoyl aconine

 1) Solubility

 It is a colorless, odorless powder that is soluble in ether, ketiform, benzene, ethanol, methanol, acetone, ethyl acetate, pyridine, dimethyl sulfoxide, and insoluble in hexane and water. c

 2) Red light absorption spectrum (KBr)

1715, shows a maximum of absorption in the 1S55 cm ^'1.

S) eh! ! Nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 8.04-7,37 (5H, multiplet) (H of benzoyl group)

 5.00C1H, double line, J = 5.0 Hz) (14th H)

 i.72 (3h ', singlet) (H of the methoxy group at positions 1, S, 16 and 18)

3.31 (3H, single line) (Same as above) S.2'8 (3H, single line) Same as above ::

 S.25 (3H.—heavy line)

 4.10 (2H, triplet, J = 7.0 Hz) (3-portion H of methylon of pionyl group)

4) ¹³ C nuclear magnetic resonance space-vector (CDC1 ₃₎ Analysis The following CIGNA Honoré (ό, PP tt) c

 172.0 (3-C carbonyl C of propionyl) 166.0 (C of benzyl carbonyl)

 132.1, 129.8, 129.7, 128.3 (C of benzyl group) 90.7, 83.1, 82.0, 81.8, 79.5, 78.6, 77.3, 74.7, '

72.0 (16, 6, 1, 15, 14, 8, 18, 13,

 3rd place C)

 60.9, 59.1, 58.0, 55.4 (c of the methoxy group at position 16, 18, 18, and 1)

5) E I—Mass spectrum analysis

 m / z DD5, OD7 (M)

 (1 9 6) N—Death process N—C □ Chill: 14—O—Benzoyl aconine physical property analysis data

 1) Solubility

 It is a colorless, odorless powder that is soluble in i-tel, black-mouthed form, benzene ', ethanol, methanol, acetate, ethyl acetate, pyridine, dimethinoresulfoxide, and Insoluble in oxane and water.

 2) Infrared absorption spectrum (KBr) analysis

The absorption maximum is shown at 1720 cm- ¹ . S) ¹ H nuclear magnetic co嗚Supe-vector (CDC1 ₃₎ Analysis

 Shows the following signal (S, ρρπ :)

 & .0hi-7.20 (51 {, multiplet) (H of benzoyl group)

 5.01 (1K, double line, J = 5, ('Kz) (1 4th place 11)

 3.72 (3Η, singlet) (の of methoxy group at 1, S, 16 and 18)

 S.SU3K, single line)

 3.2S (3H, heavy line) (as above)

 S.25 (3H, heavy line) (as above)

 5.70 (2J, multiplet) (H attached to carbon of double bond of crotyl group)

 1.6S (3H, doublet, J = S.2 Hz) (H of methyl in methyl group)

4} ¹³ C nuclear magnetic resonance scan Bae click Bokuru (CDC1 _3; analysis following CIGNA Honoré 3 '(o, ppm

 165.9 (C of carbonyl of benzoyl group)

 13S.2, 129.8, 129,6, 128.4 (C of benzoyl group) 131.2, 122.6 (C of double bond of butyl group)

90.7, S3. S, 82.1, 81.9, 79.5, 78.6, 77.3, 74.7, 72.0 (16, 6 _τ 1, 15, 15, 14, 8, 18, 13,

 3rd place C)

 60.9, 59.1, 58.0, 55.4 (16, 18, S and C of methoxy group at 1 position)

 13.0 (C of methyl methyl in crotyl group)

 ) Ε I mass spectrum analysis

m / z 529 (M ") (1 9 7) N-Desunityl: N- (4-methylsilyl C-hexyl) 1 1 4 1 _ Physical property value and analytical data of benzoylaconine

1) Solubility

 Colorless, odorless powder that is soluble in ether, black-holed form, benzene, ethanol, methanol, acetate, dityl acetate, pyridine, dimethyl sulfoxide Hexane, insoluble in water

 2) Infrared absorption spectrum (KBr)

1715 c — ¹ shows the absorption maximum.

S)! ! Nuclear magnetic resonance space-vector (CDC1 ₃₎ Analysis

 The following signal is shown (δ, PPD.

 δ.04-7.35 (5Η, multiplet) (Η of benzoyl group)

 5,01 (1H, double line, J = 5.0 Hz) (14th H)

 3.70 (3H, singlet) (H of the methoxy group at positions 1, 6, 16, and 18)

 3.31 (3H, single line) (Same as above)

 3.28 (6H, single line) (Same as above)

4) ¹³ C nuclear magnetic resonance space-vector (CDC1 ₃₎ Analysis The following CIGNA Les ¾: Indicates "¾ (δ, ppm).

 166.0 (C of canoleboninole of benzoyl group)

 133.1, 129.7, 129.6, 128.3 (C of benzoyl group) 90.6, 83., 82.3, 82.0, 79.4, 78.6, 77.3, 74.7, 72.0 (16, 6, 1, 15, 15, 14, 8 , 18, 13,

3rd place C) 60.9, 59.0, 5S.0, 55.δ (IS, 15, S and C of the 1st methoxy group)

 58.6 (4-methylsix hexinole £ 1st C)

 03.2 κ ι _ £:}

 23.0 (4-methylcyclohexyl methyl C)

19.3 (same as above)

 5) ΞI—mass spectrum analysis

 m / z 671 (M-}

 (18) X—Desnityl-K— (4-Hydroxybutyl) 1 1 4 1 Physical properties of O-benzoylaconine

1) Solubility

 It is a colorless, odorous powder that is soluble in neether, chloroform, benzene, nitanol, methanol, acetone, dityl group, pyridine, dimethyl sulfoxide and hexane, Insoluble in water

 2) Red absorption spectrum (KBr) analysis

In 1710 CE- ¹ shows a maximum absorption - 3) nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 8.02- 7.10 (5H, multiplet) (H of benzoyl group)

 5.G2 (1H, double line, J = 4.9 Hz) (14th place)

 3.71 (SK, —heavy line) (Η of the 1,6,1S and 18th methoxy groups)

, Single line) (Same as above) 3.2 311, single line)

 S.26 (3 G :, singlet) (Ditto :!

4) ^{1 s} C nuclear magnetic resonance space-vector (CDC1 ₃₎ Analysis The following CIGNA Honoré "5, δ, ρρπι)

 166.0 (C of carbonyl group of benzoyl group)

 133.2, 129.8, 129.5, 128.3 (C of benzoyl group) 90.8, 83.4, 82.3, 82.0, 79.4, 78.6, 77.3, 74.7, 72.0 (16, 6, 1, 15, 15, 18, 8, 18) 13 ,

 3rd place C)

 60. £, 52.1, 57.9, 55.6 (16, 18, 6 ... C of the 1st methoxy group)

 63.0 (C at the 4-position of 4-Hydroxycarbonyl group)

 5) ∑: I—Κ 悬 Spectral minute prayer

 m / z 647 (M ")

 (1 9 9; 14-〇- (2-pyridylmethyl) -aconone physical properties and analytical data

 1) Solubility

 It is a colorless powder that is soluble in ether, ethanol, benzene, ethanol, methanol, acetate, ethyl acetate, pyridin, and dimethyl sulfoxide. It is insoluble in hexane and water.

2) Infrared absorption spelling click preparative Le (CHC 1 ₃₎ Analysis

 The absorption maximum is shown at 3300 cm.

 3) UV absorption spectrum (Ethanol) analysis

X ¾? (log E) ηπ = 265 (3.24) (S 82}

4) Nuclear magnetic resonance spectrum (CDC1 _S )

 Indicates the following signonole (5-ppm

 S, 21-6.94 (4K, multiple lines) (の of viridin ring)

 5.0i (1H, double line, J = 5.0 Hz) (1 4th H)

 4.68 (2Η, singlet) (（of methylene bonded to pyridine ring) S.S9 (3H, singlet) (1,6.Is and H of 18th methoxy)

 S.30 (3H, singlet) (on n)

 3 · 29 (3Ρ-, single 綠)

 33..2244 ((33Η8, singlet wire)> (Same as above)

 1.11 (3H, triplet, J = 7.0 Hz) (N-ethyl methyl H)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC1 ₂₎ Analysis The following signaling Honoré to I [delta] _t ppm;

 i £ S.4, 149.3, 135.4, 120. S (C in pyridin ring)

90.8, 83.4, 82.0 81.8 _? 79.5, 78.8, 77.3, 74.6,

71.9 (1 6, 6, I, 15, 14, 8, 18, 13,

 3rd place C)

 SI.7, 59.1, 57.8, 55. S (C of the methoxy group at the 16th, 18th, 6th, 1st position)

 49.0 (N-C of diethylene group methylene)

 13.3 (C of N-ethyl methyl group)

 6) E I-mass spectrum analysis

 m / z 590 (M-)

 7) Element analysis

C ₃₁ H _¾6 K _z 0 ₉ , ΪJustification · 63.Hi 3, H: 7.85, N: 4.74 Found: C: 63.11, H: 7.88, N: 4.69

 (2 0 0) 1 4-0-(2-Methyltetrahydrochloride n-Fonolefuryl) Physical properties and analytical data of aconine

 1) Solubility

 It is a colorless powder that is soluble in ether, π-form, benzene, ethanol, methanol, acetate, ethyl acetate, pyridin, dimethyl sulfoxide, and in hexane and water. Insoluble.

2) Infrared absorption spectrum (CHC 1 ₃₎ Analysis

The maximum absorption is shown at 3300 cm- ¹ .

3) 11 nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis

Shows the following signals (S, ppm) _c

 5.01 (1H, double line) (14th H)

 S.71 (3H, singlet) (H of 1,6-, 16-, and 18-position metkins)

 3.36 (3H, single line) (Same as above)

 3.30 (3H, single line) (Same as above)

 3.28 (3H, single line) (Same as above)

 1.50 (3H, singlet) (2—H of methyl in methyltetrahydropropanol)

 1.1C 3H, triplet, «] = 7.0 Hz) (H of N-ether methyl)

4) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis The following signaling Honoré a: shows ■ "5 (0, ppm) .

90.δ, 83.5, 82.1, 81.0, 79.4, 78.8, 77.δ, 74.4, 72.0 (16, 6, 1, 15, 14, 8, 18, 13, S fe C)

 60. S, 5S .:. 57. S. 55.6 (C of the methoxy group at the 16th, 1S, 6, 1st position)

 4S.1 (K of methylene group)

 13.2 C of methyl of 12-yl group)

 2 5 (2—Methyltetrahydrofuran G Furfuryl

 The M of the C)

 5) E I — mass spectrum analysis

 m / z 5S7 (M-)

 6} Elemental analysis

C ₃₁ K _{S 1} N0 _1D , Calculated C: 63,36, K: 7.03, Κ: 2.38

 Obtained values: C: S3.42, H: 7.16, 2. II (201) 14-O—six CI Hexanecarbonylacone

1) Solubility

 It is a colorless powder that is soluble in ether, chloroform, formaldehyde, benzene, ethanol, methanol, acetone, dityl acetate, pyridin, and dimethylsolefoxide. Insoluble in

2) Infrared absorption spectrum (CHC 1 ₃₎ Analysis

The absorption maximum is shown at 1720 cm- ¹ .

3)! ! Nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis

 The following signals are shown (δ, ρρπ :).

 4.95 (1Η, double line) (1 4th place Η)

3.71 (3Η, single line) (Measurement of 1, 6, IS and I8fe) Kin's H)

 3.31 (3H, single line) (Same as above)

 2.29 (3H, single line) (Same as above)

 3.25 (3 g; single line) (Same as above)

1.1C) (3 bets; shows triplet, J = 7.0 Hz) (K- H of methyl Echiru) 4) ^{1 s} C nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis The following shea Dana, the relay (δ, ppm)

 171.2 (C of kazolebonil of hexagonal carbonyl) 90.7, 83.5, 82.Ξ, 79.8, 79.5, 78.7, 77.4, 74.5, 71.S (16, 6, I, 15, 14, 8, 1 8, 1 3,

 3rd place C)

 60.9, 59.2, 58.0, 55.6 (C of 16th, 18th, 6th, 1st position quinkin group)

 49.0 —C of ethylenic methylene

 13.3 (N—methyl C of dityl group)

 5) E I — mass spectrum analysis

 m / ∑ 609 (M)

6) Elemental analysis

C ₃₂ H _{S 1} N0 ₁₀ , Calculated C: 63.03, H: 8.43, N: 2.30

 Measured value C: 63.16, Η: 8.25, Ν: 2.1δ

 (2 0 2) Ν —Desethyl Ν— (cyclohexancarbonyl) 1 4 1 0 —Physical properties of benzoylaninin and prayer data

1) Solubility

Colorless, odorless powder, ether, black mouth, benzé It is soluble in butane, ethanol, methanol, acetone, nitryl nitrate, pyridine, dimethyl sulfoxide, and insoluble in hexane and water.

 2; Red light absorption spectrum (KBr) analysis

ITlocm ^-1 shows the absorption maximum.

 3) Purple ^ -ray absorption spectrum (Ethanol) analysis

 Λ ¾? f (log ε} ηπ! = 231 (3.9δ)

4) 11 nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis

 The following signals are shown (δ, ppm).

 S.02-7.30 (5H, multiple lines) (H at Benzir tomb)

 4.91 (1H, double line, J = 5.0Hz)

 S.S9 (3H, singlet) (H of the 1,6-, 1-S and 18-position methoxy groups)

 3,30 (3K, single line) (Same as above)

 3.29 (3Η, heavy line) (as above)

 S.25 (3H, heavy line) (as above)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ shows the analysis following signaling zone les (0, ppm ;.

 171.4 (The power of the carbonyl carbonyl group of norebonyl C) 165.9 (C of the carbonyl of benzoyl tomb)

 132.6, 129.9, 12S.5 (C at Benzir's tomb)

90.8, 83.5, 82.0, 81.3, 79.2, 78.3, 77.1, 74.5, 71.7 (16, 6, 1, 15, 15, 14, S, 18, 13, _3τ

 3rd place C)

61.9, 59.0, 57.8, 56.0 (16th, 18th, 6th, 1st Toxican C)

 6) E I-mass spectral analysis

 IB / Z D 80 (, M

 7) Elemental analysis

 ^ H Ou, Calculated value C: 64.80, H: Ryo.50,: 2.C

 Observed value C: S4.S5, H: 7.76, N: 2.18 (20S) N—desnityl-N— (α-methyl (4—α-methinoreacetacid) Funininoreacetinolle) 1 1 Physical properties and analytical data of 1 C '

 1) Solubility

 It is a colorless, odorless powder that is soluble in ether, black-mouthed form, benzene, ethanol, methanol, acetate, ethyl acetate, pyridine, and dimethyl sulfoxide. , Hexane, insoluble in water.

 2) Infrared absorption spectrum (KBr) analysis

17l5cin- ¹ shows the maximum absorption.

 3) UV absorption spectrum (Ethanol) prayer

 λ m 1 'X (log ε) ηπι = 220 (4.03), 256 (3.89)

Four ) ! ! Nuclear magnetic resonance spectra (CDC1 ₃₎ Analysis

 The following signal is shown (.δ, ppm).

 8.01-7.2S (9H, multiplet) (H of benzene ring)

 4.90 (1H, double line, J = 4.SHz) (14th place | S-H)

3.70 (3K, singlet) (H of the 1,6-, 16- and 18-position methoxy groups) (SS 8}

3.30 (6 g; single line) (above)

 3 · 26 (3Η, single 鎳); [¾ above)

S.S5 (2H, quartet) (c-methylacetyl and a-methylacetate methine H) 1.41 (SH, doublet, J = 7.0Hz) (α-methylacetyl and α-methylacetic § sheet Η de methyl) [delta] ¹³ C nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ partial folding following Signa Honoré! : Shows 3 (6, ppm).

 179.8 (C in carbonyl)

 1 SS .0 (C for benzoyl group)

 14C.5, 1 ^ 9.8, 128.2 127.0 (C in benzene ring)

 13 _ .7, 129.9.12S.5 (C of benzoyl group)

SC. S, S3.5, 81.9, SI.2, 72.3, 78.4, 77.0, 74.6, Ti.S (1 6, 6. I, 1 5 r 1 4, S, 1 8, 1 3,

 3rd place C)

 51.8. 59.1, 57. &, 56.0 (16, 18, et al., C of methoxy group at position 1)

 60.4, 60.2 (α-methylacetyl and a — methylacetate methine C)

 IS.2, 1S.1 (α-methylacetyl and α-methylacetate methyl C)

6} ΕI-Analysis of guest quantity spectrum

 m / z 779 (M-)

7) Elemental analysis ₂ K ₅₃ N0 _13. Calculated value C: 64.6S, Η: 6. δ5, Κ: 1.80 Actual value C: 64.4e, K: 6.9 C. Ν: 1.68

 (2 0 4) Κ-desnityl Κ — (2-pyridylmethyl) 1: 4 1 0 ベ ン ゾ Physical properties and analytical data of benzoyluaconine

 1) Solubility

It is a colorless powder that is soluble in Neether, wolfberry G-form, benzene, ethanol, methanol, acetate, ethyl acetate, pyridin, and dimethyl sulfoxide, and is insoluble in hexane and water. Is _c

2) Infrared absorption spectrum (CHC 1 ₃₎ Analysis

The maximum absorption is shown at 1715 cm- ¹ .

S) Ultraviolet absorption spectrum (Ethanol) analysis

(log £) nm = 230 ( 4.01), 264 (3.25) 4) Nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 8. 20-6, 96 (9H, multiplet) (pyridin ring and benzoyl H)

 4.93 (1H, double line, J = 5.0 Hz) (14th H)

 4.50 (2H, singlet) (H of methylene bound to pyridine ring)

3.69 (3H, singlet) (H of the 1,6-, 16-, and 18-position methoxy)

 2.30 (3H, single line) (Same as above)

 3.29 (3H, heavy line) (as above)

S.24 (3H, single line) (Same as above) (3 S 0; ·

δ; ¹³ C nuclear magnetic resonance spectrum (CDCi ₃ ) analysis Next signal 5 ^-? ί.ύ.ppm) c

 155.9 (C of carbonyl of benzoyl group)

 132.5, 12S.8, 128.5 (C of benzoyl group)

loS.6, 15 & .ϊ _? 13S.1, 12 し 5 (C in pyridine ring)

 90.S, 83.6, 82.1 81.6, 79.2, 78.3, 77.1, 74.6, 71.7 (16, 6, 1, I5, 14, S, 1δ, 13,

 3rd place C)

61.S. 59.0, 57.S, 56.0 (I 6 _T IS, 6, C of methoxy group at position 1)

 6) ΕI mass spectrum analysis

 m / z 666 (M ")

 7) min

C ₃₆ K ₄₆ K ₂ 0 _1G , Calculated 0:64. S5, K: 6.95,: 4.20

 Measured value C: S4.S6, H: 7.03, N: 4.01

(2 0 5) I, 1 4

 1) Solubility

 It is a colorless powder that is soluble in ether, black form, benzene, ethanol, methanol, acetone, ethyl pentoxide, pyridin, dimethyl sulfoxide, and hardly soluble in hexane. It is insoluble in water.

2) red ^ linear absorption spectrum (CHC 1 ₃₎ analysis

3580, 1720 CE- ¹ shows the absorption maximum.

3) iH NMR scan Bae click 'Le (CDC1 ₃₎ Analysis The following signals are shown (S, ppm).

 4. S6 (1H, triplet, J = 4.6Hz) (14th H)

 4.30 (1H, triplet, J = 1Hz) (1st place H)

 3.34 (3H, —double line) (H of methoxy group)

 3.3S (3H, single wire) (Same as above)

 S.27 (3H, single line)

 2.06 (3H, singlet) (H of methyl of acetyl group)

 2.02 (3K, single line) (Same as above)

 1.14 (3Η, triplet, J-7.2 Hz) (K

 H)

4) ¹³ C nuclear magnetic resonance space-vector (CDC1 ₃₎ Analysis The following CIGNA Honoré 5 '(δ, ρ ρ Ε ).

 170.4 (C of carbyl acetyl group)

 no.! (on η)

 83.2, 82.0, 80.2, 77.3, 74.7, 74.0 (6,

 16, 18, 14, 8, 1st place C) 59.1, 58.2, 56.1 (C of methoxy tomb)

 48.3 (Ν—Methylen C in Ethil's tomb)

 21.3, 21.5 (C of methyl of acetyl group)

 13.0 (Ν-methyl methyl C)

 5) Ε Ι — mass vector. Analysis

/ z 521 (M ⁺ )

 Physical properties and analytical data of (2 06) 1 4

1) Solubility It is a colorless powder that is soluble in ether, πππform, benzene, ethanol, methanol, acetone, ethyl pentoxide, pyridin, dimethylsulfoxide, and poorly soluble in hexane. And is insoluble in water.

2) Infrared absorption spectrum (CHC 1 ₃₎ Analysis

The maximum absorption is shown at 3580 and 1720 cm- ¹ .

 3) UV absorption spectrum (Ethanol) prayer

 λ g? (log ε) nm = 258 (3.88)

4) Nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis

 The following signals are shown (S, ppm).

 8 · 00 (2Η, double line, J = 8.9 Hz) (H of anisyl group)

 5 · 89 (2Η, double line, J = 8.9 Hz) (same as above)

 5.18 (1H, triplet, J = 4.6Hz) (14th H)

 3.93 (3H, singlet) (H of methoxy group of anisoil group)

 3.36 (SH, singlet) (H of methoxy group)

 3.25 (3H, single line) (Same as above)

 1.13 (3H, triplet, J = 7.2 Hz) (methyl of N-ethyl group

 H)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ minute prayer shows the following signaling Le (δ, ppm).

 16S.0 (C of carbonyl group of anisoilyl group)

 163.5, 131.9, 123.0, 113.6 (for anisoil group

 C)

 83.3, 83.1, 80.1, 75.4, 74.4, 72.4 (6, 16,

18, 14, 8, C in 1st place) 59.0, 57.6, 56.5 (C of methoxy group)

 55.4 (C of methoxy group)

 48.3 (C of N-methyl group)

 13.0 (C of N-ethyl group)

6) E I-mass spectrum analysis

m / z 571 (M ⁺ )

7) Elemental analysis

C ₃₂ H _4S N0 _B , Calculated C: 67.23, H: 7.93, N: 2.45

 Found: C: 67.36, H: 8.10, N: 2.19

 (207) 1, 14-ー 〇 ブ タ 分析 〇 ブ タ ブ タ ブ タ 物 物

1) Solubility

 Colorless powder, soluble in ether, black form, benzene, ethanol, methanol, acetate, ethyl acetate, pyridin, dimethyl sulfoxide, and poorly soluble in hexane And is insoluble in water.

2) Infrared absorption spectrum (CHC 1 ₃₎ Analysis

The absorption maximum is shown at 3580 and 1720 cm- ¹ .

3) Nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis

 Indicates the following signal (S, ppm).

 4.86 (1H, triplet, J = 4.6Hz) (14th H)

 4.30 (1H, triplet, J = 3.1Hz) (1st place H)

 3.31 (3H, singlet) (H of methoxy group)

 3.30 (3H, single line) (Same as above)

3.26 (3H, single line) (Same as above) 1.05 (3Η, triplet, J = 7.0Hz) (H of methyl in butanol group)

1 · 07 (3Η, triple line, J = 7.0Hz) (same as above)

 1.10 (3H, triplet, J = 7.2 Hz) (methyl of N-ethyl group

 H)

4) ¹³ C nuclear magnetic resonance spectra (CDC1 ₃₎ minute prayer shows the following signaling zone les (δ, ppm ;.

 170.4 (butynyiyl carbonyl C)

 170.1 (same as above)

 83.4, 83.3, 80.2, 77.4, 75.0, 74.3 (6,

 16, 18, 1, 14, 8th C)

 59.1, 58.0, 56.1 (C of methoxy group)

 48.9 —C for ethylenic methylene

 13.8, 13. S (C in butanol methyl group)

 13.5 (C in methyl of methyl group)

 5) Ε Ι—mass spectrum analysis

m / z 577 (M ⁺ )

6) Element analysis

C ₃₂ H _S1 0 _8, Calculated C: 66.52, H: 8.90, N: 2.42

 Obtained C: 66.73, H: 8.87, N: 2.33

 (2 0 8) 1, 14 4 O-p-Cross mouth benzoylneoline physical properties and analytical data

1) Solubility

It is a colorless powder that is soluble in ether, black form, benzene, ethanol, methanol, acetone, ethyl acetate, pyridin, dimethyl sulfoxide, and hardly soluble in hexane. Insoluble in water.

2) Infrared absorption spectrum (CHC 1 ₃₎ Analysis

The absorption maximum is shown at 3580 and 1720 cm- ¹ .

 3) Ultraviolet absorption spectrum (Ethanol) analysis

 ¾? 5 (log £) nm = 246 (4.10)

4) Nuclear magnetic resonance space-vector (CDC1 ₃₎ Analysis

 The following signals are shown (S, ppm).

7.90 (4H, doublet, J = 8.5 Hz) ( _P — H of macro benzoyl group)

 7.35 (4H, double line, J = 8.5 Hz) (Same as above)

 5.25- 4 · 96 (2Η, multiple lines) (の at the 14th place)

 3 · 37 (3Η, singlet) (Η of the methoxy group)

 3 · 33 (3Η, single line)

 3.10 (3Η, single line) (Same as above)

 1.18 (3Η, triplet, J = 7.2 Hz) (methyl of N-ethyl group

 H)

5) ¹³ C nuclear magnetic resonance space-vector (CDC1 ₃₎ shows the analysis following CIGNA Honoré (δ, ppm).

 166.0, 165.8 (p — of carbonyl of a benzoyl group of a macro mouth)

 140.1, 139.7, 131.7, 131.3, 129.3, 128.9, 128.7,

128.4 (p — C of benzoyl group)

 83.5, 83.0, 79.9, 77.8, 75.4, 74.2 (6, 16

 13th, 14th, 1st, 8th C)

59.0, 57.8, 56.6 (C of methoxy group) 48.2 (C of N-methyl group)

 13.2 —Ethyl methyl C)

 6) E I — Mass spectrum prayer

m / z 714, 716, 718 (M ⁺ )

 7) Elemental prayer

_{C 3 a l s NO s Cl} 2: Calculated C: 63.86, H: 6.35, N: 1.96

 Measured values C: 63.62, H: 6.38, N: 2.01 (209) 1, 14 4 O-p—Physical properties and analysis data of anisoline neolin

 1) Solubility

 Colorless powder, soluble in ether, black form, benzene, ethanol monosol, nutanol, acetone, ethyl acetate, pyridin, dimethyl sulfoxide, difficult to hexane Soluble, insoluble in water.

2) Infrared absorption spectrum (CHC 1 ₃₎ minute prayer

3580, 1720 cnT ¹ shows the absorption maximum.

 3) UV absorption spectrum (Ethanol) prayer

 λ m X (log £) nm = 258 (4.0I)

4) Nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ Analysis

 The following signals are shown (S, ρρπι).

 7 · 98 (4Η, double line, J = 8.9 Hz) (H of anisyl group)

 S.89 (4H, double line, J = 8.9 Hz) (same as above)

 4.98-5.23 (2H, multiple lines) (1,14th H)

 3.83 (SH, singlet) (H of methoxy group methoxy)

3.36 (3H, singlet) (H of methoxy group) 3 · 33 (3Η, single line)

 3.10 (3Η, single line) (Same as above)

 1.13 (3Η, triplet, J = 7.2 Hz) (methyl of N-ethyl group

 H)

5) ¹³ C nuclear magnetic resonance scan Bae-vector (CDC1 ₃₎ shows the analysis following signaling Le (S, ppm).

 166.0, 165.8 (C of anisoil group) 163.7, 163.5, 132.2, 131.9, 123.4, 123.0, 114.1 113.6 (C of anisoil group)

 83.5, 83.2, 80.0, 77.9, 75.5, 74.3 (6, 16,

 18th, 1st, 14th, 8th C)

 59.1, 57.8, 56.5 (C of methoxy group)

 55.4 (C of methoxy group of anisyl group)

 48.3 (C of N-ethyl methylene)

 13.0 (methyl C of N-ethyl group)

 6) E I-mass spectrum analysis

 m / z 705 (M *)

 7) Elemental analysis

C4o H _sl 0 _lo , Calculated value C: 68.07, H: 7.28, N: 1.98

Measured value: C: 68.11, H: 7.43, N: 1.84

,,

 (398)

An experimental example on the pharmacological action and acute toxicity of the compound represented by the general formula (I) will be described.

 [Experimental example 1] (Analgesic effect)

 ① Measurement of analgesic activity based on acetic acid licing method

Std: ddY male mice (20-25 s) were used in the experiment. Animals were housed at room temperature 24-25 ° C, with free access to water, water, and 12 hour light / dark conditions. The test drug was used as a 3% gum arabic suspension. At 30 minutes after administration of the test drug (sc), 0.7% acetic acid / 0.9% saline was injected intraperitoneally at a rate of 10ώ / kg, and a negative control, which counted the number of licings expressed 10 to 10 minutes after injection, 3% gum arabic / 0.9% saline solution was used. Also ED _S. In terms of value, those with less than 1/2 of the number of licings in the negative control group were regarded as having positive analgesic activity, and were calculated based on Litc field- \ ilcoxon¾. The results are shown in Table 1.

 The compounds according to the present invention exhibited a dose-dependent analgesic activity, and as shown in Table 1, were found to have potent analgesic activity.

 [Experimental example 2] (Anti-inflammatory action)

① Measurement of carrageenan foot as edema

Std: ddY male mice (20-25 g) were used in the experiments. Thirty minutes after the oral administration of the drug, force lagenin (0.5 mg / 25 ^) 25 ^ suspended in 0.9% physiological saline was injected subcutaneously into the mouse's right hind leg as a inflammatory agent. As a control, 0.9% physiological saline was injected subcutaneously into the left hind paw. Measure foot thickness The measurement was carried out using a galgage caliper at 1, 2, 3, 4, 5, and S hours after the administration of the force lagenin. The results were expressed as the difference between the thickness of the right and left feet. The results are shown in Table 2. As shown in Table 2, it was confirmed that the compound according to the present invention had an inhibitory effect on the strength of genin foot | edema. [Experimental example 3] (Acute toxicity)

St d: ddY male mice (20-25 g) were used in the experiment. LD _S was determined from the lethal number 72 hours after subcutaneous administration of the test drug based on the Litchfield-Wilcoxon method. The value was calculated. The results are shown in Table 3.

 As shown in Table 3, the compounds according to the present invention were mesaconitine, aconitine, and hinoki. It was found to be less toxic than conitine and diesaconitine.

 As described above, the compounds represented by the general formula (I) are mesaconitine, aconitine, and hinozino. It was found to be less toxic than conitine and diesaconitine and to have potent analgesic and anti-inflammatory activity.

 The clinical dose of the analgesic and anti-inflammatory agent of the present invention is preferably 1 to 1000 days per adult for the compound of the formula (I). The preparation of the present invention is a commonly used pharmaceutical carrier. Or, using an excipient, it is prepared in any desired form by a conventional method, and is used.

Tablets, powders, granules, capsules and the like for oral administration may contain conventional excipients, such as calcium carbonate, magnesium charcoal, calcium phosphate, corn starch, and porridge. ,

 (4 0 0)

May contain starch, sugar, rag toose, talc, magnesium stearate, gum arabic, etc. Tablets may be coated by known methods. Oral liquid preparations may be aqueous or oily suspensions, solutions, syrups, elixirs, and the like.

 In the preparation for injection, the compound represented by the above general formula (I) may be used in the form of a salt, and is preferably in the form of a solution when used. It may also contain formulating agents such as suspending, stabilizing or dispersing agents, sterile distilled water, essential oils such as peanut oil, corn oil or non-aqueous solvents, polyethylene glycol, It contains polypropylene glycol and so on.

 For rectal administration, they are provided in the form of a suppository composition, and may contain pharmaceutical carriers well known in the art, for example, polyethylene glycol, lanolin, coconut oil and the like.

The preparation for topical application is provided in the form of a composition for a descendant or a composition for a descendant or a cataplasm, and a carrier for a preparation well known in the art, for example, Vaseline, no ,. Raffine, lanolin hydrolyzate, plastibase, kaolin, bentonite, talc, aluminum gay acid, pi-pyrene glycol, sorbitol, lyophilic petrolatum, mac alpha goals , Wax, resin, refined lanolin, rubber, glycerin, gelatin, polyacryl, polyacrylate, polyvinyl alcohol, polyvinyl alcohol It may contain π-ridone, polyethylene oxide, etc.

table 1

Test substance ED _S o value >> mg kg

 (95 << confidence limit)

 1, Aconinan 0.060 (0,020-0.180) Mesaconitine 0.037 (0.017-0.081) Hino ^? Conitine 0.120 (0.057-0.252) Diesaconitine 0.031 (0.013-0.071)

8-de-shiki -14-0-benzoinolemesaconin 1.57 (0.6ο-3.77)

3, 8-dideoxy-14-0-benzoizolemesaconin 3.03 (0.99-4.16)

3,13-dideoxy -14-0-benzoizolemesaconin 3.67 (1.85-7.27)

3,8,13-Trideoxy-14-0-benzoylsaconin 4.25 (2.18-8.29)

3,13-dideoxymesaconitine 0.090 (0.045-0.200)

8-Doxy-14-0-benzileaconin 2.44 (1.11-5.37)

 o t

 θ ο

 3-Doxy-14-0-benzoylaconine 3.56 (1.62-7.83) θ ο

3, 8-dideoxy-14-0-benzoylaconine 4.13 (1.99-8.59)

3,13-dideoxy -14-0-benzoylaconine 4.14 (2.24-7.66)

3, 8, 13-Trioxy-14-0-Penzozoleaconin 6.28 (3.08-12.81)

14-0-anisylmesaconin 1.01 (0.51-2.02)

8-Doxy-14-0-anisoilmesaconin 2.02 (1.04-3.92)

3-Doxy-14-0-anisoilmesaconin 3.95 (1.88-7.43)

3,8-dideoxy -14-0-anisoilmesaconin 4,19 (2.00-8.80)

3,13-dideoxy -14-0-anisoilmesaconin 3.12

3,8,13-Trideoxy -14-0-anisylmesaconin 4.33 (2.26-8.31) Table 1 (continued) —

Test substance ED _{S 0} value,] ng / kg

8-Doxy-14-0-anisoilaconin 1.18 (0.47-2.97)

3-Doxy-14-0 "anisoilaconine 4.30 (2.44-7.57)

3, 8-dideokiji-14-0-anisoilaconin 4.50 (2.20-9.23)

3, 13-dideoxy-14-0 to anisoyl aconin 2.87 (1.59-5.17)

3, 8, 13-Tride -14-O-anisoil Ako: Nin 4.38 (2.34-8.59)

3, 13-dideoxydiesaconitine 0.10 (0.05-0.20)

8-Doxy-14-0-veratroyl aconin 9.78 (3.24-29.49)

8-Doxy -14-0 "trimethylgalloylamine 9.23 (3.21-26.55)

8-Doxy-14-0-m-anisoilaconin 5.62 (1.75-18.07)

8-Doxy-14-0 to P-chlorobenzoylazine 21.6 (6.55-71.28)

8-Doxy -14-0-m-K mouth mouth Benzoirakkon 10.5 (3.65-30.20)

8-Doxy -14-0-O-black benzoyl alcohol 28.4 (9.48-85.06)

8-Doxy-14-0-acetylaconine 33.4 (10.76-103.64)

8-Doxy-14-0-methylaconine 40.7 (12.71-130.28)

8-de-shiki-14-0-amylaconin Ζ7.3 (8.78-84.93)

8-Doxy-14-0-benzylaconine 31.2 (10.63-91.60)

8-Doxy -14-0-Ctylaconine 27.2 (9.74-75.97)

8-Doxy-14-0-d-methyl (4- (α-methylase 31.3 (11.70-83.73) tick and) phenyl) acetylaconine

8-Doxy -14-0 "(4-methylpentyl) acion 28.5 (9.34-86.93) Table 1 (continued)

Test substance ED _S o value, mg / kg

 (95 << confidence limit)

8-Doxy-14-0-m-Fluorobenzoylaconine 17.8 (6.72-47.17)

8-Doxy -14-0 "ίτbromobenzoylaconine 20.2 (6.30-64.74)

8-Doxy-14-0-P-methoxybenzylaziconin 10.4 f 3.59-30.14)

Ν-desethyl-Ν-propyl-8-doxy-31.8 fll.34-89.17) 14-0-anisoilylconon

Ν-desuetyl -Ν-amizore-8-deokiji- 27.5 (10.28-73.54) 14-0 "anisoilaconin

N-desethyl -N- (4-methylpentyl) -8-de-age 29.8 C11.72-75, 78) xy -14-0-anisoil

N-desethyl acetyl-8-deoxy 23.4 (7.66-71.51) 14-0 "anisinoreaconin 3 ο

PJ-desethyl benzizole-8-doxy-30.5 C9.65-96.44) 14-0 "anisylaconine desethyl-N- (2-methyltetrahydrofur 31.4 (10.12-97.40) furyl) -8-doxy-14- 0-anizoyl aconine

N-desetici: n saconitine 1.86 (0.68-5.06)

3,13-dideoxy -14-0-verat α-yl aconin 11.3 (4.51-28.28)

3,13-dideoxy -14-0-acetylaconine 31.7 (10.78-93.20)

3,13-dideoxy-14-0-benzylaconine 29.6 (10.71-81.81)

3,13-dideoxy-14-0-crotyl aconine (9.63-94.06)

3,13-dideoxy -14-0- (4-methylpentyl) 30.2 f9.07-100.60) aconine

3-de-year-old -14-0-veratroinoreaconin 12.3 (3.61-41.89)

3-Doxy-14-0-acetylaconin 28.8 _ (9.58-86.60) Table l (mi

Test substance ED _{S 0} value, mg / kg

 (95¾ confidence limit)

3-deoxy-14-0-benzylaconine 27.3 (9.75-76.41)

3-Doxy-W-O "crotyl aconin 31.2 (8.91-109.26)

3-deoxy -14-0- (4-methylpentyl) aconine 27.8 (8.54-90.46) 3,8,13-Trideoxy -14-0 "verato π-ylaconine 10.6 (3.69-30.48)

3,8,13-Trideoxy-14-0-acetylaconine 32.5 (10.39-101.69) 3,8,13-Trideoxy-14-0-benzylaconine 25.8 (7.83-85.01) 3,8,13-Trilideoxy-14 -0-crotyl aconin 33.3 (10.85-102.16)

3,8,13-tride xy-14-0- (4-methylpentyl) 26.2 (8.45-81.25) aconine

N-desethyl-N-pre α-pill-3,13-dideoxy-31.3 (10.17-96.31) 14-0-anisoylaconine

Ν-desethyl (4-methylpentyl) -3,13-dideo 25.8 (8.16-81.58) xy -14-0-anisoilaconine

Ν-desethyl-Ν-acetyl-3,13-didequin-24.1 (8.36-69.46) 14-0-anisoilaconin

デ ス -desethyl-Ν-benzoyl-3,13-dideokidi-30.8 (8.89-106.72) 14-0-anisoilaconine

Ν-desethyl -Ν- (2-methyltetrahydrofur 32.6 (9.94-106.90) furyl) -3,13-dideoxy -14-0-anisoilaconine

Ν-desethyl-Ν-propyl-3-dexoxy-32.4 (11.46-91.59) 14-0-anisoilylconon

Ν-desethyl -Ν- (4-methylpentyl) -3-de 28.7 (9.59-85.90) xy -14-0-anisoilaconin Table 1 (continued)

 Test substance. EDs o value, nig / kg

 (95 confidence limits)

N-desethyl-N-acetyl-3-dexoxy-29.4 (9.14-94.52) 14-0 "anisoilylconon

N-desethylbenzoyl-3-deoxy-30.4 (8.67-106.55) 14-0-anisoilylconon

N-desethyl -N- (2-methyltetrahydrofur 31.2 C9.73-100.03) furyl) -3-dexoxy -U-0-anisoilaconine

N-desethylpropyl dipyr-3, a, 13-trideoxy-29.7 (9.24-95.49) 14-0 "anisoilaconine

N-desethyl -N- (4-methylpentyl) -3,8,13-30.8 (9.33-101.64)

N-desethyl-N-acetyl-3,8,13-trideoxy-28.8 (9.05-91.70) 14-0-anizoylaconine

N-desethyl benzinole-3,8,13-tride 32.2 (11.32-91.61) xy -14-0 "anisoil aconine

N-desethyl -N- (2-methyltetrahydrid α-ful 31.6 (10.13-98.56) furyl) -3,8,13-trideoxy-14-0-anisinoleaconin

3-Doxy-14-0-m-chlorobenzoyl-16-epi-10 ·] (3.51-29.10) pyroaconine

3-Doxy-14-0-acetyl-16-epi-pidiaconin 30.4 (9.79-94.36)

3-Doxy-14-0-methyl-16-epi-pyroaconin 34.8 (10.38-116.68)

3,13-dideoxy -14-0-m-black benzoinole-16-11.0 (3.41-35.46)

3,13-dideoxy -14-0-acetyl -16-epi-29.7 (10.21-86.40) pyroaconinin

3,13-dideoxy -14-0-methyl-16-epi-36.6 (11.40-117.52) pyroaconinin Table 1 (continued)

Test substance ED _{S 0} value, mg / kg

 (95 麵 limit)

14-0-m-black benzoisole -16-epi-pyroaconin 11.9 (3.76-37.68)

14-0-Acetyl-16-epi-pyroaconin 24.8 (8.53-72.14)

14-0-methyl-16-epi-pyroaconin 30.4 (11.31-81.75)

N-desethyl-N-benzoyl-3-deoxy-18.8 (5.60-63.07) 16-epi-pyrrojesaconitine

N-desethyl-N-propyl-3-deoxy-16-epi-31.2 (10.96-88.80) pyroguesaconitine

N-desuetyl acetyl-3-deoxy-16-epi-27.4 (8.55-87.82) pyroguesaconitine

N-desethyl-N-benzoyl-3,13-dideoxy-21.3 (6.74-67.35) 16-epi-pyrogesaconitine

N-desethyl-N-propyl-3,13-dideoxy-27.6 (9.93-76.70) 16-epi-pyrodidisaconitine

N-desethyl acetyl-3,13-dideoxy-16- 32.8 (9.51-113.16) epi-pyrogesaconitine

N-desethyl-N-benzoyl-16-epi- 13.2 (4.45-39.14) pyroguesaconitine

N-desethyl-N-propyl-16-epi-29.4 (9.02-95.87) pylogis; L-saconitine

N-desethyl acetyl -16-epi-24.8 (7.50-82.01) pyrogesaconitine

14-0-P-Chlorobenzoylmesaconin 5.85 (2.28-15.02)

14-0-P-Fluorobenzoylaconine 8.26 (2.86-23.88)

14-0-P-bromobenzoylaconine 6.42 (2.13-19.39) Table 1 (continued)

Test substance ED _so E, mg kg

 (95 jobs limit)

N-desethyl -14-0-P-black benzoyl aconine 7.25 (2.44-21.55)

14-0-P-Black Benzoinolepyraconin 9.61 (3.86-23.95) 14-0-P-Bu α-Mobenzoylpyraconin 10.4 (3.76-28.80)

14-0 ~ Ρ-Fluorobenzoylpyraconine 11.5 (3.58-36.94)

Ν-desethylamyl-14-0-benzoylpyraconine 20.4 (7.02-59.30)

14-0- (3-chloro α-pi piionyl) -aconine 15.8 (5.57-44.79) 14-0- (4-hydroxybutyl) -aconin 18.3 (8.89-37.68)

14-0- (4-methylcyclohexyl) -aconine 10 / (4.20-27.25)

Ν-desethyl -Ν- (Ρ-anisoil) -14-0- 17.4 (5.75-52.43) benzoylaconine

Ν-desethyl -Ν- (3-3- mouth propionyl) -14-0- 10.4 (4.43-24.43) benzoyl aconine

Ν-desethyl crotyl -14-0- 11.3 (4.76-26.83) benzoyl aconine

Ν-desethyl (4-methylcyclohexyl) -14-0- 9.24 (3.86-22.12) benzoyl aconine

Ν-desethyl-Ν- (4-hydroxybutyl) -14-0- 9.56 C3.20-28.59) benzoinolaconin

14-0- (2-pyridylmethyl) aconine 15.3 (5.74-40.79)

14-0 ~ (2-methyltetrahydrofurfuryl) aconin 13.3 (4.61-38.33)

14-0-Hexanecarbonylhexaconine 11.8 C4.31-32.27)

Ν-desethyl -Ν-cyclohexanecarbonyl -14-0- 10.2 (3.41-30.55) benzoyl aconine Table 1 (continued)

Test substance ED _S0 value, mg / kg

 (95 confidence limits)

N-desethyl-Ν-α-methyl (4- (α-methylase 12.7 (4.47-36.11) tick acid) phenyl) acetyl -14-0-benzoylaconine

Ν-desethyl -Ν- (2-pyridylmethyl) -14-0- 9.86 (3.52-27.60) benzoyl aconine

14-0-Anisoyl neoline 25.8 (8.30-80.24)

1,14-di-0-butanolneoline 29.5 (10.3-83.90)

n = 6.

Table 2

 The difference in the thickness of each foot (XlO -'- mm)

 kg) 0 1 2 3 — 丄 — —.— Γ.,., 6 ropes) 1 2 3 3 6 Sat 6 85 ± 5 106+ 5 U0 Sat 5 100 ± 8 η ± 7

8-Deoxy xy-benzoyl-10 2 ± 1 7 is 4 75 + 9 80 + 7 8 ± 1 72 + U 80 + 5 Mesaconin 30-is 5 55 Sat 7 54 ± U * 65 + 5 * 78 + 10 * ± 9 * 65 ± 10

3,8_dide xy-14-0 "Benzoyl i Inu T + 7 ΠΠ 7 *, ',, *-RQ-7 Mesaconin 30 is 1 52 persons 6 61 ± 12 70 ± 10 68 ± 9 * 65 ± 8 * 68 + 11

3,13-dide-six- 14- 0-benzoyl IV / 9-*-1

Mesa inin 30 4 ± 2 43 ± 10 48 Sat 8 * 52 ± 11 ** 49 ± 12 Hayashi 57 ± 7 ** 55 Sat 5 **

3,8,13-Trideoxy-14-0 ~ 704- R 794- ς OV-!-, Ίο ') y Benzoylmesaconin 30 2 ± 1 60 s ^ 50 s 7 * 56 ± 12 * 51 ± 7 ** 61 + 10 * 63 ± 8 *

3,13-sided ximesaconitine 1 U * 3 O υυ 7

UO -2- X ώ * ⁷ * ΌΟΖ. JW

3 2 ± 1 65 Sat 9 59 ± 5 * 39 ± 11 ** 48 ± 7 ** 5 is 9 **

8-de-shiki -14-0 "Benzoyl i InV 00 J J L 00 1 / ■ 'J, 1 00

 on

 Aconin 0 / ± 0 *

3-de-shiki -14- 0-Penzyl 100 0 ± 3 69+ 8 73 Sat 4 80 Sat 5 77 Sat 9 * 79 ± 10 77 ± 11 Aconin 30 2 ± 2 62 ± 13 65 + 12 72 ± 10 * 68 ± 11 * 75 Sat 9 70 + 12

3,8-sided kishi -14-0 to benzoinole 10 0 + 3 60 person 4 62 7 7 59 9 ** 63 person 9 + * 70 ± 10 66 person 7 * Aconin 300 0 ± 1 55 ± 9 48 ± 5 * 56 ± 10 ** 5Ί + 13 ** 57 ± 11 ** 59 ± 10 *

3,13-dideoxy-14-0 "benzoyl 10 3 ± 4 72 ± 6 68 sat 6 69 sat 9 * 73 sat] * 70 s 8 72 s 7 aconin ― 30 1 ± 5 64 ± 13 70 s 8 65 ± 12 * 68 Sat 7 * 64 ± 1Ζ * 69 ± 10

y

Table 2 (continued)

The difference between the thickness of the dose left right foot (ΧΚΓ ⁷ ·

 (mg kg) 0 1 2 3 4 5 6

38 13-Trideideki -14-0 ~ 10 2 ± 3 68 ± 5 69 ± 7 74 Sat 9 * // Sat 4 * οϋ ± ιϋ 78 ± 12 Benzoyl aconin 30 5 ± 4 69 6 6 Sat 9 71 Sat 5 * 70 Sat 9 * 67 ± 11 * 69 Sat 8

14-0 Anisylmesaconin 10 2 ± 2 70 ± 12 78 Sat 8 80 ± 13 y Sat / 95 Sat 7

 30 -1 ± 3 53 Sat 8 64 ± 10 60 ± 11 ** 57 7 ** 64 ± 10 * 62 Sat 6 *

8-Deki Kishi-M-0 "Anisoil 10 0 ± 4 66 ± 6 70 Sat 9 92 ± 7 91 ± U Mesaconin 30 3 ± 2 60 Sat 5 68 Sat 6 68 ± 9 * 70 Sat 8 * 66 Sat 8 * 68 Sat 9

3 -December- 14- 0-Anisoil 10 3 ± 2 70 Sat 4 68 Sat 7 72 6 6 * * Q * oy_i.1 72 Sat 8 Mesaconin 30 2 ± 1 56 ± 10 58 ± 11 62 Sat 7 * * 65 ±】 0 ** 60 Sat 9 * 62 ± 11 *

38-sided -14-0 / anisole 10 -1 ± 2 66+ 5 75 s 8 80 ± 10 no o 92 s 9 mesaconin 30 1 ± 1 65 s 7 69 ± 7 72 s 4 ** 67 s 8 ** 74 Sat 6 70 ± 10

3,13-dide-shiki-14-0 "Anisoimere 10 1 ± 3 61 ± 12 66 Sat 70 Sat 9 * 77-4-11ΛU 78 ± 11 Mesaconin 30 0 ± 2 58 Sat 4 57 Sat 9 * 62 ± 7 * * 60 ± 12 ** 64 ± 8 * 59 Sat 8 *

3,8,13-Trideideki 14-0 ~ 10 4 ± 4 67 technicians 69 ± 12 72 sat 8 * 69 ± 14 * 71 ± 7 70 sat 9 Anisylmesaconin 30 0 ± 1 66 sat 7 61 ± 10 64 Sat 9 * 63 Sat 8 ** 60 ± 11 * 62 Sat 6 *

8-Dese Kishi-14-0 "Anizil 10 2 ± 4 62 Sat 4 64 Sat 9 67+ 6 * 70 Sat 8 * 68 Sat 7 * 69 ± 9 Aconine 30-2 ± 2 61 559 Sat 7 * 65 ± 4 * 62 Sat 8 ** 59 ± 10 ** 60 Sat 9 *

3-Dessert -14-0 "Anisoinore 10 0 ± 2 70+ 8 77 Sat 6 76 Sat 9 * 74 ±] 0 * 75 Sat 7 76 ± 11 Aconin 30 3 ± 1 55 Sat 8 61 Sat 8 63 ± 11 * 60 ± 6 ** 65 Sat 7 * 63+ 9 *

3,8-sided kishi-M-0-anisoil 10 1 ± 2 62 6 65 ± 10 67 Sat 4 ** 69 Sat 7 * 69 Sat 5 * 68 Sat 7 Aconin 30 1 ± 1 52 ± 11 59 ± 13 65 Sat 7 * 6 ± 15 * 66 ± 10 * 64 ± 10 *

The thing m -. Per cent -. Our .. of犛^(Χ1 (Γ Ζ請)

 ..... 0―— —one— L. 2 3 ― 5_― ：:. I)

3,13-dide xy-14-0-anisoil 10 3 ± 3 74 ± 10 78 sat 7 80 + 10 79 ± 6 * 81+ 7 82 sat 1 aconin 30 2 ± 2 60 ± 6 67 ± 9 66 ± 8 * 70 soil 5 * 72 ± 10 72 ± 11

3,8,13-tride-ki-M-0- 10 -1 + 4 65 Sat 5 69 Sat 7 70 ± 10 70+ 9 * 68 Sat 8 * 7 is 8 Anisyl aconin 30 4 ± 1 57 ± 13 60 ± 7 59 ± 12 ** 58 ± 14 ** 63+ 8 *

 3, 13-dide-aged xiziesaconitin 1 0 ± 2 68 Sat 4 77 ± 5 8 is 3 * 85 Sat 7 90 Sat 5 87 Sat 6

 3 2 + 3 7 is 10 73 Sat 7 70 ± 11 * 72+ 6 * 69 Sat 9 * 67 + 12

8-de-shiki -14- 0-veratroyl 10 -3 ± 3 62 ± 8 67 ± 10 72 Sat 6 * 80 Sat 4 78 ± 8 76 ± 11 Aconin 200 0 + 2 5G + 5 59 Sat 62 ± 9 * 65+ 9 ** 66 + 10 *

 8-de-hydroxy-14-0-trimethyl 10 is 260 soil 9 68+ 8 66+ 5 * 69 ± 7 * 7 is 9 68 + 13 galloyl aconin 20 is 3 49 ± * 48+ 9 * 53 soil 6 ** 57 Sat 5 ** 59 Sat 6 ** 57+ 8 *

8-de-shiki-M-0 ~ n anizoyl 10 2 ± 1 67+ 6 72 Sat 9 7ί) ± 8 86 ± 10 85 ± 12 81 Sat 7 Aconin 30 1 ± 2 59 ± 11 6Z + 1Z 61 ± 11 * * 65+ 8 ** 61 ± 11 * 58 ± 13 *

8-de-shiki -14-0-P "Black benzoyl 100 0 ± 2 43+ 4 ** 44 ± 6 ** 49 ± 7 ** 48 ± 4 ** 45 Sat 5 ** 5 is 3 ** Aconin 30 1 ± 2 39 Sat 4 ** 38 ± 4 ** 38 ± 4 ** 39 Sat Ί ** 41 ± **

 -M-0 "m ~ Rorobenzore 10 -1 ± 3 59 5 6 ± 12 68 ± 11 * 73 7 7 * 70 8 72+ 9 Aconin 30 2 ± 1 53 8 8 57 9 * 60 Sat 9 ** 62 + 10 ** 60 Sat 5 ** 63+ 9 *

8-de-shiki-M- 0 ~ o-clo benzoyl 10 3 ± 2 53 Sat 7 55 ± 8 * 59 Sat 9 ** 58 ± 13 ** 59 ± 11 ** 62 Sat 9 * Aconin 30 4 ± 3 46 ± 12 * 49 ± 10 * 48 Sat 7 ** 46 Sat 6 ** 51 ± 10 **

8-Doxy-14-0 "Acetyl aconin 10 2 ± 26 6 9 68 ± 7 73 ± 13 82 ± 5 79 Sat 7 79 ± 12

30 3 ± 2 58 Sat 7 62+ 9 63 ± 10 * 66 Sat 8 ** 63 Sat 5 ** 61 ± 9 * Scream; M: i-

Table 2 crash]

 Difference in thickness between left and right feet for jujube (XHTmrn)

 Vmg kg) 0 1 2 3 4 5 6 (Time!)

Λ 0— · ^ "^ J" ノ U 1'4— Π ~ -J Sheep No.11, ~ 1 in 1 -Co 7 11 I jJL- c 01

 0 / D-LliU Q

 o ± 1Z οΊ ± 9

30-3 Sat 66 ± 9 65 ± 13 66 person 4 ** 65 Sat 6 ** 68 Sat 8 * 70 ± 14

8-de-shiki-14-0 "amyl aconin 10 0 ± 1 68 ± 11 69 Sat 8 75 Sat 6 * 79 ± 12 77 ± 11 79 Sat 5

 30 Sat / b ± 9 * o7 ± O * 69 ± 7 * 71 ± 10

8-de-shiki-14-0 to benzylaconine 10 2 ± 2 56 ± 13 59 ± 11 63 Sat 5 ** 69 ± 6 * 65 ± 11 * 63 Sat 5 *

 30 oU JL O ** bZ ± o * υ1 ± 9 *

8-de-shiki-14-0 "crotylaconin 10 2 ± 1 69 Sat 9 76 Sat 8 87 ± 12 86 Sat 9 81 Sat 6 82 Sat 7

 30 n_up C l 0/1 1 ± 0

8-De-shiki-14-0 to α-methyl (4- (α-methyl 100 0 ± 2 63 8 65 ± 10 6i) 9 * 68 ± 9 * 70 ± 13 72 Sat 6 Noreasetica Sid) Feninore) 30 9-ί IV un i. P ^-C OoOZE I lv **

Acetinoreagonin

 8-Deoxyki-Μ-0 "(4-methylpentyl) 10 2 ± 2 58 Sat 8 65 Sat 6 74 Sat 9 8 is 5 * M Sat 7 85 ± 10 Aconin 300 0 ± 2 56 ± 6 55 ± 9 * 58 Sat 4 ** 62 ± 10 ** 68 Sat 9 * 66+ 7 *

8-de-year-old-14-(H full-age roven 100 0 ± 1 70 ± 12 70 sat 6 80 sat 6 86 ± 11 M ± ll 87 ± 13 Zoireaconin 30 1 ± 3 59 ± 8 60 ± 10 59 + 8 ** 64 Sat 5 ** 61 ± 13 * 63 ± 12

8-Dess-ki-M-0 ~ n Bromobenzimere 10 3 ± 2 64 4 6 5 69 ± 10 73 Sat 5 * 87 ± 13 90 Sat 6 Aconin 30 3 ± 1 57 ± 10 56 ± 10 * 60 ± 9 ** 59 ± 14 ** 63 Sat 8 * 6】 Sat 9 *

8-de-shiki-methoxybenzizore 10 2 ± 1 62 Sat 9 69 Sat 7 73 Sat 9 72 Sat 8 * 75 ± 12 71 ± 11 Aconin 20 1 ± 1 59 ± 5 62 ± 8 61 ± 11 * 63 Sat 6 **-66 Sat 9 * 63 ± 10 *

^^ Things HI v no / m JU. H. xiir ⁷ 'drawing)

 :, — 'L 2 —,. 4 5 — .Λ (麵 —. In -Λ + 2 6G-f + 7 ** 68 ± 12 * 68+ 5 * 9 + 1

14 Anisoyl aconin 30 0 ± 3 Approx. 10 52 Sat 7 * 57 ± 6 ** 56+ ** 51 ± 8 ** 53 ± 12 * 1 Π 0 in b 71 + U / ^ 72 ± 8 * 79 Sat 9 77 + 0

14-0 "Anisoinoreaconin 30 2 ± 2 52 ± 7 51 Sat 7 * 55 ± 8 ** 58+ 6 62 + 11 * 60 ± 6 *

Ν—No Zeki J — Ν—

Kill ぺ, Sokirno 10 76 Sat 9 * 80+ 5

 8-de-shiki M-0-anisoilaconin 30 3 ± 1 60 s 8 62 ± 9 65 s 8 * 62 ± 9 ** 63+ 7 * 61+ 6 *

N, Asetino U "N-Asetino l" 8-Aokiji --10 -2 ± 2 67 ± ll 56 ± 8 * 59 ± 6 ** uty * 66 ± 13

14-0-Anisoisore Nin 30 3 ± 2 65 ± 13 GO Sat 9 57 9 ** 59 ± 1 *

 Λ n

 Ν—Azuetino U "PJ-Hensoino—Ah I ± b 7Z ± 9 70 ± U * y / * o / ± b 80 Sat 9, -1 -0-Zoirea Panin 300 0 ± 2 6 ± 4 62+ 11 65 ± 10 ** 68 ± 10 *

 it. no n r

 N Asenale-N "(2-methinorea 10 70 ± 10 68 Sat 7 76 ± 13 89 ± 5

 65 Sat 7 ** 63 + 11 *

 VI-0 "Anisoyl Aconin

 N-desuetilgesaconitine 1 2 + 2 65 ± 4 64 + 10 77 Sat 9 86 ± 13 83 ± 6 85 ± 7

 3 2 + 4 65 ± 11 60 ± 6 68 ± 7 * 65 ± 5 ** 69 ± 11 * 71 Sat 5

3,13-dide xy-veratroyl 10 3 ± 3 60+ 9 59 + 11 64 ± 10 * 77 Sat 5 * 80 + 12 79 ± 10 Aconin 20- is 3 56 ± 8 55 ± 7 * 61 ± 7 ** 59 ± 11 ** 62 Sat 6 * 65 Sat 8 *

3, 13-dide xy -14-0 "acetyl 100 0 ± 2 65 ± 13 62 Sat 9 68 Sat 6 * 74 ± 10 * 7 is 8 72 Sat 9 Aconin 30 is 2 58+ 8 59 ± 12 62 ± 8 ** 65 Sat 4 ** 59 Sat 6 ** 64 Sat 8 *

Table 2 (continued)

麵 麵 Λ Λ Left and right foot one? LU — — © — i— ⁰ .. ² — ').

 (mg / kg) 0 1 2 3 4 5 6 (h 11

3, 13-sided -14- 0 "Benzinole 10 -3 ± 3 73 ± 5 61 ± 9 66 Sat 6 ** 70 ± 8 * 64 6 * 73 ± 12” i ± l bl ± lU 15 Sat 9 ** 59 Sat 11 ** ι_

3,13-dide xy-14-0 "crotyl 10 1 ± 4 67 sat 9 72 ± 12 74 ± 11 83 ± 10 78 ± 880 80 6

 , o

A: 3 nin 30 bZ o irJ ± b * 6 is 6 ** 63 earth 9 * 6Ζ ± Ϊ0 *

3,13-didexy'-14-0- (4-methylamine 10 5 ± 3 69 ± U 59 Sat 978 Sat 6 75 ± 9 * 76 Sat 6 82 ± 11

 T Nore Jrn.

 '' Ϋ o-or

 t) J [Sat ** 59 Sat 7 ** 63 Sat 5 ** ο ± 1

3-de-shiki-14-0 "Vera Troinore 10 4 ± 1 64 Sat 5 64 Sat 7 69 + 11 * 68 ± 6 ** 70 s 8 75 Sat 6 aconin 20 4 ± bl s b 57 Sat 7 ** 49 Sat 9 ** 57 Sat 7 **

 3-deoxy-14-0 "acetizoleaconin 100 ± 2 63 ± 10 70 ± 10 73 ± 13 78 ± 11 73 + 10 69 ± 5 *

 30 Sat b bb ± lZ bi> ± / * 69 ± 11 * 66 ± 13 * Sat 9 *

3 -Desi-Xi-14-0 "Bendimereaconin 10 2 ± 1 71 Sat 8 61 Sat 8 76 Sat 8 * 75 ± 13 70 ± 11 81 Sat 7

 «5h bb soil o 61 ± 8 ** 57 soil 6 **

 3-de-year-old-14-0 to clothiliaconin 10 3 ± 1 67 ± 11 68 Sat 6 74 Sat 9 76+ 8 * 72 Sat 7 79 Sat 6

 30 4 ± 2 63 ± 10 60 Sat 5 63 ± 6 * 70 Sat 8 * 65 ± 10 * 69 Sat 7

3-deoxy-14-14- (4-methylpentyl) 10 2 ± 3 60 SAT 7 72 ± 10 68 ± 12 * 81 SAT 9 78 SAT 5 83 SAT 8 Aconin 30-1 ± 3 58+ 9 62 SAT 7 61 ± 11 ** 77 Sat 5 * 62 Sat 8 * 67 ± 11

3,8,] 3-tride-six- 14-0 to vera-mouth 10 3 ± 2 62 ± 13 59 Sat 9 64 ± 8 * 82 ± 11 81 ± 8 85 ± 12 iluaconin 200 0 ± 1 60 ± 8 57 Sat 6 * 59 Sat 7 ** 68 ± 10 * 60 ± 8 * 70 Sat 6

3,8,13-Tride-14-14-0-acetyl 10 2 ± 3 64 ± 10 63 6 68 ± 11 * 73 7 * 75 SAT 7 79 ± 5 Aconin 30 Approx. 6Z ± 6 ** 69 ± 8 * 58 ± 13 ** 60 ± 7 *

Object fflft left

, (tng / kg) 丄, _ ―.— ― 3―—. 4 5 6 (! Ι $ Π ^!

3,8,13-trilide-M-M-benzyl 10-2 ± 2 7 is 9 68 + 12 69 ± 8 * 71 Sat 5 * 72 ± 11 79 ± 9 Aconin 30 2 + 3 66+ 6 61 +10 59 Sat 5 ** 65 + 10 ** 66 ± 12 * 70 ± 9

3,8,13-Trilide pheasant-M-0 "crotyl 10 is 1 68 s 8 73+ 8 76+ 9 75 s 7 * 70 s 8 8 is 0 aconin 30 4 ± 2 60 ± 11 67 s 6 68 ± 10 * 70 ± 12 * 65+ 7 * 69 ± 8

3 8.13-Rigio: 3?--: * H 10 -3 + 2 65 + 19 6g ± η 73 + 1 Two RR + 1 Rupentyl) Aconin 30 2 ± 1 62 ± 10 6 is 11 69 ± 9 * 70 ± 11 * 63 ± 9 *

Pi 13—jigi in 9 + 2 RQ + 7,

-14- 0-anisoil aconin 30 ex. 59 Sat. 5 62 Sat. 5 71 + 12 72 Sat./\* fifl ± ll * 73+ 7 Γί_ ^ ar <丄 -r ~ H >> H へ ^ ヽ ノ ϊΙ レ 、 一 — 丄 1 + ェ 11 70-4-11 7+ 7/7 / + 工 7 O-CO

 3,13-dide-shiki-14-0-anisoil 30 0 ± 1 62 sat 9 58 sat 3 ** (53 sat 5 ** 7 is 9 * 73 ± 12 aconine

π JLo z no in Rq + 7 f 7/1 + 19 77+ Q / ϊί 1 U Age -14- 0 "Anisoyl aconin 30 0 ± 4 58 Sat 8 56 Sat 6 * 68 Sat 6 * 66 ± 11 * 70 ± 7 68 Sat 7

N-desetino N-Penzoime 1 "3,13-10 3 ± 4 69 ± 6 62 ± 10 67 ± 11 * 72+ 9 * 71+ 3 * 74 + 13 Side-effect-M-0 to Anisoyl aconin 30 4 ± 1 66 ± 10 60 Sat 8 58 person 6 ** 62+ 5 ** 59 Sat 8 ** 63 ± 7 *

N-deset l ~ N- (2-methyltetra 10 2 ± 2 62 s 3 69 ± 9 80 ± 5 * 79 s 7 * 86 s 9 M ± 12 hydrofurfurinole) -3, 13-dideo 30 is 2 57 ± 8 55 Sat 6 ** 62 ± 3 ** 62 Sat 6 ** 66 ± 12 * 69 ± 8 Kishi -14-0 "anisoil aconin

N-desethyl propyl-3- 3-year-old 10-ha 1 66 ± 8 72 Sat 5 71 Sat 7 * 74 Sat 8 * 80 Sat 6 82 Sat 8 Kissi 14-0-Anisoyl aconin 30-2 ± 2 55 ± 4 59 Sat 8 69 ± 13 * 63 ± 13 * 61 Sat 9 * 65 ± 11

For the麟物the most -. Contact -.- right -J pair - -.. ...- thickness _ of羞(_X10 ^z image)

 o 1 2 3 4 5 6 cap)

N-desethyl-N- (4-methizolepentyl)-10 3 ± 4 69 ± 4 77 ± 10 79 Sat 4 * 8 Approx. 5 * 77 ± 9 79 Sat 9

3-de-shiki-M-0-anisoilaconin 30 2 ± 2 49 Sat 9 * 67 ± 11 68 Sat 6 * 72+ Ί * 67 Sat 4 * .70 ± 10

N-desethyl -N-acetyl 3 -de 10 3 ± 1 72 Sat 6 73 ± 10 G!) ±〗 2 75 Sat 7 * 79 Sat 8 7R ± 7 years old -14- 0-Anisoinoreaconin 30 1 ± 3 6 is 11 58 Sat 8 * 57 Sat 6 ** 62 Sat 5 ** 59 ± 10 * 63 ± 10 *

N-Desbechi Benzy 3-de-age 10 1 ± 2 61 ± 12 60 7 75 3 ** 79 8 * 83 7 80 80 9 Kishi -14-0 '' Anisoinoleaconin 30 4 ± 1 61 ± 10 52 Sat 9 * 62 Sat 7 ** 6 is 5 ** 67 Sat 5 * 66 ±

N-desetino N- (2-methyltetrahydro 10-4 ± 3 67 ± 9 69 ± 10 78 ± 13 83 ± 12 91 Sat 9 82 Sat 6 Frefurinore) -3 2 ± 2 57 ± 10 59 Sat 6 * 66 ± 6 ** 69 ± 8 * 71 Sat 5 * 67+ 3 * Soinoreaconin

 N-Desechino 1 · Ν-Propino! "3,8,13-Tri 10 -2 ± 4 68 Sat 6 71 Sat 10 75 ± 5 * 79 + 12 78 ± 8 81 ± 13 Degi Xi 14-0" Anisoyl aconin 300 0 ± 3 60 Sat 9 63 Sat 4 67 Sat 7 ** 71 ± 11 * 68 Sat 7 * 71 Sat 9

Ν-desetino l / ~ N- (4-methylpen 100 0 ± 2 62 s 8 77 ± 10 82 ± 12 89 s 8 91 ± 13 89 s 8 chill)-3, 8, 13- 3 ± 2 48 ± 12 53 Sat 8 * 59 ± 9 ** 62 ± 11 ** 64 Sat 5 ** 67 ± 9

14-0-anisoiinoreaconin

 Ν -desetino N-acetino 3,8,13-tris 10 4 ± 2 70 s 7 82 s 4 90 ± 5 92 ±】 2 89 s 9 91 s 5 de seki- 14-0 ”anisoil aconin 30 2 ± 1 65 Sat 9 6 is 3 63 Sat 6 ** 60 ± 8 ** 58 person 6 ** 59 Sat 4 *

N-desetino N-benzoyl -3,8,13- 10 1 ± 1 59 SAT 6 86 ± 12 95 ± 11 94 ± 10 95 SAT 5 90 ± 12 Trideoxy 0-anisoil 30 3 ± 2 60 SAT 8 59 SAT 7 * 58 Sat 6 ** 64 Sat 4 ** 66 ± 11 * 68+ 6 * Aconin

..... j¾ You ... 篛 (xio »

 5 ..)

N-Death engineering chill -N- (2-methyltetra 100 0 ± 3 69 ± 13 68 ± 14 70 Sat 7 * 77 + 13 74 Sat 7 72 Sat 7 Hyd CJ furfuryl) -3,8,13-Tri 30- 2 ± 2 59 ± 7 * 6 ± 5 (56 Sat 6 ** 69 Sat 7 * 72 ± 10 69 ± 13 d t-xyanisoyl aconin

 3-de-shiki -14-0 "Πΐ-black mouth venso 10 2 + 1 65+ 9 76 ± 9 75 ± 10 * 74+ 7 * 78 + 12 77 Sat 8 yl -16 to epi-pyroaconin 20 Is 2 53+ 8 * 59 Sat 4 * 63 ± 8 * 68 ± 11 * 62 Sat 4 Forest 67+ 6 *

3-de-year-old -14-0 "acetyl-16 ~ 10 -2 + 2 63 characters 5 6 (3 ± 14 69+ 9 * 72 ± 13 80 ± 12 76 Sat 4 epi-pyroaconin 300 0 ± 3 49 ± 9 * 52 ± 11 * 54+ 6 Hayashi 56 Sat 7 ** 59 ± 10 ** 59+ 7 *

3-de-hydroxy--14-(> ■ methyl-16-10 4 ± 1 68 ± 13 72+ 6 74 Sat 5 * 73 + 10 * 72 s 9 8 is 6 epi-pyroaconin 302 2 ± 3 52 Sat 7 * 60 Sat 4 58 ± 13 Hayashi 62 Sat 8 ** 59 Sat 5 ** 62 + 11 *

3, 13-dide xy-lHHir black mouth 10 about 1 70+ 6 82 + 10 91 Sat 7 94 ± 8 90 ± 11 M Sat 6 Benzoyl-16 "epi-pyroaconin 200 0 ± 160 Sat 8 64+ 8 61 + 10 * 64 ± 12 * 70+ 4 * 69 ± 13

3, 13-sided kishi -14-0 "Acetino!" 10 2 ± 2 62 ± 12 68 Sat 7 73 + 11 70 ± 10 * 73 ± 11 76 ± 5

16-Epi-Piroaconin 30 3 ± 1 56+ 7 * 55 Sat 9 * 60+ 9 ** 62 ± 6 ** 67 ± 7 * 71 + 10

3, 13-dideoxy -14-0 "methino 10 1 ± 2 67 Sat 9 75 ± 7 75 ± 11 78 + 12 79 ± 10 84+ 5

16 "Epi-Piroaconin 30 3 ± 3 61 ± 10 63 ± 13 59 + 12 ** 57 Sat 8 ** 6 is 9 * 63 Sat 4 *

Μ-0-πΓBlack mouth Benzoi U "16 ~ 10 -1 ± 1 64 ± 11 67 ± 12 * 65 Sat 7 ** 69 Sat 5

Epipyrroconon 20 4 ± 2 57 ± 8 * 60 ± 13 63 Sat 8 ** 62 Sat 9 ** 59 Sat 6 ** 56 ± 9 *

14-0 to Acetinoepiro-pyro 10 3 ± 3 61 Sat 8 67 One ± 212 66 Sat 9 * 69 Sat 5 ** 65 Sat 8 * 69 Sat 7 Aconin 30 3 ± 2 58 Sat 6 * 62 ± 10 64 ± 10 * 60 Sat 9 ** 63 ± 11 * 59 Sat 9 *

 Foot one

 ;of

Yes.

One of four

Object dose Difference in left and right foot thickness (X10— ^two thighs)

 (One,

 Ό 1 Ζ 0 4 ο

 14-0-Metizo 16 ~ Epi-pyro 10 2 ± 2 62 ± 8 65 ± 11 72 ± 10 * 79 Sat 7 82 Sat 5 8 Ho 9 Aconin 30 0 ± 3 55 ± 10 59 Sat 8 GO Sat fl ** l ± ll ^ * 0 63 ± 11 *

N-Desethyl -N-Benzo U "10 1 ± 2 68 ± 13 76+ 9 79 Sat 4 * Ϊ) ± 10 8 ± 10

 3-de-shiki-16- ヱ pi-pyro 30 1 ± 1 52 Sat 9 68 Sat 7 68 Sat 5 ** o7 Sat 6 ** 67 Sat 6 * 69 ± 6

 N-desethyl propyl-3-10--3 ± 2 70 Sat 5 79 ± 14 83 Sat 8 82 Sat 9 83 Sat 7 85 Sat 8 Desekiki-16-epi-pyrodieza 302 2 ± 2 56 Sat 6 62 ± 11 73 Sat 4 ** 75 Sat 6 * 78 Sat 9 77 Sat 5 5

 Ν-desethyl-Ν-acetyl-3- 3-year-old 10 4 ± 3 60 ± 10 82 Sat 6 89 ± 11 87+ 4 89 Sat 5 85 ± 11 S-16-Epi-pyrrojesaconitine 30 1 ± 3 59 ± 12 61 Sat 8 68+ 6 * 73 s 9 * 72 ± 15 70 Sat 6

Ν-desetino Ν-benzoyl -3, 10 2 ± 1 59 7 65 65 9 70 7 * 75 ± 8 * 71 ± 13 74 ± 1'1

13-dide xy-16 "epi-pyro 30 2 ± 4 46 ± 12 * 53 ± 6 * 66 ± 10 * 62 ± 12 * 65 Sat 9 * 69+ 5 * diesaconitine

 デ ス -desethyl-Ν-proh 3,13-10 3 ± 1 64 s 7 66 ± 12 77 s 9 80 ± 13 75 s 4 * 70 ±】 3 didexy- 16-epi-pyro 30. -1 + 1 60 Sat 9 55 Sat 8 * 59 ± 5 ** 55 ± 5 ** 58 ± 10 ** 61 ± 11 * Diesaconitine

 デ ス -desethyl-Ν-acetino 3, 13-10 0 ± 2 67 sat 8 72 ± 11 78 ± 13 76 ± 10 * 84 ± 14 77 ± 12 didideki- 16-eppi-pyro 30 2 ± 3 60 sat 6 68 Sat 7 67 Sat 8 * 74 Sat 9 * 70 ± 10 67 Sat 5 * Di: t Saconitine

 N-desetino l ~ N-benzoyl-10 4 ± 3 58 Sat 6 6 5 69 Sat * 74 Sat 6 * 78 Sat 9 69 ± 11

16 "Epi-Pyrodiesaconitine 30-2 ± 1 53 Sat 9 58 Sat 8 * 60 ± 10 ** — 63 ± 11 * 59 Sat 8 **-56 Sat Ί *

艦 .Ship) —.-Float ffl.ft — „Contact thickness of left foot (X10 ² ran)

 0 1 2 3 .__ „4 ― ― ..., ... one, 6 (Π? /!

N-desethyl Pro! / ~ 16 10 2 ± 3 63 ± 8 73 4 76 ± 10 83 Sat 8 85 ± 13 78 ± 9 Epi-Virojesaconitin 300 + 1 49 ± 4 * 53 ± 11 * 58 Sat 9 ** 6) ± 10 ** 62 Sat 8 *

 N-desuecil acetino 10 3 + 4 66 ± 5 81 + 13 90 Sat 5 93 + 12 91+ 6 89 Sat 4 epi-pyrogesaconitine 30 3 64 Sat 9 68 Sat 8 67 Sat 7 * 75 ± 10 * 77+ 9 74 + 12

M-0- P-black mouth benzoylmesaconin 10 5 ± 2 65 9 74 74 5 73 7 * 78 8 * 81 + 11 85 + 9

 30 5 is 11 59 Sat 6 * 56 Sat 6 6 ** 76 ± 10 74 ± 10 *

14-0-Full-bodied benzoyl aconin 10 is 4 67 Sat 8 80 ± 10 85+ 7 89 + 12 88+ 9

 30 4 + 4 57 ± 10 63 Sat 8 61 Sat 6 ** 69 + 10 * 72 person 6 *

 14- 0-p-bromobenzoylaconine in 2 + 3 60 ± 8 ββ ± 10 71 + 13 7 + 7 * 73 + 14

 30 5 ± 2 58 Sat 9 53 Sat 8 * 59 ± 0 ** 62 ± 6 ** 68 Sat 7 ** 71 ± 18

N-Desethi 0- Black mouth 10-3 ± 4 Sat 6 78 ± 9 77 ± 8 79 + 12 80 Sat 8 ± 9 Penzyl aconin 30 2 ± 1 65 ± 10 G9 ± U 70 s 8 * 66 ± 7 ** 71 + 10 69 Sat 7 *

M-0 ~ p-cloral benzoylpyraconin 10 3 ± 1 59 ± 11 64 Sat 5 * 67 Sat 7 * 69 ± 7 ** 68 2 ± 11 an 1 + 9 υ i

14-0 "P-bromobenzoylpyraconin 10 2 ± 4 72 Sat 7 77 ± 11 76 Sat 8 * 79 Sat 6 * 77 ± 10 79 ± 13

 30-1 ± 3 68 Sat 8 68 + 10 69 Sat 9 * 67 Sat 6 ** 68 ± 12 * 70 person 7 *

M-0-P-Full-year robenzoyl pyracone 10 5 ± 3 74 ± 14 75 Sat 8 80 ± 13 84 ± 10 82 ± U 80 Sat 5 Mesaconin 30 3 ± 1 59 Sat 8 62 ± 11 65 ± 6 ** 75 ± & * 69 9 * 75 ± 10

14-0-(3-cloth propionyl)-10 2 ± 1 59 ± 12 63+ 5 62 ± 8 * 69 Sat 6κ * 66 Sat 4 ** 73 Sat 7 Aconin 30 3 ± 2 52 Sat 8 57 Sat 4 * 60 ± 10 ** 68 Sat 5 ** 65 Sat 8 * 68 ± 10

One- "~ Infant ffl 厫 Difference in thickness of left foot (X10 leakage)

 (mg / kg) 0 1 2 3 4 5 --- 6_ (HjfH

14-0 ~ (4-hydroxypuchinore) -aconin 10 2 ± 4 67 Sat 9 65 ± 12 68 ± 6 * 60 ± 10 ** 62 ± 12 * 68 ± 11

 30-1 ± 2 54 Sat 10 58 Sat 6 * 61 ± 10 ** R7 ± 7 * 65 Sat

14-0 ~ -Methylcyclohexyl)-10-2 ± 2 75 ± 11 72 Sat 9 70+ Ί * 82 Sat 9 86+ fl 83 Sat ί! Aconin 30 1 59 ± 15 62 Sat 8 65 ± 12 * 54 ± 7 ** 61 ± 10 * 63+ 7 *

N-Desue thousand (p ~ anizoir)-14-0 10 3 ± 3 63 7 66 ± 6 69 ± 8 * 72 Sat 9 * 78 ± 12 78 ± 10

-Benzoinoreakonin 30 1 ± 3 61 Sat 9 59 Sat * 62 Sat! ) ** 59 ± 11 ** 68 Sat 7 * 61 Sat 9 *

N-desetino acetinole-14-0 to benzo 10 3 ± 2 68 Sat 9 70 Sat 8 73+ 7 * 74 ± 10 * 72 Sat 5 * 75 Sat 8 Inoreviraconin 30 3 ± 3 62 ± 10 64 Sat 9 63 ± 8 * * 61 ± 12 ** 63 ± 10 * 65 ± 10 *

N-Desutile-N- (3-port; Propio 10-1 ± 4 72 Sat 9 75 ± 12 72 ± 15 77 Sat 7 * 68 ± 9 * 78 Sat 7 * Nil)-14-0-Benzoyl aconin 30 4 ± 2 68 ± 11 68 Sat 8 69 ± 7 ** 65 ± 6 ** 69 Sat 5 * 67 ± 6 *

N-desetino- N-crotino 1 ^ 14-0 10 3 ± 2 66 Sat 7 68 ± 4 70 Sat 5 * 77 Sat 6 * 79 ± 10 77 ± U

-Benzoireaconin 300 0 ± 3 63 ± 12 65 ± 10 * 68 ± 11 * 65 Sat 9 * 70 ± 12

N-desuetyl -N- (4-methylcycline 10 4 ± 3 67 ± 10 62 sat 7 66 sat 5 * 66+ 8 * hexyl)-14-0 to benzoyl aconine 30 3 ± 1 65 ± 8 68 sat 5 * 63 Sat 7 ** 64 ± 13 ** 67 ± 10 * 69 Sat 9

N-desethizole-N- (4-hydroxybutyl) 10 3 ± 2 70 Sat 72 72 ± 12 75 ± 11 74 Sat 9 * 77 Sat 8 74 Sat 8

-14-0 "Benzoyl aconin 30 2 ± 2 65 ± 11 66 ± 8 65 SAT * 68 ji 7 ** 70 ± 10 70 SAT 9

14-0- (2-Viridylmethyl) aconin 10 7 is 6 73 ± 7 Ή ± \ 2 76 ± 8 * 80 Sat 7 73 ± 7

 30 1 ± 1 62 Sat 9 61 ± 8 * 65 Sat 6 ** 63 Sat 9 ** 66 ± 9 * 64 Sat 6 *

14-0- (2-Methyltetrahydro 10 2 ± 2 68 Sat 8 69 Sat 8 69 Sat 8 * 67 ± 10 * 68 ± 8 * 70 ± 13 Furfuryl) Aconin 30-2 ± 2 61 ± 10 62 Sat 6 * 62 Sat 9 ** 59 ± 12 ** 62 Sat 5 ** — 68 ± 10

Union)

Screaming vein ..... of contempt (X10 ^? M)

 0 — .__ 2 3., ■ ― .. ― .4 .— ... L, one ... .... „ο (ίι $ ιι

14-0-Hexane carbonyl / ηι \

 / u _! _ 11 f- 72 ± 15 75 ± 9 77-4- ft Aconin 30 0 + 2 60 Sat 9 6 is M 64 Sat 7 ** 6G + 10 ** 63 Sat 7 * 62 Sat Γι +

N-desethyl hexancar 10 3 ± 1 72 ± 8 74+ 8 73 ± 13 78+ 6 * 80 ± 9 82 ± 12 Bonyl-MO-benzoylaconin 30 almost 3 67 ± 7 9 08+ 9 * ( Μ ± 10κ 69 ± 10

N-Death engineering chill-N-α-methinole (4- (α-10 -1 ± 2 69 ± 5 M ± 10 68 Sat 9 * 70 ± 10 * 71+ 7 73 ± 15 Methinoleasetic acid) 2 30 2 ± 4 63 ± 11 60 ± 6 61 Sat 0 ** 63 Sat 8 ** 64 ± 8 * le) Acetyl-14-0-benzoylaconine

 Ν-desethyl-Ν- (2-pyridylmethyl)-10 3 ± 2 72 Sat 9 74 Sat 9 72 + 13 73 ± ± 75 ± 8 78 Sat 8

Μ-0-benzoyl aconine 30 4 ± 4 61 +10 62 ± 10 01 ± 9 * κ 61 ± 9 ** 67 Sat 9 * 69 ± 13

14-0-Anisoy Rene; t phosphorus 10 68 Sat 8 71 ± 11 73 Sat 8 72 ± 13 74 Sat 9 76 + 10

 30-2 ± 2 63+ 7 59 Sat 6 * 62 ± 9 ** 58 + 10 ** 64 ± 12 * 62

1,1 / 1-0-Dibutanoylneoline 10 2 + 2 65 + 10 70 ± 9 72+ 8 * 70 Sat 7 * 75 Sat 7 78 Sat 7

 30 4 ± 1 60 ± 10 64 Sat 9 65 + 10 * 67 Sat 9 ** 68 ± 11 * 69 ± 9

1, 14-0-di-P-black mouth penzyl neolin 10 2 ± 1 71 SAT 7 70 SAT 9 69 SAT 9 * 72 SAT 8 * 71 SAT 6 * 75 ± 13

30 4 ± 4 62 ± 9 62 s 8 63 ± 10 * 66 ± 8 ** 64 Sat 8 * 65 ± 5 * η = 5. * Ρ <0.05, * * Ρ <0.01.

Four

Table 3

Test substance LDS ₀ value, mg / kg 95 95 basket limit) Aconitine 0.55 (0.30-1.01) Mesaconitine 0.25 (0.20-0.31) -0.29) 8-Doxy-14-0-benzoylmesaconine 30 <

3, 8-dideoxy-14-0-benzoylmesaconine 40 <

3, 13-dideoxy-14-0-benzoylmesaconine 40 <

 3, 8, 13-tridoxy-14-0-benzoylmesaconin 40 <

 3,13-dideoxymesaconitine 2 <

 8-Doxy-14-0-benzoylaconine 30 <

 3-demented xy-14-0-benzoyl aconine 30 <

 3, 8-dideoquin-14-0-benzoylaconine 30 <

 3, 13-dideoxy-14-0-benzoylaconine 30 <

 3, 8, 13-tridoxy-14-0-benzoylaconine 30 <

 14-0-anisylmesaconin 100 <

 8-Doxy-14- 0-anisoilmesaconin 10 <

 3-Doxy -14-0-Anisylmesaconin 30

3, 8-sided xy-14-0-anisylmesaconin 20 <

3,13-dideoxy -14-0-anisoilmesaconin 20 < Table 3 (surrounding)

Test drug product LD _S. Value, mg / kg

 (95 confidence limits)

3, 8, 13-Trideoxy -14- 0-Anisoinolemesaconin

8-de-shiki -14-0-anisoilaconin 40 <

3-Doxy -14-0 "Anisoyl Aconin 30

3,8-didequin-U-0-anisoilylconon 20 <

3, 13-dideoxy -14-0-anisoil aconine

3,8,13-trideoxy -14-0-anisoilaconin 20 <

3, 13-dideoxydiesaconitine 3 <

8-deoxy -14-0-veratroyl aconin 20 <

8-Doxy -14-0 to Trimethylgalloylaconin 20

8-Doxy -14-0-m-Anisoyl Aconin 30

8-Doxy -14-0-Ρ-black benzoyl aconine 30 <

8-Doxy -14-0 "m-Mouth mouth benzoylaconine 20 <

8-year-old Kishi -14-0-O-ku mouth mouth Benzoinoreakonin 30

8-Doxy -14-0-Acetylaconine 30g

8-Doxy-14-0-methylaconine 30 <

8-deoxy -14-0-aminoaminoconin 30 <

8-de-hydroxy-14-0-benzylaconine 30 <

8-Doxy-14-0-crotyl aconine 30 <

8-de-shiki -14-0 ~ <∑-methyl (4- (α-methylase 30

Tick acid) phenyl) acetyl aconine Table 3 (continued)

Test drug product LD _S. Value, mg / kg

 (95¾ confidence limit)

8-Doxy-14-0- (4-methylpentyl) aconine 30 <

8-Deoxy -14-0-m-Fluoro mouth benzoyl aconine 30 <

8-Deoxy -14-0-m-Bumobenzoylaconine 30 <

8-Doxy-14-0-P-methoxybenzylaconine 20 <

N-desethyl -N-propyl- 8-deoxy- 30 <

14-0-anisoil aconine

N-desethyl -N-amyl- 8-doxy- 30 <

14-0-anisoil aconine

N-desethyl -N- (4-methylpentyl) -8-de 30 <xy-14-0-anisoilylconon

M-desethyl -ιΝ-acetyl -8-dexoxy-30 <

14-0-anisoil aconine

N-desethyl benzoyl -8-de-kin- 30 <

14-0-anisoil aconine

N-desethyl (2-methyltetrahydrofur

Ruffle) -8-Doxy -14-0-Anisoylaconin 30

N-desethylesaconitine 10 <

3,13-dideoxy-14-0-veratroyl aconin 20 <

3,13-dideoxy -14-0-acetylaconine 30 <

3, 13-dideoxy-14-0-benzylaconine 30 <

3, 13-dide xy-14-0-crotyl aconine 30

3, 13-dideoxy--0- (4-methylpentyl) 30 <aconine Table 3 (continued)

Test substance LD _{S 0} value, rag / kg

 (95 << confidence limit)

3-de-year-old -14-0-veratroizoleaconin 20 <

3-Doxy-14-0-acetylaconine 30 <

3-Doxy-14-0-benzylaconine 30 <

3-deoxy -14-0 crotyl aconine 30 <

3-Deoxy -14-0- (4-methylpentyl) 30 <Aconine

3,8,13-Trideoxy -14-0-veratroyl aconin 20 <

3,8,13-Trideoxy -14-0-acetylaconine 30 <

3, 8, 13-trideoxy -14-0-benzylaconine 30 <

3,8,13-tridoxy-14-0-crotyl aconine 30 <

3,8,13-tridoxy -14-0- (4-methylpentyl) 30 <aconine

N-desethylpropyl-3,13-dideoxy-30 <

14-0-Anisoyl aconine · -desethyl (4-methylpentyl) -3, 13-dide 30 <

Kishi -14-0-anisoil aconine

N-desethyl acetyl-3,13-dideoxy-30 <

14-0-anisoil aconine

N-desethyl benzoyl-3,13-dideoxy-30

14-0-anisoil aconine

N-desethyl-(2-Methyltetrahydric mouth full 30

Frill) -3,13-dideoxy -14-0-anisylaconine

! ¾-desechino- N-propizole-3-de-shiki- 30 <

14-0-anisoil aconine Table 3 (continued)

Test drug LD _so ifi, mg / kg

 (95 confidence limits)

N-desethyl (4-methylpentyl) -3-de-age 30 <xy -14-0-anisoil aconine

N-desethyl -N-acetyl-3-dexoxy-30 <

14-0-anisoil aconine

N-desethyl -N-benzoyl-3-deoxy- 30 <

14-0-anisoil aconine

N-desethyl -N- (2-methyltetrahydrofur 30 <furyl) -3-deoxy -14-0-anisoilaconine

N-desethyl -N-propyl-3,8,13-trideoxy-30-

14-0-anisoil aconine

N-desethyl -N- (4-methylpentyl) -3,8,13-30 trideoxy -14-0-anisoilaconine -desethyl -N-acetyl -3,8,13-trideoxy-30 <

14-0-anisoil aconine

N-desethyl-N-benzoyl-3,8,13-trideo 30 <xy-14-0-anisoylaconine desuetyl (2-methyltetrahydrofur 30-grill) -3,8,13-trideoxy-14- 0-anisoil aconine

3-deoxy-14-0-m-chlorobenzoyl-16-epi-20 <pyroaconine

3-de-hydroxy-14-0-acetyl-16-epi-pyroaconine 30 <

3-deoxy-14-0-methyl-16-epi-pyroaconin 30 <

3,13-dideoxy -14-0-m-co- □□ benzoyl-16-20 <epi-pyroaconine

3, 13-dideoxy -14-0-acetyl-16-epi-30 Table 3 (surrounding)

Test substance D _So value, mg / kg

 (95 << confidence limit)

3,13-dideoxy -14-0-methyl -16-epi-30 <

 Pyroaconin

14-0-m-co-mouth benzoyl -IS-eppy 20

14-0-Acetyl -16-Epi-Pyroaconine 30

14-0-methyl-16-epi-pyroaconine 30 <

N-desethyl -N-benzoyl-3-de-hydroxy- 30 <

 16-Epi-pi diezaconitine

N-desethyl -N-butyl alpha pill-3-deoxy-16-epi-30 <

 Pilosesaconitine

Ν-desuetyl -Ν-acetyl-3-deoxy-16-epi-30 <

 Pilosesaconitine

Ν-desethyl-Ν-benzoyl-3,13-dideoxy-30 <

16-Epi-pyrogesaconitine desethyl-Ν-propyl-3,13-dideoxy-30

16-Epi-pidiezaconitine ''

Ν-desethyl acetyl-3,13-dideoxy -16-30 <

Epi-pyrogesaconitine

Ν-desethyl benzoyl-16-epi-30 <

Virojesaconitine

Ν-desuepir Πpill-16-epi-30 <

Virojesa conitin desuetyl -Acetinolle- 16-Epi- 30 <

Virodiesaconitine

14-0-ρ-black mouth benzoylmesaconine 30 <

14-0-P-Flu-mouth Benzoylakonin 30 4 2

Table 3 (_continued)

Test drug was D _so ig, mg / kg

 (95 confidence limits)

14-0-P-Bromobenzoyl aconine 30g

N-desethyl -14-0-P-c

14-0-P-Bromobenzoylpyraconine 30 <14-0-P-Bromobenzoylpyraconine 30 <

14-0-P-Fluorobenzoylpyraconine 30 <

N-desethylamyl-14-benzoylpyraconine 30 <

14-0- (3- ク mouth propionyl) -aconine 30 <

14-0- (4-hydroxybutyl) -aconine 30 <

14-0- (4-methylcyclohexyl) -aconine 30 <

N-desethyl (P-anisoil) -14-0- 30 <benzoyl aconine

 30 <

 N-desethyl -N- (3-chloropropionyl) -14-0-benzoylaconine 30 <

N-desethyl -N-crotyl -14-0- 30 <benzoyl aconine

N-desethyl -N- (4-methylcyclohexyl) -14-0- 30 benzoyl aconine

N-desethyl -N- (4-hydroxybutyl) -14-0- 30 benzoyl aconine

14-0- (2-pyridylmethyl) aconine 30 <

14-0- (2-Methyltetrahydrofurfuryl) aconine 30

14- 0-cyclohexanecarbonylaconine 30 < , _{q Λ} ,

 (.4 3 0)

Table 3 (surrounding)

Test drug product LD _S. Value, mg / kg

 (95 << confidence limit)

N-desethyl-N-cyclohexanecarbonyl -14-0- 30 <benzoylaconine

N-desethyl-N-α-methyl (4- (α-methylacetic 30 phenyl) phenyl) acetyl -14-0-benzoylaconine

W-desethyl -Ν- (2-pyridylmethyl) -14-0- 30 benzoyl aconine

14-0-Anisoyl neoline 30

1,14-dibutanol neoline 30 <

1,14-di-Ρ- ク 口 口 口 benzoylneoline 30 <

Claims

aB Range of request

) General formula (I)

[Wherein, and R ₂ are each

(i) a force that is a hydrogen atom, or

 (ii) a linear or cyclic saturated or unsaturated alkyl having 1 to 8 carbon atoms having or not having a substituent, or

 (iii) a force that is a 5- or 6-membered alicyclic or aromatic heterocyclic group containing an oxygen atom or a nitrogen atom, or

(iv) a chain or cyclic aliphatic carboxylic acid or aromatic carboxylic acid or an aromatic aliphatic carboxylic acid, with or without a substituent; or

(V) aralkyl having or not having a substituent; R ₃ and R ₄ are a hydrogen atom or a hydroxyl group;

R s is a hydrogen atom or a hydroxyl group or acetyloxy; R s is a hydrogen atom or a hydroxyl group; R ₇ is a hydrogen atom or methyl, an aliphatic acyl, or an aromatic acyl.

 However,

a) When R is benzoyl, R ₂ and R ₇ are methyl, R ₃ is a hydrogen atom or a hydroxyl group, and R ₄ and H _s are a hydroxyl group: R _s is a hydrogen atom B) when R is benzoyl, R ₂ and R ₇ are methyl, R ₃ and are hydrogen atoms, and R _s is a hydroxyl group, R _s is a hydrogen atom

c) R is benzoyl, R _z is ethyl,

R ₃ is a hydrogen atom, is a hydrogen atom or a hydroxyl group, and: when R _s is a hydroxyl group and R ₇ is methyl,

R s is a hydrogen atom or a hydroxyl group

d) R is anisyl, R _z is ethyl,

R ₃ is a hydrogen atom, R ₄ and Ε · _ε are hydroxyl groups,

When R ₇ is methyl, R _s is a hydrogen atom or a hydroxyl group

e) When R is benzoyl or anisyl, R _{2 is} ethyl, R ₃ and R ₄ and Rs are hydroxyl groups, and R ₇ is methyl, R s is a hydrogen atom

£) R is benzoyl or anisyl, R _z is methyl or ethyl, R ₃ is a hydrogen atom or a hydroxyl group, R ₄ is a hydroxyl group, and R _s is a hydrogen atom. When H ₇ is methyl, R _s is a hydrogen atom or a hydrogen group. is there

g) R is veratroyl or anisyl or benzoyl, R ₂ is ethyl, R ₃ and R ₄ are hydroxyl groups, R ₆ is a hydrogen atom, R ₇ is methyl If _s is a hydrogen atom

h) R is anisyl, R ₂ is ethyl, R ₃ is hydrogen, R ₄ is hydroxyl, R s is hydrogen, R ₇ is methyl In some cases, R _s is a hydrogen atom

i) When R is anisyl, R _z is ethyl, R ₃ is hydroxyl, R ₄ and R _s are hydrogen and R ₇ is methyl, R _s is hydrogen J) which is an atom, when R is anisyl, R ₂ is ethyl, R ₃ and R ₄ and R _s are hydrogen atoms, and R ₇ is methyl, R _s is a hydrogen atom or Is a hydroxyl group

k) when R is benzoyl, R _z is methyl or ethyl, R ₃ and R s are hydrogen atoms, R ₄ is a hydroxyl group, and R ₇ is methyl, _s is a hydrogen atom or a hydroxyl group

1) when R is a bell, R ₂ is ethyl, R ₃ and R _s are hydrogen atoms, R ₄ is a hydroxyl group, and R ₇ is methyl, _s is a hydrogen atom or a hydroxyl group

m) R is 3-phenylpropyl, R _{2 is} ethyl, R ₄ is hydroxyl, R ₃ and R ₆ are hydrogen (4 S4)

If R ₇ is methyl, then R _s is a hydrogen atom or a hydroxyl group

n) R is acetyl, R ₂ is forminole or methyl or ethyl, R ₃ and R ₄ are hydrogen atoms, and Rs forms a carbonyl group together with the 15-position carbon atom R _s is a hydrogen atom or acetyloxy when R ₇ is methyl

o) is acetyl, R _z is hydrogen or formyl or methyl or ethyl, R ₃ and R ₄ and R _s are hydrogen and R ₇ is methyl, R _s Is a hydrogen atom or a hydroxyl group

P) When R is benzoyl, R _z is a hydrogen atom or methyl, R _3, R ₄ and R _s are hydrogen atoms, and R ₇ is methyl, R _s is a hydrogen atom Or a hydroxyl group β

q) R is benzoyl, R ₂ is ethyl,

R ₃ and R ₄ Ri Oh hydrogen atom, R _s is Ri hydrogen atom or water group Der, if R ₇ is methyl, the R _s is hydrogen atom

r) R and R ₃ and R ₄ and R _s are hydrogen atoms and R ₂ is ethyl; and when _τ is a hydrogen atom or anisyl or trimethylgalloyl, R _s is a hydrogen atom. is there

s) When R t is an acetyl group, R _z is ethyl, and R ₃ and R ₄ and R _s and R ₇ are hydrogen atoms, R _s is a hydrogen atom

t) is a hydrogen atom or benzoyl, R _z is an ethyl, R _3, R ₄ and R s are a hydrogen atom, and R ₇ is a benzoyl, R _s is a hydrogen atom U) R benzoyl, R ₂ is ethyl, R ₃ and R ₄ and R _s and R ₇ are hydrogen atoms, R _s is a hydrogen atom

V) When R i is an acetyl group, R ₂ is ethyl, R ₃ and R ₄ and Rs are hydrogen atoms, and R ₇ is an acetyl group or anisyl or trimethylgalloyl, R _s is a hydrogen atom

) And R ₃ and R ₄ and R ₇ are hydrogen atoms, R ₂ is ethyl, and R _s is a hydroxyl group, R _s is a hydrogen atom or acetyloxy

) Is benzoyl, and R _2, R _3, R _4, and R are hydrogen atoms and R s is a hydroxyl group, R _s is a hydrogen atom or a hydroxyl group

y) R and R ₇ together as or R i and R ₇ Gatomo Anisoiru 0 - or a main Tokishibenzoiru or R i and R ₇ Gatomo the Application Benefits Mechirugaro or-yl, or R i and R Ma Are both p-dibenzoyl, R ₂ is ethyl, and R ₃ and R ₄ and R s are hydrogen atoms, R _s is a hydrogen atom or acetyloxy. Is benzoyl, R ₂ is a hydrogen atom,

R> and R s are hydroxyl groups, and R _s is acetyloxy Oh Ri, R, If is is methyl, R ₃ is aconitate Chin compound represented by Oh Ru] a hydrogen atom.

 ) An analgesic / anti-inflammatory agent comprising, as an active ingredient, an aconitine compound represented by the general formula (I) of the above 1) or a salt thereof, and an excipient.