CN104829621A - Preparation method of maca-thiohydantoin A - Google Patents
Preparation method of maca-thiohydantoin A Download PDFInfo
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- CN104829621A CN104829621A CN201510196865.4A CN201510196865A CN104829621A CN 104829621 A CN104829621 A CN 104829621A CN 201510196865 A CN201510196865 A CN 201510196865A CN 104829621 A CN104829621 A CN 104829621A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
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Abstract
The invention discloses a preparation method of maca-thiohydantoin A. The preparation method comprises methanol extraction, petroleum ether extraction, silica gel separation, reverse phase silica gel RP-C18 purification, silica gel re-separation and DIOL silica gel purification. The preparation method realizes directly separates a desired compound maca-thiohydantoin A from a plant MACA. The method creatively separates maca-thiohydantoin compounds as active ingredients from the MACA plant with health care functions and provides a key breakthrough for health plant MACA active chemical component discovery.
Description
Affiliated field
The invention belongs to chemical preparation process field, particularly, relate to the method for thiocarbamide A in a kind of agate coffee-second.
Technical background
The plant of the rhizome of the likeness in form radish sample hypertrophy that agate coffee (MACA) is Cruciferae Lepidium apetalum (plan) Lepidium meyenii, originates in 3500-4500 rice region above sea level, South America; Local original inhabitant often adds honey and fruit using fresh and squeezes the juice as a kind of beverage and drink.Spaniard, when within 1533, coming Peru, finds in severe environment, and child, adult and livestock are but very strong.The MACA output of Peru about 400 tons is important Export resource; Its extract also enjoys favor.The beginning of this century, Lijiang, yunnan has been introduced MACA from Peru and has been carried out popularizing planting, has reached more than 30000 mu at present, and the planting technology of intensive cultivation makes MACA output Yuan Chao Peru of China, becomes a new MACA production and consumption big country.
Due to the specific function effect of MACA, the research of its nutritive ingredient, chemical composition and function thereof is constant.Much research is had to report: fresh agate coffee moisture content 10.4%, protein 10.2%, fat 2.2%, carbohydrate 59%, fiber 8.5%, ash content 4.9%.Its protein forms primarily of the amino acid of needed by human, comprising: arginine (9.94%), aspartic acid (9.17%), L-glutamic acid (15.6%) and Methionin (54.5%) etc.; In the fat of agate coffee, the content of unsaturated fatty acids accounts for 52.7% (its Linoleic acid 18.5%, linolenic acid 8.87%), also containing glucosinolate (glucosinolates) sterol and potassium, calcium, iron etc.; In agate coffee lipid position, characteristic component is agate coffee alkene (maceaene) and agate coffee acyl (mecamide), also comprise N-benzyl decoylamide, N-benzyl-16-hydroxyl-9-oxidation-10E, 12E, 14E-pungent certain herbaceous plants with big flowers triolefin acid amides, N-benzyl-16 hydroxyl-9,16-dioxy-10E, the homologue of 12E, 14E-pungent certain herbaceous plants with big flowers triolefin acid amides and broken three the agate coffee alkene of other 17 saxual and macamide.It is generally acknowledged that agate coffee alkene and macamide are that in Maca extract, tool promotes one of active substance of sexual function.Agate coffee (MACA) product has the kind more than 100 that the states such as Peru, the U.S., Canada, Britain, Holland, Switzerland, Japan, France, Australia, Spain produce, and mostly sells with the form of protective foods.The simplest method is that agate coffee (MACA) dry powder is loaded hard capsule, and every 500mg, takes 4-8 grain (total amount is 2000-4000mg) every day, has become one of large situation of selling well healthcare products in the world ten.This wherein not only includes agate coffee (MACA) healthcare products, compound preparation, also comprises MACA food, as MACA sugar, MACA coffee, MACA biscuit, MACA beverage, MACA wine etc.Pharmacological research is reported: MACA possesses plurality kinds of health care and treatment function, and MACA dry powder and various extract have enhancing energy, improve fertility, improvement function, can treat involution syndrome, rheumatism, dysthymia disorders, anemia; Also there is the effects such as anticancer and leukemia; MACA has the multiple efficacies such as antifatigue, endocrine regulation.
In agate coffee second, thiourea compound biological activity is stronger, particularly 2-(2-benzyl)-3-sulfo-hexahydropyrrolo [1.2-ring]-imidazoles-1-ketone [(S)-2-benzyl-3-thioxohexabydropyrrolo [1,2-C]-imidazol-1-one] there is stronger neural system biological activity, as: 1) promote neuronic regeneration and growth, be conducive to the treatment of nervous disorders and nervous tissue degenerative disease.2) promote that the growth of hair is used for the treatment of alopecia.3) be used for the treatment of visual disorders disease, improve eyesight, can memory impairment be treated in addition, improve memory.4) but confirm that this compounds is without any significant immunosuppressive activity they and non-immunosuppressant in other words simultaneously.U.S. GPI NIL HOLDINGS, INC. company has applied for PCT patent (PCT Int.Appl. (2001), WO 2001046195A120010628) in calendar year 2001.Due to the notable biological activity of thiourea compound in second, some scholar improvement always, optimum synthesis route.But fail always comparatively improve and yield reach more than 93% synthesis and preparative method.India scholar Sundaram in 2007, etc. G.S.M. the synthesis technique of very simple target compound 2-(2-benzyl)-3-sulfo-hexahydropyrrolo [1.2-ring]-imidazoles-1-ketone [(S)-2-benzyl-3-thioxo-hexabydropyrrolo [1,2-C]-imidazol-1-one] is completed.Because of 2-(2-benzyl)-3-sulfo-hexahydropyrrolo [1.2-ring]-imidazoles-1-ketone (in agate coffee-second thiocarbamide A) [(S)-2-benzyl-3-thioxohexabydropyrrolo [1,2-C]-imidazol-1-one] (maca-thiohydantoin A) activity is significantly, receive much concern, the high yield with 92% completes the research of synthesis technique.Become a milestone of thiocarbamide synthesis in second.
However, in MACA, many chemical compositions and function thereof need to be familiar with.Healthcare products function plant Maca active chemical components and effective constituent can be determined, the synthetic method of thiocarbamide A in agate coffee-second of more optimizing can be provided to possess important investigation and application and be worth.At present, in prior art there are no direct from plant extraction and isolation high-level efficiency, high yield pulp1 obtain the report of the method for thiocarbamide A in agate coffee-second.
Summary of the invention:
The object of the present invention is to provide a kind of from plant Maca the method for thiocarbamide A in direct separation and Extraction target compound agate coffee-second.The method is separated Thiourea (maca-thiohydantoins) compound in one of effective constituent obtained healthcare products agate coffee plant i.e. agate coffee-second from MACA plant first, and this is the once key breakthrough that healthcare products function plant Maca active chemical components finds.
In order to realize above-mentioned purpose of the present invention, the invention provides following technical scheme:
The preparation method of thiocarbamide A in agate coffee-second, the method comprises methanol extraction, petroleum ether extraction, silica gel separation, reverse phase silica gel RP-C18 purifying, silica gel are separated again, DIOL silica gel purification step.
As described in agate coffee-second in the preparation method of thiocarbamide A, wherein said methanol extraction gathers agate coffee (Lepidium meyenii) aboveground vegetation part, rhizome or congener over-ground part, rhizome, dryness in the sun in the sun, or adopt other modes dry, dry product soaks with methyl alcohol after chopping up pulverizing, heating and refluxing extraction three times, crosses and filters residue, obtains total medicinal extract after filtrate is concentrated.
As described in agate coffee-second in the preparation method of thiocarbamide A, wherein said petroleum ether extraction is after the total medicinal extract water suspendible dispersion obtained by methanol extraction, and with volume ratio 1:1 petroleum ether extraction 3 times, separatory inspissated oil ether moiety, obtains the total medicinal extract of sherwood oil.
As described in agate coffee-second in the preparation method of thiocarbamide A, it is with silica gel mixed sample after the total medicinal extract of appropriate chloroform dissolving sherwood oil that wherein said silica gel is separated, the roughing out of dress silicagel column, using acetone/petroleum ether solution as moving phase, by acetone % or sherwood oil=20%, 30%, 40%, 50%, 60%, 70% percentage wash-out, wherein target compound is mainly in the component X position X-E obtained acetone % or sherwood oil=50%, 60% elutriant concentration and recovery.
As described in agate coffee-second in the preparation method of thiocarbamide A, wherein said reverse phase silica gel RP-C18 purifying mixes sample with reverse phase silica gel RP-C18 after proper amount of methanol dissolved constituent X position X-E, pretend and answer anti-phase glue silicon column chromatography for separation, with water/methyl alcohol, methyl alcohol %=30%-80% percentage carries out gradient elution, obtain 6 main portions Fr III-VIII, wherein 70% methyl alcohol % elutes position, obtains target compound position Fr VII after decompression and solvent recovery.
As described in agate coffee-second in the preparation method of thiocarbamide A, it is with silica gel mixed sample after appropriate chloroform solubilized target compound part Fr VII that wherein said silica gel is separated again, the roughing out of dress silicagel column, thiocarbamide A crude product Kmaca-4 in the agate coffee-second obtaining purity 90%.
As described in agate coffee-second in the preparation method of thiocarbamide A, wherein said DIOL silica gel purification is by crude product Kmaca-4, through the separation and purification again of DIOL silica gel, obtains thiocarbamide A in high purity more than 95% agate coffee-second.
As described in agate coffee-second in the preparation method of thiocarbamide A, thiocarbamide A in separate raw materials medicine agate coffee-second from agate coffee plant roots and stems: with agate coffee plant roots and stems, gather agate coffee dry rhizome, section is soaked with methyl alcohol after pulverizing, heating and refluxing extraction three times, cross and filter residue, obtain total medicinal extract after filtrate is concentrated, medicinal extract is with after the dispersion of 20L water suspendible, volume ratio 1:1 petroleum ether extraction 3 times, after merging petroleum ether extraction liquid, concentrating under reduced pressure reclaims sherwood oil, obtains the total medicinal extract of petroleum ether extraction; Residue aqueous portion, with volume ratio 1:1 extraction into ethyl acetate 3 times, after combined ethyl acetate extraction liquid, concentrating under reduced pressure reclaims ethyl acetate, obtains the total medicinal extract of extraction into ethyl acetate; The total medicinal extract of petroleum ether extraction dissolves medicinal extract with appropriate chloroform, use column chromatography silica gel separating filler, dry method mixes sample, then uses silicagel column roughing out, using acetone/petroleum ether solution as moving phase, by acetone %=20%, 30%, 40%, 50%, 60%, 70% percentage wash-out.To acetone/sherwood oil by acetone %=50%, 60% elutriant concentration and recovery must organize X position X-E, after the X-E proper amount of methanol dissolving of component X position, reverse phase silica gel RP-C18 mixes sample, pretend and answer anti-phase glue silicon column chromatography for separation, with methanol/water, methyl alcohol %=30%-80% percentage carries out gradient elution, obtain 6 main portions Fr III-VIII, wherein 70% methyl alcohol % elutes position, Fr VII after decompression and solvent recovery, with column chromatography silica gel post isolating target compound position Fr VII, obtain target compound Kmaca-4, purity more than 90%; Again through separation and purification, thiocarbamide A in the agate coffee-second obtaining purity more than 95%.
The present invention is when carrying out the chemical constitution study of Shangri-la plantation agate coffee (MACA), separation and purification from Shangri-la agate coffee (MACA), and identify the sulfur-bearing active chemical components that a class do not report in the past, main component is Kmaca-4, through Modern spectroscopy analysis and characterization, the structure of this compound is defined as: 2-(2-benzyl)-3-sulfo-hexahydropyrrolo [1.2-ring]-imidazoles-1-ketone [(S)-2-benzyl-3-thioxohexabydropyrrolo [1,2-C]-imidazol-1-one].Because this compounds is separated from MACA plant first and obtains, by thiocarbamide A (maca-thiohydantoin A) in its called after agate coffee-second.In agate coffee-second, thiocarbamide A (maca-thiohydantoin A) obtains natural product from the separation and purification of MACA plant first.
The present invention's extraction and isolation first from health plant agate coffee, identifies thiocarbamide A (maca-thiohydantoin A) in active significant agate coffee-second.Provided by the inventionly from plant, prepare thiourea compound 2-in natural second (2-benzyl)-3-sulfo-hexahydropyrrolo [1.2-ring]-imidazoles-1-ketone [(S)-2-benzyl-3-thioxo-hexabydropyrrolo [1,2-C]-imidazol-1-one] purification refine technique, also will become the new milestone of thiourea in the natural second of Late Cambrian.One of effective constituent in healthcare products agate coffee plant should be Thiourea (maca-thiohydantoins) compound in agate coffee-second, and this is also the once key breakthrough that healthcare products function plant Maca active chemical components finds.
Embodiment:
Further illustrate essentiality content of the present invention with embodiments of the invention below, but do not limit the present invention with this.
Embodiment 1:
The fabricating technology general introduction of thiocarbamide A (maca-thiohydantoin A) in agate coffee-second:
1. material benzenemethanol extracts: be collected in agate coffee (Lepidium meyenii) aboveground vegetation part of various places, rhizome or congener over-ground part, rhizome, dryness in the sun under natural sunlight, or adopts other modes dry.Dry product soaks with methyl alcohol after chopping up pulverizing, and heating and refluxing extraction three times is crossed and filtered residue, obtains total medicinal extract after filtrate is concentrated.
2. petroleum ether extraction: after total medicinal extract water suspendible dispersion, with volume ratio 1:1 petroleum ether extraction 3 times, separatory inspissated oil ether moiety, obtains the total medicinal extract of sherwood oil.
3. silica gel is separated: dissolve silica gel mixed sample after the total medicinal extract of sherwood oil with appropriate chloroform, the roughing out of dress silicagel column, using acetone/petroleum ether solution as moving phase, by acetone %=20%, 30%, 40%, 50%, 60%, 70% percentage wash-out.Target compound mainly to acetone % (sherwood oil)=50%, 60% elutriant concentration and recovery obtains component X position (X-E).
4. reverse phase silica gel RP-C18 purifying:, with proper amount of methanol dissolved constituent X position (X-E) afterwards reverse phase silica gel RP-C18 mix sample, pretend and answer anti-phase glue silicon column chromatography for separation, gradient elution is carried out with water/methyl alcohol (methyl alcohol %=30%-80% percentage), obtain 6 main portions (Fr III-VIII), wherein 70% methyl alcohol % elutes position, target compound position Fr VII after decompression and solvent recovery.
5. silica gel is separated: with silica gel mixed sample after appropriate chloroform solubilized target compound part Fr VII, and the roughing out of dress silicagel column, obtains the Kmaca-4 (in agate coffee-second thiocarbamide A crude product) of purity 90%.
6.DIOL silica gel purification: will obtain monomeric compound Kmaca-4, through the separation and purification again of DIOL silica gel, obtains thiocarbamide A (maca-thiohydantoin A) in high purity more than 95% agate coffee-second.
Embodiment 2:
The preparation method of thiocarbamide A (maca-thiohydantoin A) in agate coffee-second:
From agate coffee plant roots and stems, in separate raw materials medicine agate coffee-second, the method for thiocarbamide A (maca-thiohydantoin A) is as follows:
Research experiment agate coffee (Lepidium meyenii) plant roots and stems, be collected in Ma Ka planting base, Xianggelila country, Yunnan Province, laboratory sample is provided by Yi Ke bio tech ltd, Xianggelila country, dry rhizome 5kg, section is soaked with methyl alcohol after pulverizing, heating and refluxing extraction three times (3 × 25L), cross and filter residue, obtain total medicinal extract after filtrate is concentrated and be about 1.3kg, medicinal extract is with after the dispersion of 20L water suspendible, volume ratio 1:1 petroleum ether extraction 3 times, after merging petroleum ether extraction liquid, concentrating under reduced pressure reclaims sherwood oil, obtain the total medicinal extract of petroleum ether extraction (Maca-PetroE) 1.0kg, residue aqueous portion, with volume ratio 1:1 extraction into ethyl acetate 3 times, after combined ethyl acetate extraction liquid, concentrating under reduced pressure reclaims ethyl acetate, obtains the total medicinal extract of extraction into ethyl acetate (Maca-AcOEt-E) 0.13kg, .The total medicinal extract of petroleum ether extraction (Maca-PetroE) 1.0kg, medicinal extract is dissolved with appropriate chloroform, with column chromatography silica gel separating filler (Qingdao Marine Chemical Co., Ltd., Fuji SilysiaChemical company etc.) dry method mixes sample, then silicagel column roughing out is used, using acetone/petroleum ether solution as moving phase, by acetone %=20%, 30%, 40%, 50%, 60%, 70% percentage wash-out.To acetone/sherwood oil by acetone %=50%, 60% elutriant concentration and recovery must organize X position (X-E) 10g.Component X position (X-E) 10g, reverse phase silica gel RP-C18 (C18 after dissolving by proper amount of methanol, 25um, Fuji Silysia Chemical company) mix sample, pretend and answer anti-phase glue silicon column chromatography for separation, carry out gradient elution with methanol/water (methyl alcohol %=30%-80% percentage), obtain 6 main portions (Fr III-VIII), wherein 70% methyl alcohol % elutes position, Fr VII (260mg) after decompression and solvent recovery.With column chromatography silica gel (Qingdao Marine Chemical Co., Ltd., FujiSilysia Chemical company) post isolating target compound position Fr VII (260mg), obtain target compound Kmaca-4 (110mg), purity more than 90%.
maca-thiohydantoin A
In agate coffee-second of the present invention, thiocarbamide A (maca-thiohydantoin A) Technology is the preparation method obtaining thiocarbamide A (maca-thiohydantoin A) in natural product agate coffee-second first from plant Maca.This technology key point for extracting with all kinds of SOLVENTS from agate coffee plant and congener, similar plants, the nonpolar solvent extraction such as extracting solution sherwood oil, normal hexane, hexanaphthene, after concentrating under reduced pressure reclaims solution, obtain extract part positive, reverse phase silica gel column chromatographic isolation and purification repeatedly, obtain the fabricating technology of thiocarbamide A (maca-thiohydantoin A) monomeric compound in agate coffee-second.
In agate coffee-second, the chemical structure of thiocarbamide A (maca-thiohydantoin A) is characterized by:
Thiocarbamide A (maca-thiohydantoin A) in agate coffee-second, white powder,
(c 0.11, MeOH).Molecular formula: C
13h
14n
2oS.
Its UV, IR, NMR spectral data is as follows:
UV spectrum UV (MeOH) λ
max(log ε): 203 (4.03) nm;
Infrared spectra IR (KBr) υ
max: 3434,2928,1715,1457,1382,1231,1156,1040cm
-1;
Hydrogen is composed
1h NMR (600MHz, CDCl
3) δ: 7.43 (2H, d, J=7.3Hz, H-2 ', 6 '), 7.29 (2H, dd, J=7.1,7.3Hz, H-3 ', 5 '), 7.25 (1H, m, H-4 '), 5.00 (1H, d, J=14.6Hz, H-7 '), 4.91 (1H, d, J=14.6Hz, H-7 '), 4.17 (1H, dd, J=10.3,7.1Hz, H-8), 3.94 (1H, m, H-5), 3.54 (1H, m, H-5), 2.25 (1H, m, H-7), 2.23 (1H, m, H-6), 2.12 (1H, m, H-6), 1.65 (1H, m, H-7).
Carbon is composed
13c NMR-DEPT (150MHz, CDCl
3) δ: 135.7 (C, benzyl-C-1 '), 128.4 (CH, benzyl-C-2 ', 6 '), 128.3 (CH, benzyl-C-3 ', 5 '), 127.6 (CH, benzyl-C-4 '), 44.8 (CH
2, benzyl-C-7 '); 173.3 (C, O=C-1), 186.5 (C, S=C-3), 48.2 (CH
2, C-5), 26.6 (CH
2, C-6), 26.6 (CH
2, C-7), 64.9 (CH, C-8).
In agate coffee-second, the chemical structural formula of thiocarbamide A (maca-thiohydantoin A) is:
In current agate coffee-second, thiocarbamide A (maca-thiohydantoin A) this compounds only has synthesis, and find natural product still first at agate coffee, congener, similar plants all not yet have other to report.
Claims (8)
1. the preparation method of thiocarbamide A in agate coffee-second, is characterized in that the method comprises methanol extraction, petroleum ether extraction, silica gel separation, reverse phase silica gel RP-C18 purifying, silica gel are separated again, DIOL silica gel purification step.
2. the preparation method of thiocarbamide A in agate coffee-second as claimed in claim 1, it is characterized in that described methanol extraction gathers agate coffee (Lepidium meyenii) aboveground vegetation part, rhizome or congener over-ground part, rhizome, dryness in the sun in the sun, or adopt other modes dry, dry product soaks with methyl alcohol after chopping up pulverizing, heating and refluxing extraction three times, crosses and filters residue, obtains total medicinal extract after filtrate is concentrated.
3. the preparation method of thiocarbamide A in agate coffee-second as claimed in claim 1, it is characterized in that described petroleum ether extraction is after the total medicinal extract water suspendible dispersion obtained by methanol extraction, with volume ratio 1:1 petroleum ether extraction 3 times, separatory inspissated oil ether moiety, obtains the total medicinal extract of sherwood oil.
4. the preparation method of thiocarbamide A in agate coffee-second as claimed in claim 1, it is characterized in that described silica gel is separated is with silica gel mixed sample after the total medicinal extract of appropriate chloroform dissolving sherwood oil, the roughing out of dress silicagel column, using acetone/petroleum ether solution as moving phase, by acetone % or sherwood oil=20%, 30%, 40%, 50%, 60%, 70% percentage wash-out, wherein target compound is mainly in the component X position X-E obtained acetone % or sherwood oil=50%, 60% elutriant concentration and recovery.
5. the preparation method of thiocarbamide A in agate coffee-second as claimed in claim 1, it is characterized in that described reverse phase silica gel RP-C18 purifying mixes sample with reverse phase silica gel RP-C18 after proper amount of methanol dissolved constituent X position X-E, pretend and answer anti-phase glue silicon column chromatography for separation, with water/methyl alcohol, methyl alcohol %=30%-80% percentage carries out gradient elution, obtain 6 main portions Fr III-VIII, wherein 70% methyl alcohol % elutes position, obtains target compound position Fr VII after decompression and solvent recovery.
6. the preparation method of thiocarbamide A in agate coffee-second as claimed in claim 1, it is characterized in that described silica gel is separated again is with silica gel mixed sample after appropriate chloroform solubilized target compound part Fr VII, dress silicagel column roughing out, thiocarbamide A crude product Kmaca-4 in the agate coffee-second obtaining purity 90%.
7. the preparation method of thiocarbamide A in agate coffee-second as claimed in claim 1, is characterized in that described DIOL silica gel purification is by crude product Kmaca-4, through the separation and purification again of DIOL silica gel, obtains thiocarbamide A in high purity more than 95% agate coffee-second.
8. the preparation method of thiocarbamide A in agate coffee-second as claimed in claim 1, to it is characterized in that from agate coffee plant roots and stems thiocarbamide A in separate raw materials medicine agate coffee-second: with agate coffee plant roots and stems, gather agate coffee dry rhizome, section is soaked with methyl alcohol after pulverizing, heating and refluxing extraction three times, cross and filter residue, total medicinal extract is obtained after filtrate is concentrated, medicinal extract is with after the dispersion of 20L water suspendible, volume ratio 1:1 petroleum ether extraction 3 times, after merging petroleum ether extraction liquid, concentrating under reduced pressure reclaims sherwood oil, obtains the total medicinal extract of petroleum ether extraction; Residue aqueous portion, with volume ratio 1:1 extraction into ethyl acetate 3 times, after combined ethyl acetate extraction liquid, concentrating under reduced pressure reclaims ethyl acetate, obtains the total medicinal extract of extraction into ethyl acetate; The total medicinal extract of petroleum ether extraction dissolves medicinal extract with appropriate chloroform, use column chromatography silica gel separating filler, dry method mixes sample, then uses silicagel column roughing out, using acetone/petroleum ether solution as moving phase, by acetone %=20%, 30%, 40%, 50%, 60%, 70% percentage wash-out.To acetone/sherwood oil by acetone %=50%, 60% elutriant concentration and recovery must organize X position X-E, after the X-E proper amount of methanol dissolving of component X position, reverse phase silica gel RP-C18 mixes sample, pretend and answer anti-phase glue silicon column chromatography for separation, with methanol/water, methyl alcohol %=30%-80% percentage carries out gradient elution, obtain 6 main portions Fr III-VIII, wherein 70% methyl alcohol % elutes position, Fr VII after decompression and solvent recovery, with column chromatography silica gel post isolating target compound position Fr VII, obtain target compound Kmaca-4, purity more than 90%; Again through separation and purification, thiocarbamide A in the agate coffee-second obtaining purity more than 95%.
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| CN107629060A (en) * | 2017-09-30 | 2018-01-26 | 云南民族大学 | A kind of sulfur-bearing alkaloid compound and preparation method and application |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103275012A (en) * | 2013-06-08 | 2013-09-04 | 中国科学院过程工程研究所 | Preparation method and application of Maca alkaloid |
-
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| CN103275012A (en) * | 2013-06-08 | 2013-09-04 | 中国科学院过程工程研究所 | Preparation method and application of Maca alkaloid |
Non-Patent Citations (2)
| Title |
|---|
| G.S.M. SUNDARAM ET AL.: "1-(Methyldithiocarbonyl)imidazole as Thiocarbonyl Transfer Reagent:A Facile One-Pot Three-Component Synthesis of 3,5- and 1,3,5-Substituted-2-Thiohydantoins", 《LETTER》 * |
| 兰玉倩等: "玛咖研究进展", 《北京农业》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107629060A (en) * | 2017-09-30 | 2018-01-26 | 云南民族大学 | A kind of sulfur-bearing alkaloid compound and preparation method and application |
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Application publication date: 20150812 |