CN105503786B - Split Lignanoids compounds-smartweed diffractive ring lignan glucoside E and preparation method thereof - Google Patents
Split Lignanoids compounds-smartweed diffractive ring lignan glucoside E and preparation method thereof Download PDFInfo
- Publication number
- CN105503786B CN105503786B CN201510890039.XA CN201510890039A CN105503786B CN 105503786 B CN105503786 B CN 105503786B CN 201510890039 A CN201510890039 A CN 201510890039A CN 105503786 B CN105503786 B CN 105503786B
- Authority
- CN
- China
- Prior art keywords
- smartweed
- diffractive ring
- water
- preparation
- ethyl acetate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 229930013686 lignan Natural products 0.000 title claims abstract description 17
- 235000009408 lignans Nutrition 0.000 title claims abstract description 17
- 229930182478 glucoside Natural products 0.000 title claims abstract description 15
- -1 lignan glucoside Chemical class 0.000 title claims abstract description 15
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 24
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims abstract description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 12
- 241001508722 Urtica fissa Species 0.000 claims abstract description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 235000012629 Mentha aquatica Nutrition 0.000 claims abstract description 9
- 240000000275 Persicaria hydropiper Species 0.000 claims abstract description 9
- 235000017337 Persicaria hydropiper Nutrition 0.000 claims abstract description 9
- 235000004442 Polygonum persicaria Nutrition 0.000 claims abstract description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims abstract description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000003480 eluent Substances 0.000 claims abstract description 8
- 238000000605 extraction Methods 0.000 claims abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000010828 elution Methods 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 7
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000003208 petroleum Substances 0.000 claims abstract description 4
- 238000010298 pulverizing process Methods 0.000 claims abstract description 4
- 238000010898 silica gel chromatography Methods 0.000 claims abstract description 4
- 238000004128 high performance liquid chromatography Methods 0.000 claims abstract description 3
- 238000000926 separation method Methods 0.000 claims abstract description 3
- 238000010992 reflux Methods 0.000 claims abstract 2
- 239000000284 extract Substances 0.000 claims description 4
- 238000001914 filtration Methods 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 3
- 229930182470 glycoside Natural products 0.000 description 10
- BVHIKUCXNBQDEM-JSNMRZPZSA-N (3s,4r,5s)-5-(4-hydroxy-3-methoxyphenyl)-3-[(4-hydroxy-3-methoxyphenyl)methyl]-4-(hydroxymethyl)oxolan-3-ol Chemical compound C1=C(O)C(OC)=CC(C[C@]2(O)[C@@H]([C@H](OC2)C=2C=C(OC)C(O)=CC=2)CO)=C1 BVHIKUCXNBQDEM-JSNMRZPZSA-N 0.000 description 9
- NYDZRKZVFLLTLO-UHFFFAOYSA-N Neoolivil Natural products C1=C(O)C(OC)=CC(C2C(C(CO)C(O2)C=2C=C(OC)C(O)=CC=2)CO)=C1 NYDZRKZVFLLTLO-UHFFFAOYSA-N 0.000 description 9
- BVHIKUCXNBQDEM-UHFFFAOYSA-N Olivil Natural products C1=C(O)C(OC)=CC(CC2(O)C(C(OC2)C=2C=C(OC)C(O)=CC=2)CO)=C1 BVHIKUCXNBQDEM-UHFFFAOYSA-N 0.000 description 9
- PUETUDUXMCLALY-HOTGVXAUSA-N (-)-secoisolariciresinol Chemical compound C1=C(O)C(OC)=CC(C[C@@H](CO)[C@H](CO)CC=2C=C(OC)C(O)=CC=2)=C1 PUETUDUXMCLALY-HOTGVXAUSA-N 0.000 description 8
- 150000002338 glycosides Chemical class 0.000 description 6
- 206010004446 Benign prostatic hyperplasia Diseases 0.000 description 5
- 235000009108 Urtica dioica Nutrition 0.000 description 5
- MHXCIKYXNYCMHY-AUSJPIAWSA-N (+)-lariciresinol Chemical compound C1=C(O)C(OC)=CC(C[C@@H]2[C@@H]([C@H](OC2)C=2C=C(OC)C(O)=CC=2)CO)=C1 MHXCIKYXNYCMHY-AUSJPIAWSA-N 0.000 description 4
- YVRYZXAHRGGELT-UHFFFAOYSA-N Lariciresinol Natural products C1=C2OCOC2=CC(C2C(C)C3(OC)C=C(CC=C)C(=O)CC3(O2)OC)=C1 YVRYZXAHRGGELT-UHFFFAOYSA-N 0.000 description 4
- 241000219422 Urtica Species 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 235000006826 lariciresinol Nutrition 0.000 description 4
- OGFXBIXJCWAUCH-UHFFFAOYSA-N meso-secoisolariciresinol Natural products C1=2C=C(O)C(OC)=CC=2CC(CO)C(CO)C1C1=CC=C(O)C(OC)=C1 OGFXBIXJCWAUCH-UHFFFAOYSA-N 0.000 description 4
- 0 COc1cc([C@]2OCC[C@@](*)CCC2C#CO)ccc1O Chemical compound COc1cc([C@]2OCC[C@@](*)CCC2C#CO)ccc1O 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- OGFXBIXJCWAUCH-KPHUOKFYSA-N (+)-isolariciresinol Chemical compound C1([C@@H]2[C@@H](CO)[C@H](CO)CC=3C=C(C(=CC=32)O)OC)=CC=C(O)C(OC)=C1 OGFXBIXJCWAUCH-KPHUOKFYSA-N 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 2
- 244000274883 Urtica dioica Species 0.000 description 2
- JMFRWRFFLBVWSI-NSCUHMNNSA-N coniferol Chemical compound COC1=CC(\C=C\CO)=CC=C1O JMFRWRFFLBVWSI-NSCUHMNNSA-N 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- OEZZQOVAJDAVSJ-UHFFFAOYSA-N isolariciresinol Natural products COc1cc(ccc1O)C1C(CO)C(CO)Cc2cc(O)c(OC)cc12 OEZZQOVAJDAVSJ-UHFFFAOYSA-N 0.000 description 2
- 150000005692 lignans Chemical class 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 240000007817 Olea europaea Species 0.000 description 1
- 241001529246 Platymiscium Species 0.000 description 1
- 208000004403 Prostatic Hyperplasia Diseases 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 230000001826 anti-prostatic effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229940119526 coniferyl alcohol Drugs 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000469 ethanolic extract Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000002398 materia medica Substances 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000012306 spectroscopic technique Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/32—Oxygen atoms
- C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicines Containing Plant Substances (AREA)
- Saccharide Compounds (AREA)
Abstract
The present invention relates to it is a kind of it is new split Lignanoids compounds-smartweed diffractive ring lignan glucoside E and preparation method thereof, using Urtica fissa as raw material, its preparation process is：(1) after Urtica fissa being dried under ground portion pulverization process, with the industrial alcohol refluxing extraction that mass concentration is 95%, it is concentrated under reduced pressure after filtering；(2) alcohol extracting thing is suspended with hot water, extracted successively with petroleum ether, ethyl acetate, water-saturated n-butanol, each extraction is three times；(3) ethyl acetate layer is isolated and purified with normal phase silica gel column chromatography, uses volume ratio as chloroform：Methanol=100:1、50:1、30：1、10：1、5：1、3：1、1：1 gradient elution, collect eluent；(4) eluent of step (3) purifies through high performance liquid chromatography separation, uses volume ratio as acetonitrile：Water=9：11 solution elution, obtains smartweed diffractive ring lignan glucoside E after concentration.
Description
Technical field
The present invention relates to the extraction preparation method of chemical composition of Chinese materia medica, and in particular to one obtained is extracted from Urtica fissa
Kind new splits Lignanoids compounds-smartweed diffractive ring lignan glucoside E and preparation method thereof.
Background technology
Contain substantial amounts of lignan component in nettle platymiscium, therefrom identify 13 Lignanoids compounds：
(+)-new olivil, (-)-Secoisolariciresinol, isolariciresinol, loose vinegar alcohol, the vanillyl tetrahydrochysenes of 3,4- bis- are barked
Mutter, new olivil -4-O- β-D-Glucose glycosides, 9- acetyl group-new olivil, 9- acetyl group-new olivil -
4-O- β-D-Glucose glycosides, 9,9 '-diacetyl-new olivil, 9,9 '-diacetyl-new olive pull resene -4-O- β -
D-Glucose glycosides, (-)-Secoisolariciresinol -9-O- β-D-Glucose glycosides, (-)-Secoisolariciresinol -4-O- β -
D-Glucose glycosides, new olivil -9-O- β-D-Glucose glycosides.Its structure type mainly has new olivil and its glycoside
With open loop lariciresinol, lariciresinol and its glycoside, wherein new olivil and its glycoside structure are as follows：
Open loop lariciresinol, lariciresinol and its glycoside structure are as follows：
There are some researches show (+)-new olivil, (-)-Secoisolariciresinol is separated to from Urtica dioica, is taken off
The coniferyl alcohol of hydrogen two, isolariciresinol, rosin spirit and the vanillyl tetrahydrofuran of 3,4- bis-, and it is external to examine several materials of the above
With SBHG affinity interaction, as a result in addition to rosin spirit, remaining compound has affinity, wherein 3,4- bis- vanillyl tetrahydrofurans
Affinity interaction it is most strong, inhibiting rate is 95% when concentration is 250 μ g/mL.Lignanoids is treatment BPH in prompting Urtica dioica
One of active component.
The bioactivity screening of anti-prostatic hyperplasia has been carried out to the different extracts of 8 kinds of domestic Urtica plant roots,
As a result the pathological tissues of hyperplasia of prostate rat can significantly be suppressed by showing 20% and 95% ethanol extract of Urtica fissa root.
The content of the invention
The purpose of the present invention be on the basis of early-stage Study, it is isolated from Urtica fissa a kind of new to split wooden fat
Element.The present invention isolated smartweed diffractive ring lignan glucoside E, structure of the composition from Urtica fissa are different from above-mentioned lignanoid
Constituents, be a kind of new driffractive ring lignan component, by its structure with it is known split Lignanoids compounds compared with, structure
It is similar, it is a kind of potential Drugs against benign prostate hyperplasia thing composition.
The technical scheme is that：It is a kind of new to split Lignanoids compounds-smartweed diffractive ring lignan glucoside E, its molecule
Structural formula is as follows：
Smartweed diffractive ring lignan glucoside E preparation method is using Urtica fissa as raw material, and preparation process is as follows：
(1) after Urtica fissa being dried under ground portion pulverization process, carried with the industrial alcohol backflow that mass concentration is 95%
Take, be concentrated under reduced pressure after filtering；
(2) alcohol extracting thing is suspended with hot water, extracted successively with petroleum ether, ethyl acetate, water-saturated n-butanol, each extraction
Three times；
(3) ethyl acetate layer is isolated and purified with normal phase silica gel column chromatography, uses volume ratio as chloroform：Methanol=100:1、
50:1、30：1、10：1、5：1、3：1、1：1 gradient elution, collect eluent；
(4) eluent of step (3) purifies through high performance liquid chromatography separation, uses volume ratio as acetonitrile：Water=9：11
Solution is eluted, and smartweed diffractive ring lignan glucoside E is obtained after concentration.
Its structure is determined using spectroscopic techniques such as nuclear magnetic resonance (NMR), smartweed diffractive ring lignan glucoside E spectral data is shown in Table
1。
The smartweed diffractive ring lignan glucoside E's of table 1.1H NMR and13C NMR
Smartweed diffractive ring lignan glucoside E can be used for preparing Drugs against benign prostate hyperplasia thing, by the nettle driffractive ring wood of effective dose
Fat element glycosides E is mixed with pharmaceutical carrier and the medicine of appropriate dosage forms is made.
The beneficial effects of the invention are as follows：Raw material is pure plant root, is easy to get safely, method is simple to operation, does not introduce
Noxious material, cost is cheap, is had very important significance in the research and development of Drugs against benign prostate hyperplasia thing.
Embodiment
With specific embodiment, the present invention is further illustrated below, but has no effect on protection scope of the present invention.
Embodiment 1
Urtica fissa medicinal material picks up from Guizhou Province.
It is as follows that nettle driffractive ring wood fat glycosides E method and steps are prepared from Urtica fissa：
(1) after Urtica fissa being dried under ground portion pulverization process, carried with the industrial alcohol backflow that mass concentration is 95%
Take, solid-liquid ratio (kg/L)=1：8,70~95 DEG C, extraction time 3h of Extracting temperature, extraction time 3 times, merge extract solution, filtering
After be concentrated under reduced pressure into no alcohol taste；
(2) alcohol extract 200g is suspended with 2L hot water, extracted successively with 2L petroleum ether, ethyl acetate, water-saturated n-butanol
Take, each extraction is three times.
(3) ethyl acetate layer 8.25g is extracted to obtain, is isolated and purified with normal phase silica gel column chromatography (silica gel 165g), using volume
Than for chloroform：Methanol=100:1、50:1、30：1、10：1、5：1、3：1、1：1 gradient elution, collect each ratio eluent 1L；
(4) eluent of step (3) is concentrated to dryness to obtain 1g, is then isolated and purified through high-efficient liquid phase color spectrum color, using volume
Than for acetonitrile：Water=9：11 solution elution, obtains smartweed diffractive ring lignan glucoside E 20mg after concentration.
Claims (1)
1. split Lignanoids compounds-smartweed diffractive ring lignan glucoside E preparation method, it is characterised in that this method step is：
(1) after Urtica fissa being dried under ground portion pulverization process, with the industrial alcohol refluxing extraction that mass concentration is 95%, mistake
It is concentrated under reduced pressure after filter；
(2) alcohol extracting thing is suspended with hot water, is extracted successively with petroleum ether, ethyl acetate, water-saturated n-butanol, respectively extract three
It is secondary；
(3) ethyl acetate layer is isolated and purified with normal phase silica gel column chromatography, uses volume ratio as chloroform：Methanol=100:1、50:1、
30：1、10：1、5：1、3：1、1：1 gradient elution, collect eluent；
(4) eluent of step (3) purifies through high performance liquid chromatography separation, uses volume ratio as acetonitrile：Water=9：11 solution,
Smartweed diffractive ring lignan glucoside E is obtained after elution concentration, its structure is：
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510890039.XA CN105503786B (en) | 2015-12-07 | 2015-12-07 | Split Lignanoids compounds-smartweed diffractive ring lignan glucoside E and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510890039.XA CN105503786B (en) | 2015-12-07 | 2015-12-07 | Split Lignanoids compounds-smartweed diffractive ring lignan glucoside E and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105503786A CN105503786A (en) | 2016-04-20 |
| CN105503786B true CN105503786B (en) | 2017-11-21 |
Family
ID=55712155
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510890039.XA Active CN105503786B (en) | 2015-12-07 | 2015-12-07 | Split Lignanoids compounds-smartweed diffractive ring lignan glucoside E and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105503786B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106349198B (en) * | 2016-08-05 | 2018-05-08 | 上海交通大学 | The method for preparing high-purity Lignanoids compounds |
| CN108929292B (en) * | 2017-05-27 | 2020-09-25 | 中国人民解放军军事医学科学院毒物药物研究所 | 2-methyl alkenyl substituted type secolignan derivative and medical application thereof |
| CN108516965B (en) * | 2018-05-25 | 2021-08-27 | 大连大学 | 5 alpha-reductase inhibitor-nettle split ring lignan F and preparation method thereof |
| CN112500400A (en) * | 2020-12-15 | 2021-03-16 | 大连大学 | A secolignanoid compound I extracted from herba Pectii Seguinii, and its preparation method and application |
| CN112500401A (en) * | 2020-12-15 | 2021-03-16 | 大连大学 | A secolignanoid compound G extracted from herba Pectii Seguinii, and its preparation method and application |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW499427B (en) * | 1998-06-18 | 2002-08-21 | Dev Center Biotechnology | A alpha-methylene-3-di[(substituted)phenyl]methyl-gamma-butyrolactone, halogenated derivatives thereof, and anti-cancer compositions containing the same |
| CN101671380B (en) * | 2009-07-22 | 2011-06-22 | 大连大学 | 5-alpha reductase inhibitor-smartweed diffractive ring lignan glucoside B and preparation method thereof |
| CN101671379B (en) * | 2009-07-22 | 2011-06-22 | 大连大学 | 5-alpha reductase inhibitor-smartweed diffractive ring lignan glucoside A and preparation method thereof |
| CN101704856A (en) * | 2009-11-16 | 2010-05-12 | 大连大学 | 5-alpha reductase inhibitor-nettle diffractive cyclolignan anthocyanin C, preparation method and application thereof |
| CN101717419A (en) * | 2009-11-16 | 2010-06-02 | 大连大学 | 5alpha-reductase urtica open-loop lignan glycoside D inhibitor, preparation method thereof and use thereof |
-
2015
- 2015-12-07 CN CN201510890039.XA patent/CN105503786B/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN105503786A (en) | 2016-04-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105503786B (en) | Split Lignanoids compounds-smartweed diffractive ring lignan glucoside E and preparation method thereof | |
| CN102976909B (en) | Method for extracting and purifying 6-gingerol from ginger | |
| CN101190258A (en) | Total sesquiterpene lactone extract containing rich parthenolide and preparation method and application thereof | |
| CN105294623B (en) | A kind of Sesquiterpene lactones compound, its preparation method and application | |
| CN104817432B (en) | A kind of anticancer usage of diterpene-kind compound | |
| CN108516965B (en) | 5 alpha-reductase inhibitor-nettle split ring lignan F and preparation method thereof | |
| CN107021947A (en) | A noval chemical compound and its extraction separation method in HERBA DENDROBII | |
| CN108003214A (en) | A kind of saponin compound and its methods and applications extracted from the rhizoma bolbostemmae | |
| CN105943532A (en) | Application of diterpenoid compound to preparation of medicament for treating liver cancer | |
| CN101190259A (en) | Southern magnolia total lactone extract and preparation method and application thereof | |
| CN102180930A (en) | Method for purifying siamenoside I | |
| CN104803838A (en) | Hedyotis caudatifolia anthraquinone compound and preparation method thereof | |
| CN102670935B (en) | Method for extracting total saponins from allium chinense | |
| CN105418722B (en) | A kind of entitled Sasanguasaponin C4And C5Pentacyclic triterpenoid preparation method | |
| CN101323605A (en) | Preparation of isobenzofuran ketone compounds | |
| CN104788291B (en) | The antitumor drug and method for application of the detached diterpene-kind compound of Flos Rhododendri Mollis | |
| CN114702467A (en) | Aromatic casane diterpenoid compounds of flos Tiliae ananatis, extraction method and application | |
| CN114634537A (en) | Preparation method and application of diterpene in gold leaves | |
| CN103479723A (en) | Diterpenoid tanshinone effective part and countercurrent chromatography preparation method and cancer treatment application thereof | |
| CN109456163B (en) | Cycloalkenone compound with symmetrical structure and preparation method and application thereof | |
| CN108659058B (en) | Compound traditional Chinese medicine flavonoid compound and preparation method and application thereof | |
| Kumar et al. | Green and proficient process for industrial-scale preparation of Gymnema sylvestre standardized-extract enriched with Gymnemic acids through polymer-matrix-adsorption to reduce hyperglycemia | |
| CN101940615A (en) | New preparation method of Isodon excisa total diterpene | |
| CN108084241B (en) | The method that separation prepares fucosterol from sargassum fusifome | |
| CN102188564A (en) | Typhonium giganteum supercritical extract with anticancer activity and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| EE01 | Entry into force of recordation of patent licensing contract | ||
| EE01 | Entry into force of recordation of patent licensing contract |
Application publication date: 20160420 Assignee: ZHEN-AO GROUP Co.,Ltd. Assignor: DALIAN University Contract record no.: X2023210000229 Denomination of invention: Lignin like compounds - Urtica fissurina lignin glycoside E and its preparation method Granted publication date: 20171121 License type: Common License Record date: 20231129 |