CN102234299B - Separation method of hyperin - Google Patents
Separation method of hyperin Download PDFInfo
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- CN102234299B CN102234299B CN201010158044.9A CN201010158044A CN102234299B CN 102234299 B CN102234299 B CN 102234299B CN 201010158044 A CN201010158044 A CN 201010158044A CN 102234299 B CN102234299 B CN 102234299B
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Abstract
The invention relates to a separation method of hyperin. The separation method is characterized by crushing Crataegus pinnatifida or hawthorn leaf herbs into coarse powder, carrying out reflux extraction with a water-containing alcohol, filtering the extract liquid, mixing filtrates, concentrating while depressurizing until no alcohol odor exists, removing impurities by AB-8 or D101 macroporous adsorption resin, eluting with 30-80% ethanol, concentrating while depressurizing until no alcohol odor exists, drying, separating the dried material by polyamide column chromatography, carrying out gradient elution with water-containing ethanol, concentrating the eluate while depressurizing, carrying out silica gel column chromatography, and then eluting with ethyl acetate-butanone-formic acid-water or ethyl acetate-acetone-formic acid-water to directly obtain hyperin. The hyperin separated by using the separation method has high yield and high purity; and the separation method is simple and practical, low in toxicity, environmentally friendly and suitable for industrial production.
Description
Technical field
The present invention relates to the method by common polymeric amide and the separated Quercetin 3-galactoside of silica gel column chromatography, what the present invention be more particularly directed to is to adopt silica gel column chromatography, ethyl acetate-butanone (or acetone)-formic acid-water of take is eluent, the direct separated method that obtains Quercetin 3-galactoside from Fruit of Pashi Pear leaf or Folium Crataegi extract.
Background technology
Howthorn Leaf is the dry leave of rosaceous plant Fruit of Pashi Pear (Crataegus pinnatifida Bge.var major N.E.Br.), hawthorn (C.pinnatifida Bge.), record in < < Pharmacopoeia of People's Republic of China > > 2010 editions, 30 pages.Have promoting blood circulation and removing blood stasisly, regulate the flow of vital energy and promote blood circulation, for qi depression to blood stasis, chest distress, palpitaition is shown in and forgets, dizzy tinnitus.Result of study shows that Quercetin 3-galactoside is to be proved Cardiovarscular, and has spasmolysis and analgesia, protection gastric mucosa, hepatic tissue and adjusting blood fat, strengthening immunity, antidepressant and the provide protection to cardiac-cerebral ischemia.Silica gel chromatography is applicable to separating flavone constituents, so the present invention is by polyamides silica gel column chromatography technology, successful for separating of Quercetin 3-galactoside, can be used as the raw material for the treatment of relative disease medicine.
The preparation method of Quercetin 3-galactoside mainly adopts alcohol extracting, the solvent extraction method of binding silica gel column chromatography simultaneously at present.Bibliographical information feature is that cost is high, and the cycle is long, yield low (the Fruit of Pashi Pear study on chemical compositions of leaves Study of Traditional Chinese Medicine material such as Liu Ronghua, 2006,29 (11); The Study of China Chinese medicine magazine of the Howthorn Leaf chemical compositions such as fourth apricot bud, 1990; 15 (5); The content of Quercetin 3-galactoside China medicine company in the high effective liquid chromatography for measuring Howthorn Leaf such as Li Biao, 2003,12 (12)).
Summary of the invention
Object of the present invention, has been to provide easy, environmental protection, quick, and purity is high, the method for a kind of separated Quercetin 3-galactoside that productive rate is high.
The object of the present invention is achieved like this:
A kind of method of separated Quercetin 3-galactoside, to get Howthorn Leaf or Fruit of Pashi Pear leaf, with 16-24, doubly measure, concentration be take aqueous ethanol refluxing extraction 2-3 time that mass percent is 30-80%, each 1-3 hour, extracting liquid filtering, merging filtrate, be evaporated to without alcohol taste, again through AB-8 or the removal of impurities of D101 macroporous adsorbent resin, take concentration till 30-80% ethanol elution extremely no longer detects flavones, this elutriant concentrating under reduced pressure reclaims ethanol extremely without alcohol taste, dry, the dry thing of gained is separated through polyamide column chromatography, use 30-80% ethanol gradient elution, consumption is 3-4 times of column volume, elutriant is evaporated to dry, the dry thing of gained is separated through 200-300 order silica gel column chromatography, finally with ethyl acetate-butanone (or acetone)-formic acid-water elution, directly obtain Quercetin 3-galactoside powder, purity is 90-99%.
Alcohol extract filters, and is evaporated to without alcohol taste, through AB-8 (D101) macroporous adsorbent resin water, rinses removal of impurities, with 30-80% ethanol elution, and decompression recycling ethanol, extract obtained separated through polyamide column chromatography.
Polyamide column is used respectively aqueous ethanol gradient elution, the 70% all flow points in ethanol position (1-2 column volume) eluate concentrating under reduced pressure, and dry thing, again through silica gel column chromatography, with ethyl acetate-butanone (or acetone)-formic acid-water elution, obtains Quercetin 3-galactoside.Ketone can be selected butanone or acetone, adopts the ratio of ethyl acetate-butanone (or acetone)-formic acid-water by (6: 2: 1: 0.2) regulation is adjusted.
The extract yield of the prepared Quercetin 3-galactoside of present method is 0.01-0.05%, and its content is 90-99% (adopt high performance liquid chromatography, normalization method is measured).This extract can be applied in the healing potion of various relative diseases as bulk drug alone or in combination.
The present invention is different from existing document: adopting polymeric amide and silica gel column chromatography separation is the Quercetin 3-galactoside in separable Fruit of Pashi Pear leaf or Howthorn Leaf, has avoided operational difficulty, has adopted chloroform and the high shortcoming of methanol-eluted fractions cost.The separated Quercetin 3-galactoside yield of application this law is high, purity is high, toxicity is little, environmental protection.Present method is easy, quick, practical, is applicable to suitability for industrialized production.
Embodiment
Embodiment mono-
Fruit of Pashi Pear leaf is ground into meal, and with 70% alcohol reflux of 24 times of amounts 3 times, each extraction time is respectively 2 hours, 1 hour, filters, and merging filtrate, is evaporated to without alcohol taste.Gained medicinal extract is through AB-8 macroporous adsorbent resin, with 50 times of column volume water elutions removal of impurities to sugar, no longer detect, with 70% ethanol elution, to no longer detecting flavones, stop again, alcohol eluen is evaporated to without alcohol taste, dry, the dry thing of gained is through polyamide column chromatography aqueous ethanol gradient elution, the 70% all flow points in ethanol position (1-2 column volume) eluate concentrating under reduced pressure, the dry thing of gained is through silica gel column chromatography (wherein silica gel is with 200-300 order) separation, 0.2) with ethyl acetate-butanone (or acetone)-formic acid-water (6: 2: 1: the wash-out such as, obtain Quercetin 3-galactoside powder, purity is all greater than 90% (through high performance liquid chromatography, normalization method is measured).
Embodiment bis-
Howthorn Leaf is ground into meal, with 24 times of amount 50% alcohol reflux 2 times, and one time 3 hours, one time 2 hours, filter, merging filtrate, is evaporated to without alcohol taste.Gained medicinal extract no longer detects through D101 macroporous adsorbent resin removal of impurities to sugar, use again 60% ethanol elution, alcohol eluen concentrating under reduced pressure, through polyamide column chromatography aqueous ethanol gradient elution, the 70% all flow points in ethanol position (1-2 column volume) eluate concentrating under reduced pressure, the dry thing of gained is through silica gel column chromatography (wherein silica gel is with 200-300 order) separation, 0.2) with ethyl acetate-butanone (or acetone)-formic acid-water (6: 2: 1: the wash-out such as, obtain Quercetin 3-galactoside powder, purity is 99% (through high performance liquid chromatography, normalization method is measured).
Embodiment tri-
Fruit of Pashi Pear leaf is ground into meal, with 20 times of amount 60% alcohol reflux 2 times, and one time 3 hours, once hour, filter, merging filtrate, is evaporated to without alcohol taste.Gained medicinal extract no longer detects through AB-8 macroporous adsorbent resin removal of impurities to sugar, use again 70% ethanol elution, alcohol eluen concentrating under reduced pressure, through polyamide column chromatography aqueous ethanol gradient elution, the 70% all flow points in ethanol position (1-2 column volume) eluate concentrating under reduced pressure, the dry thing of gained is through silica gel column chromatography (wherein silica gel is with 200-300 order) separation, 0.2) with ethyl acetate-butanone (or acetone)-formic acid-water (6: 2: 1: the wash-out such as, obtain Quercetin 3-galactoside powder, purity is all greater than 95% (through high performance liquid chromatography, normalization method is measured).
Claims (1)
1. the method for a separated Quercetin 3-galactoside, it is characterized in that getting Howthorn Leaf or Fruit of Pashi Pear leaf, with 16-24, doubly measure, concentration be take aqueous ethanol refluxing extraction 2-3 time that mass percent is 30-80%, each 1-3 hour, extracting liquid filtering, merging filtrate, concentrating under reduced pressure reclaims ethanol extremely without alcohol taste, through AB-8 or D101 macroporous adsorbent resin removal of impurities to sugar, no longer detect again, by concentration, be till 30-80% ethanol elution extremely no longer detects flavones, this elutriant concentrating under reduced pressure reclaims ethanol extremely without alcohol taste, dry, the dry thing of gained is separated through polyamide column chromatography, use 30-80% ethanol gradient elution, consumption is 3-4 times of column volume, collect the elutriant of 70% 1-2 the column volume in ethanol position, elutriant is evaporated to dry, the dry thing of gained is separated through 200-300 order silica gel column chromatography, finally with ethanol ethyl ester-butanone-formic acid-water or ethyl acetate-acetone-formic acid-water elution, directly obtain Quercetin 3-galactoside powder, obtain, the quality proportioning of ethyl acetate-butanone-formic acid-water or ethyl acetate-acetone-formic acid-water is 6: 2: 1: 0.2.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201010158044.9A CN102234299B (en) | 2010-04-28 | 2010-04-28 | Separation method of hyperin |
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| CN201010158044.9A CN102234299B (en) | 2010-04-28 | 2010-04-28 | Separation method of hyperin |
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| CN102234299A CN102234299A (en) | 2011-11-09 |
| CN102234299B true CN102234299B (en) | 2014-10-08 |
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Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN104311615B (en) * | 2014-09-30 | 2017-05-10 | 西北师范大学 | Method for extracting and separating hyperoside and gossypetin-3-O-beta-D-galactoside from rhododendron przewalskii maxim. leaves |
| CN106866760A (en) * | 2017-04-11 | 2017-06-20 | 广西壮族自治区梧州食品药品检验所 | A kind of method that ASE methods extract Hyperoside in hawthorn |
| CN112675228B (en) * | 2021-01-18 | 2021-12-28 | 南京邮电大学 | Ointment for promoting wound healing and preparation method thereof |
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| CN1062294A (en) * | 1991-12-11 | 1992-07-01 | 陕西省西安植物园 | Extract the method for Fructus Crataegi total flavones by Folium Crataegi |
| CN1785285A (en) * | 2004-12-10 | 2006-06-14 | 天津天士力现代中药资源有限公司 | Extraction method of hawthorn lenf |
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| CN100484948C (en) * | 2007-05-10 | 2009-05-06 | 辽宁中医药大学 | Method for separating derivative of vitexin |
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| JPH05268920A (en) * | 1992-02-13 | 1993-10-19 | Toyo Riken Kk | Health food and health drink |
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2010
- 2010-04-28 CN CN201010158044.9A patent/CN102234299B/en not_active Expired - Fee Related
Patent Citations (7)
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| DE2627721A1 (en) * | 1975-06-21 | 1976-12-30 | Dso Pharmachim | PROCESS FOR PRODUCING A TOTAL FLAVONOID MIXTURE FROM VEGETABLE MATERIAL |
| CN1062294A (en) * | 1991-12-11 | 1992-07-01 | 陕西省西安植物园 | Extract the method for Fructus Crataegi total flavones by Folium Crataegi |
| CN1785285A (en) * | 2004-12-10 | 2006-06-14 | 天津天士力现代中药资源有限公司 | Extraction method of hawthorn lenf |
| CN101161269A (en) * | 2006-10-12 | 2008-04-16 | 黄振华 | Pharmaceutical composition of cattail pollen or its extract and hawkthorn leaf or its extract |
| CN100484948C (en) * | 2007-05-10 | 2009-05-06 | 辽宁中医药大学 | Method for separating derivative of vitexin |
| CN101463025A (en) * | 2007-12-20 | 2009-06-24 | 神威药业有限公司 | Extracting preparation of hawthorn leaves flavonoids |
| CN101260133A (en) * | 2008-04-17 | 2008-09-10 | 中国科学院新疆理化技术研究所 | Method for preparing hyperoside and isoquercetin from cotton petal |
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| 谢玉如 等."山里红的成分分析及国产山楂属植物果实的比较".《植物学报》.1981,第23卷(第5期),第383-388页. |
| 郝彧 等."大孔树脂纯化山楂叶提取物的工艺考察".《天津中医药》.2009,第26卷(第4期),第335-337页. |
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