LT2012035A - Process for preparing dihydroquercetin of a particularly high degree of purity - Google Patents
Process for preparing dihydroquercetin of a particularly high degree of purityInfo
- Publication number
- LT2012035A LT2012035A LT2012035A LT2012035A LT2012035A LT 2012035 A LT2012035 A LT 2012035A LT 2012035 A LT2012035 A LT 2012035A LT 2012035 A LT2012035 A LT 2012035A LT 2012035 A LT2012035 A LT 2012035A
- Authority
- LT
- Lithuania
- Prior art keywords
- dihydroquercetin
- subjected
- solution
- preparing
- product
- Prior art date
Links
- CXQWRCVTCMQVQX-LSDHHAIUSA-N (+)-taxifolin Chemical compound C1([C@@H]2[C@H](C(C3=C(O)C=C(O)C=C3O2)=O)O)=CC=C(O)C(O)=C1 CXQWRCVTCMQVQX-LSDHHAIUSA-N 0.000 title abstract 5
- 238000004519 manufacturing process Methods 0.000 title abstract 3
- XCGZWJIXHMSSQC-UHFFFAOYSA-N dihydroquercetin Natural products OC1=CC2OC(=C(O)C(=O)C2C(O)=C1)c1ccc(O)c(O)c1 XCGZWJIXHMSSQC-UHFFFAOYSA-N 0.000 title abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 4
- 239000000047 product Substances 0.000 abstract 3
- 239000000243 solution Substances 0.000 abstract 2
- 239000002594 sorbent Substances 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 238000013375 chromatographic separation Methods 0.000 abstract 1
- 238000004587 chromatography analysis Methods 0.000 abstract 1
- 239000002537 cosmetic Substances 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 abstract 1
- 230000008025 crystallization Effects 0.000 abstract 1
- 238000004090 dissolution Methods 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 238000004949 mass spectrometry Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 239000013589 supplement Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/60—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2
- C07D311/62—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2 with oxygen atoms directly attached in position 3, e.g. anthocyanidins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
- Steroid Compounds (AREA)
Abstract
The present invention relates to isolation by chromatography of (2R, 3R)-dihydroquercetin for production of biologically active supplements for medicine and pharmacy and food and cosmetics industry as well. The highly effective process for preparing (2R, 3R)-dihydroquercetin claimed enables to obtain the extremely pure product. The raw material containing dihydroquercetinis subjected to dissolution in aqueous ethanol solutionat 2-29 oC until the dihydroquercetin amount in solution of 50-250 g/l. Then the solution is subjected to chromatographic separation in a column under pressure 100-500 kg/cm2, the column being filled with reverse-phase sorbent. The sorbent is subjected to eluation with degassed modified ethyl alkohol aqueous solution. The portions of eluate are controlled by refractometry and mass spectrometry methods; then the product is subjected to crystallization, filtration and lyophylization. The product obtained contains at least 99,9 % of (2R,3R)-dihydroquercetin.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LT2012035A LT6013B (en) | 2012-05-18 | 2012-05-18 | Process for preparing dihydroquercetin of a particularly high degree of purity |
| PCT/LT2012/000008 WO2013172693A1 (en) | 2012-05-18 | 2012-11-21 | Process for preparing of highly pure dihydroquercetin |
| EP12806719.6A EP2850069A1 (en) | 2012-05-18 | 2012-11-21 | Process for preparing of highly pure dihydroquercetin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LT2012035A LT6013B (en) | 2012-05-18 | 2012-05-18 | Process for preparing dihydroquercetin of a particularly high degree of purity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| LT2012035A true LT2012035A (en) | 2013-11-25 |
| LT6013B LT6013B (en) | 2014-03-25 |
Family
ID=47436155
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| LT2012035A LT6013B (en) | 2012-05-18 | 2012-05-18 | Process for preparing dihydroquercetin of a particularly high degree of purity |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP2850069A1 (en) |
| LT (1) | LT6013B (en) |
| WO (1) | WO2013172693A1 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108623548B (en) * | 2018-05-02 | 2022-05-06 | 齐齐哈尔大学 | Method for separating chiral eriodictyol from peanut shells and application of method |
| CN113214210B (en) * | 2021-05-10 | 2022-03-04 | 合肥立方制药股份有限公司 | Preparation method of dihydroquercetin |
| CN113185485B (en) | 2021-05-10 | 2022-03-04 | 合肥立方制药股份有限公司 | Semi-synthesis method of dihydroquercetin |
| CN114774490B (en) * | 2022-04-19 | 2025-01-28 | 沈阳市丽晨生物医药科技有限公司 | Preparation method of dihydroquercetin for anti-cancer, anti-oxidation and anti-cardiovascular and cerebrovascular diseases |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2000797C1 (en) | 1992-05-26 | 1993-10-15 | Отдел химии древесины Иркутского института органической химии СО РАН | Method for isolation of dihydroquercetin |
| RU2038094C1 (en) | 1994-02-08 | 1995-06-27 | Товарищество с ограниченной ответственностью "Инкор" | Method for producing dihydroquercetin |
| RU2114631C1 (en) | 1997-07-22 | 1998-07-10 | Нонна Арсеньевна Тюкавкина | Method of isolation of dihydroquercitin |
| US5912363A (en) | 1997-08-29 | 1999-06-15 | Interhealth Nutraceuticals | Method for extraction of proanthocyanidins from plant material |
| RU2186097C1 (en) | 2001-07-06 | 2002-07-27 | Общество с ограниченной ответственностью "Сибларекс" | Composition of bioflavonoid complex "sibel" for foodstuff and perfume article and method of preparing bioflavonoid complex "sibel" for foodstuff and perfume article |
| US7132296B2 (en) | 2002-02-15 | 2006-11-07 | Medical Products Manufacturing, Llc | Method for assaying the antioxidant capacity of a sample |
-
2012
- 2012-05-18 LT LT2012035A patent/LT6013B/en not_active IP Right Cessation
- 2012-11-21 EP EP12806719.6A patent/EP2850069A1/en not_active Withdrawn
- 2012-11-21 WO PCT/LT2012/000008 patent/WO2013172693A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| WO2013172693A1 (en) | 2013-11-21 |
| EP2850069A1 (en) | 2015-03-25 |
| LT6013B (en) | 2014-03-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| BB1A | Patent application published |
Effective date: 20131125 |
|
| FG9A | Patent granted |
Effective date: 20140325 |
|
| MM9A | Lapsed patents |
Effective date: 20170518 |