CN1212319C - Epi-nutgall catechin gallic acid ester monomer purifying process - Google Patents
Epi-nutgall catechin gallic acid ester monomer purifying process Download PDFInfo
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- CN1212319C CN1212319C CN 02126654 CN02126654A CN1212319C CN 1212319 C CN1212319 C CN 1212319C CN 02126654 CN02126654 CN 02126654 CN 02126654 A CN02126654 A CN 02126654A CN 1212319 C CN1212319 C CN 1212319C
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Abstract
The present invention discloses a preparation method of an epigallocatechin gallate [(-)-epigallocatechin-3-gallate(EGCG)] monomer, which comprises that water is added to green tea extract for dissolving; sodium chloride is added; after salt breaking emulsion, filtration and trash extraction, filtering liquid is extracted with isometric ethyl acetate; activated carbon is decolored, and ethyl acetate is recycled by depressurization and is dried. After a 90% alcohol water solution is added for dissolving, sephadex LH-20 column chromatography (the weight ratio of the green tea extract to adsorption agents is 1:15)is carried out, the 90% alcohol water solution is used as an eluting agent for elution; according to the ultraviolet detection result, the flowing portion of the epigallocatechin gallate is collected; the alcohol is depressurized and recycled to dryness; then, an amount of water is added for dissolution, and the epigallocatechin gallate crystallizes at the temperature lower than 10DEG C.
Description
The present invention relates to a kind of NVP-XAA 723 [(-)-epigallocatechin-3-gallate (EGCG)] method for preparing monomer.
NVP-XAA 723 have remove free radical, anti-oxidant, anti-mutation, delay senility, radioprotective, cancer-resisting, reducing blood-fat and cholesterol, atherosclerosis and plurality kinds of health care and pharmacological action such as antibiotic.Therefore the novel process of researching and developing epi-nutgall catechin gallic acid ester monomer purifying is significant to the initiative new drug.
The preparation method of epi-nutgall catechin gallic acid ester monomer mainly contains post and separates preparation method, membrane sepn preparation method, drop counter-current distribution method etc., though these methods can obtain high-purity epigallocatechin-3-gallate product because its investment is big, yield is low, and shortcomings such as adsorbent reactivation difficulty and complicated operation make it only rest on laboratory stage and are not easy to suitability for industrialized production.
The purpose of this invention is to provide that a kind of technology is simple, cost is low, be easy to industrialization control and produce and can obtain the NVP-XAA 723 preparation method of NVP-XAA 723 purity greater than 97% product with big.
For realizing purpose of the present invention, the invention provides following technical scheme:
The epi-nutgall catechin gallic acid ester monomer preparation method, the water that comprises 5 times of weight of green tea extract adding makes it dissolving, filter, filtrate is respectively with the equal-volume ethyl acetate extraction, activated carbon decolorizing, the reclaim under reduced pressure ethyl acetate is to doing, after adding the dissolving of 90% aqueous ethanolic solution, last sephadex LH-20 chromatography column (green tea extract heavy with adsorbent weight ratio be 1: 15), as the eluent wash-out,, collect NVP-XAA 723 stream part with 90% aqueous ethanolic solution according to the ultraviolet detection result, after it is characterized in that a) above-mentioned green tea extract is with water dissolution, add sodium-chlor; B) collect NVP-XAA 723 stream part process decompression recycling ethanol to doing, adding suitable quantity of water again is that crystallization obtains the purpose product below 10 ℃ in temperature, and wherein, the crystallisation process laying temperature is 4～10 ℃.Add sodium-chlor and play salting out, partial impurities is separated out, by removing by filter, its amount preferably makes its concentration reach 5% (W/V), and leave standstill more than the 30min, by the filtrate behind the filtering and impurity removing behind ethyl acetate extraction 3 times, the combined ethyl acetate layer, add more than the 50% activated carbon decolorizing 120min of raw material weight, filter, further remove pigment impurity, filter to get filtrate, concentrating under reduced pressure is in order to reduce the destruction of effective constituent under 40～45 ℃ of conditions, and reclaims ethyl acetate, after dry substance adds the dissolving of 90% aqueous ethanolic solution, last sephadex LH-20 column chromatography (green tea extract heavy with adsorbent weight ratio be 1: 15), with 90% aqueous ethanolic solution wash-out,, had the EGCG of higher degree according to NVP-XAA 723 stream part that ultraviolet detection is collected, another key of the present invention is crystallization in water, it with prior art in what adopt all is that freeze-drying method is different, can remove the small amount of impurities that is present in the extracting solution, obtain more highly purified EGCG.
In order to understand the present invention better, the explanation that below will give an actual example, but this does not mean it is limitation of the present invention.
Embodiment one:
Take by weighing polyphenol content greater than 95% green tea extract 184.5g, add the 920mL deionized water and make it dissolving, add 46g sodium-chlor again, leave standstill 30min after stirring and dissolving is complete, green filtered is floated foam, filtrate is used equal-volume ethyl acetate extraction 3 times, the combined ethyl acetate layer adds more than the 92g activated carbon decolorizing 120min, filters, filtrate reclaim under reduced pressure ethyl acetate under 40～45 ℃ of conditions must be intervened handled thing 178g to doing.Take by weighing this pre-treatment thing 60g, add the dissolving of 300mL 90% aqueous ethanolic solution, filter, sephadex LH-20 chromatography column on the filtrate (green tea extract heavy with adsorbent weight ratio be 1: 15), with 90% aqueous ethanolic solution wash-out, according to the ultraviolet detection result, collect NVP-XAA 723 stream part, decompression recycling ethanol adds deionized water to 300mL to doing to the greatest extent under 40～45 ℃ of conditions, 4 ℃ left standstill 3 days, filter, filter residue vacuum-drying under 40～45 ℃ of conditions gets NVP-XAA 723 12.9g, being white powder, is 98.16% through the HPLC purity assay.
Embodiment two:
Take by weighing polyphenol content greater than 95% green tea extract 1000g, add the 5000mL deionized water and make it dissolving, add 250g sodium-chlor again, leave standstill 30min after stirring and dissolving is complete, green filtered is floated foam, filtrate is used equal-volume ethyl acetate extraction 3 times, the combined ethyl acetate layer adds more than the 500g activated carbon decolorizing 120min, filters, filtrate reclaim under reduced pressure ethyl acetate under 40～45 ℃ of conditions is extremely done, add 4000mL 90% aqueous ethanolic solution dissolving, filter, sephadex LH-20 chromatography column on the filtrate (green tea extract heavy with adsorbent weight ratio be 1: 15), with 90% aqueous ethanolic solution wash-out, collect NVP-XAA 723 stream part (according to the ultraviolet detection result), decompression recycling ethanol adds deionized water to 2000mL to doing to the greatest extent under 40～45 ℃ of conditions, 4 ℃ left standstill 3 days, filter, filter residue vacuum-drying under 40～45 ℃ of conditions gets NVP-XAA 723 181.1g, being white powder, is 97.36% through the HPLC purity assay.
Claims (3)
1, a kind of epi-nutgall catechin gallic acid ester monomer preparation method, comprise: the water that green tea extract is added 5 times of weight makes it dissolving, filter, filtrate is respectively with the equal-volume ethyl acetate extraction, activated carbon decolorizing, the reclaim under reduced pressure ethyl acetate is to doing, after adding the dissolving of 90% aqueous ethanolic solution, last sephadex LH-20 chromatography column, wherein green tea extract heavy with the adsorbent weight ratio be 1: 15, with 90% aqueous ethanolic solution as the eluent wash-out, according to the ultraviolet detection result, collect NVP-XAA 723 stream part, it is characterized in that a) above-mentioned green tea extract is with water dissolution after, add sodium-chlor; B) collect NVP-XAA 723 stream part process decompression recycling ethanol to doing, add the suitable quantity of water dissolving again, in crystallization below 10 ℃.
2, technology according to claim 1 is characterized in that the sodium-chlor add-on is to make that sodium chloride concentration reaches 5% (W/V) in its aqueous solution.
3, technology according to claim 1 is characterized in that the crystallisation process laying temperature is 4～10 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02126654 CN1212319C (en) | 2002-07-23 | 2002-07-23 | Epi-nutgall catechin gallic acid ester monomer purifying process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02126654 CN1212319C (en) | 2002-07-23 | 2002-07-23 | Epi-nutgall catechin gallic acid ester monomer purifying process |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1470510A CN1470510A (en) | 2004-01-28 |
| CN1212319C true CN1212319C (en) | 2005-07-27 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN 02126654 Expired - Fee Related CN1212319C (en) | 2002-07-23 | 2002-07-23 | Epi-nutgall catechin gallic acid ester monomer purifying process |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106854193A (en) * | 2015-12-08 | 2017-06-16 | 西安视清医药科技有限公司 | A kind of preparation method that catechin is extracted from tealeaves |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2167043A4 (en) | 2007-06-06 | 2013-05-01 | Univ South Florida | Nutraceutical co-crystal compositions |
| WO2008153938A2 (en) * | 2007-06-06 | 2008-12-18 | University Of South Florida | Epigallocatechin-3-gallate crystal compositions |
| CN104435379B (en) * | 2014-10-27 | 2016-11-30 | 文佳颖 | A kind of plant extract complex with antibacterial anti-inflammatory, hemostasis and pain relieving and application thereof |
| CN107721967A (en) * | 2017-11-20 | 2018-02-23 | 浙江天草生物科技股份有限公司 | A kind of green-tea extract production technology of high EGCG content |
| CN109053668B (en) * | 2018-07-25 | 2022-07-26 | 满山歌茶业(西双版纳)有限公司 | Method for preparing ester catechin from tea polyphenol |
| CN109180630A (en) * | 2018-08-06 | 2019-01-11 | 华茗国际健康产业（香港）有限公司 | A kind of crystallite catechin and preparation method thereof |
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2002
- 2002-07-23 CN CN 02126654 patent/CN1212319C/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106854193A (en) * | 2015-12-08 | 2017-06-16 | 西安视清医药科技有限公司 | A kind of preparation method that catechin is extracted from tealeaves |
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| CN1470510A (en) | 2004-01-28 |
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Granted publication date: 20050727 Termination date: 20190723 |