CN102115467A - Method for preparing catechin monomers - Google Patents
Method for preparing catechin monomers Download PDFInfo
- Publication number
- CN102115467A CN102115467A CN2009102477391A CN200910247739A CN102115467A CN 102115467 A CN102115467 A CN 102115467A CN 2009102477391 A CN2009102477391 A CN 2009102477391A CN 200910247739 A CN200910247739 A CN 200910247739A CN 102115467 A CN102115467 A CN 102115467A
- Authority
- CN
- China
- Prior art keywords
- catechin
- preparation
- mixture
- ecg
- egcg
- 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.)
- Pending
Links
Images
Abstract
The invention discloses a method for preparing catechin monomers, which comprises the following steps of: pretreating water extraction solution of tea or tea tailings; enriching a catechin mixture; adsorbing the catechin mixture by using a reversed-phase chromatograph packing; performing gradient elution; performing gel filtration chromalography on eluent; and concentrating, crystallizing, and drying. The invention also provides catechin monomers of epigallocatechin gallate (EGCG) and epicatechin gallate (ECG) prepared by the method. The method is simple and practicable, low in cost, stable in process and easy to promote. The EGCG and ECG monomers produced by the method can be used for preparing health foods and cosmetics, or used as standards.
Description
Technical field:
The present invention relates to a kind of extraction process of Chinese medicine, relate in particular to a kind of preparation method of high purity catechin.
Background technology:
Tea catechin is the main functional component of green tea, has lowering blood-fat and reducing weight, plurality kinds of health care and pharmacological effect such as anti-ageing, anti-oxidant, antibacterial, antiviral, has caused people's extensive concern in recent years.Tea catechin mainly contains catechin (catechin, C), l-Epicatechol (epicatechin, EC), l-Epigallocatechol (gallocatechin, GC), epigallocatechin (epigallocatechin, EGC), catechin and gallate (catechin-3-O-gallate, CG), L-Epicatechin gallate (epicatechin-3-O-gallate, ECG), nutgall catechin gallic acid ester (gallocatechin-3-O-gallate, GCG), NVP-XAA 723 (epigallocatechin-3-O-gallate, EGCG) structure is as shown below, compd E GCG and ECG are that wherein content is the highest, active two best compounds are in great demand.
R
1 R
2
C H H
CG H Galloyl
GC OH H
GCG OH Galloyl
Catechin
R
1 R
2
EC H H
ECG H Galloyl
EGC OH H
EGCG OH Galloyl
L-Epicatechol
At present, prepare these two compound monomers mainly by high-speed countercurrent chromatography, silica gel column chromatography, precipitation by metallic ion method etc., cost is very high, pollutes greatly, is difficult to large-scale promotion.
Summary of the invention:
The technical problem to be solved in the present invention promptly provides a kind of preparation method of catechin, the technical problem that the method cost that described this method will solve extraction catechin of the prior art is very high, pollution is big, be difficult to large-scale promotion.
The invention provides a kind of preparation method of catechin, comprise a pretreated step of water extract with tealeaves or tealeaves tankage, the step that comprises an enrichment catechin mixture, comprise a step that mixture is adopted the reverse-phase chromatography filling adsorption, the step that comprises a gradient elution, comprise a step with the elutriant gel separation, comprise one concentrate, crystallization, exsiccant step.
Further, in the step of an enrichment catechin mixture, adopt absorption of macroporous resin adsorption or polymeric amide or ethyl acetate extraction.
Further, in a step that mixture is adopted the reverse-phase chromatography filling adsorption, described reverse-phase chromatography filler is RP-C18.
Further, in the step of a gradient elution, the gradient elution solvent for use is aqueous ethanolic solution, and is concrete, adopts the aqueous ethanolic solution wash-out of 15%, 25%, 35%, 95% concentration successively, collects 25% and 35% wash-out part respectively,
Further, in a step with the elutriant gel separation, described gel is the hydroxypropyl dextrane gel, and is concrete, the ethanol of the used moving phase of gel preferred 90%～100%.
Further, concentrate at one, in the crystallization, exsiccant step, described drying means is vacuum-drying or lyophilize or spraying drying.
The EGCG monomeric compound that the present invention also provides above-mentioned preparation method to make.
The ECG monomeric compound that the present invention also provides above-mentioned preparation method to make.
The present invention also provide EGCG monomeric compound that above-mentioned preparation method makes in preparation medicine, protective foods or makeup application or as standard reference material.
The present invention also provide ECG monomeric compound that above-mentioned preparation method makes in preparation medicine, protective foods or makeup application or as standard reference material.
The inventor is surprised to find by the water extract pre-treatment to tealeaves or tealeaves tankage, enrichment catechin mixture through many tests; Mixture adopts reverse-phase chromatographic column absorption, gradient elution; The elutriant gel separation concentrates, crystallization, and drying can obtain highly purified compd E GCG and ECG.
The present invention compares with prior art, and its technique effect is conspicuous.The present invention be a kind of easy and simple to handle, cost is low, environmental friendliness, safe method.
Description of drawings:
Fig. 1 is the preparation method's of a kind of catechin of the present invention a process flow sheet.
Embodiment:
Further specify the present invention with embodiment below, but the present invention is not limited.
The preparation of embodiment 1 green tea vat liquor
10kg green tea adds the 80L pure water, is heated to 70 ℃, stirs (rotating speed 20r/min) and extracts 40min, filters, and filtrate is cooled to 30 ℃ through heat exchange, and filter residue adds 80L pure water, stirring at room elution 30min, united extraction liquid; The 10000r/min continuously centrifuged must be clarified green tea extractive liquor, after concentrating, deposits storage tank in.Weigh after getting extracting section liquid drying, calculating extraction yield is 26.8%, and efficient liquid phase chromatographic analysis, EGCG content are 8.29%; ECG content is 1.83%.
The preparation of embodiment 2 monomer EGCGs of the present invention, ECG compound
With the green tea extractive liquor among the embodiment 1, adopt macroporous resin to adsorb; Adsorb according to sample on the amount of 1kg tea leaf extract 1.5L resin (25 ℃ water in fully swelling), last sample finishes, behind the washing 10CV (column volume), three column volumes of 95% ethanol elution, concentrate the heavy 78g of catechin mixture after the enrichment, wherein EGCG content is 28.5%, and ECG content is 6.29%.
Above-mentioned catechin mixture adopts reverse-phase chromatography filler RP-C18 absorption, adopts 3 times of column volumes of aqueous ethanolic solution wash-out of 15%, 25%, 35%, 95% concentration successively respectively, collects 25% and 35% wash-out part respectively; Concentrate the heavy 22g of back 25% part, EGCG content is 90%; Concentrate the heavy 4.8g of back 35% part, ECG content is 92%; Adopt gel to separate, 90% ethanol is as the moving phase isocratic elution, according to the liquid phase analysis result, collects purity and is higher than stream part of 95% (purity is lower than stream part of 95% and collects in addition), merge the back condensing crystal, the dry purity that promptly obtains respectively is 98.3% EGCG 16.2g altogether; Purity is 98.8% the common 3.84g of ECG.
The preparation of embodiment 3 monomer EGCGs of the present invention, ECG compound
With the green tea extractive liquor among the embodiment 1, adopt polyamide resin to adsorb; Adsorb according to sample on the amount of 1kg tealeaves 2L resin (25 ℃ water in fully swelling), last sample finishes, wash 10CV (column volume) after, three column volumes of 95% ethanol elution, concentrate the heavy 73g of catechin mixture after the enrichment, wherein EGCG content is 30.4%, ECG content is 6.7%.
Above-mentioned catechin mixture adopts reverse-phase chromatography filler RP-C18 absorption, adopts 3 times of column volumes of aqueous ethanolic solution wash-out of 15%, 25%, 35%, 95% concentration successively respectively, collects 25% and 35% wash-out part respectively; Concentrate the heavy 22g of back 25% part, EGCG content is 91%; Concentrate the heavy 4.8g of back 35% part, ECG content is 93%; Adopt gel to separate respectively, 95% ethanol is as the moving phase isocratic elution, according to analytical results, collect purity and be higher than stream part of 95%, (purity is lower than stream part of 95% and collects in addition) merges the back condensing crystal, and the dry purity that promptly obtains respectively is 99.1% EGCG 17g altogether; Purity is 99.3% the common 4g of ECG.
The preparation of embodiment 4 monomer EGCGs of the present invention, ECG compound
1kg green tea extractive liquor among the embodiment 1 is concentrated into 1L, adopt water saturated ethyl acetate 1L extraction secondary, extraction liquid concentrate the catechin mixture after the enrichment, concentrate the heavy 61g of catechin mixture after the enrichment, wherein EGCG content is 36.8%, and ECG content is 8.1%.
Above-mentioned catechin mixture adopts reverse-phase chromatography filler RP-C18 absorption, adopts 3 times of column volumes of aqueous ethanolic solution wash-out of 15%, 25%, 35%, 95% concentration successively respectively, collects 25% and 35% wash-out part respectively; Concentrate the heavy 21.5g of back 25% part, EGCG content is 89%; Concentrate the heavy 4.7g of back 35% part, ECG content is 92%; Adopt gel to separate respectively, dehydrated alcohol is as the moving phase isocratic elution, according to the liquid phase analysis result, collect purity and be higher than stream part of 95%, (purity is lower than stream part of 95% and collects in addition) merges the back condensing crystal, and the dry purity that promptly obtains respectively is 98.3% EGCG 16.5g altogether; Purity is 98.7% the common 4g of ECG.
Claims (10)
1. the preparation method of a catechin, it is characterized in that: described preparation method comprises a pretreated step of water extract with tealeaves or tealeaves tankage, the step that comprises an enrichment catechin mixture, comprise a step that mixture is adopted the reverse-phase chromatography filling adsorption, the step that comprises a gradient elution, comprise a step with the elutriant gel separation, comprise one concentrate, crystallization, exsiccant step.
2. the preparation method of catechin as claimed in claim 1 is characterized in that: in the step of described enrichment catechin mixture, adopt absorption of macroporous resin adsorption or polymeric amide or ethyl acetate extraction.
3. the preparation method of catechin as claimed in claim 1 is characterized in that: in the described step that mixture is adopted the reverse-phase chromatography filling adsorption, described reverse-phase chromatography filler is RP-C18.
4. the preparation method of catechin as claimed in claim 1, it is characterized in that: in the step of described gradient elution, the gradient elution solvent for use is an aqueous ethanolic solution.
5. the preparation method of catechin as claimed in claim 1, it is characterized in that: in described step with the elutriant gel separation, described gel is the hydroxypropyl dextrane gel.
6. the preparation method of catechin as claimed in claim 1 is characterized in that: describedly concentrate, in the crystallization, exsiccant step, described drying means is vacuum-drying or lyophilize or spraying drying.
7. the EGCG monomeric compound that the preparation method of each described a kind of catechin makes in the claim 1～5.
8. the ECG monomeric compound that the preparation method of each described a kind of catechin makes in the claim 1～5.
The described EGCG monomeric compound of claim 7 preparation in medicine, protective foods or the makeup application or as standard reference material.
The described ECG monomeric compound of claim 8 preparation in medicine, protective foods or the makeup application or as standard reference material.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009102477391A CN102115467A (en) | 2009-12-30 | 2009-12-30 | Method for preparing catechin monomers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009102477391A CN102115467A (en) | 2009-12-30 | 2009-12-30 | Method for preparing catechin monomers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102115467A true CN102115467A (en) | 2011-07-06 |
Family
ID=44214407
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2009102477391A Pending CN102115467A (en) | 2009-12-30 | 2009-12-30 | Method for preparing catechin monomers |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102115467A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103772339A (en) * | 2014-01-01 | 2014-05-07 | 恩施职业技术学院 | Method for extracting high-content epigallocatechin gallate from tea leftovers |
| CN105177077A (en) * | 2015-07-31 | 2015-12-23 | 长沙三福生物科技有限公司 | Method for preparing epicatechin (EC) monomer through microorganism fermentation and oriented transformation |
| CN106008441A (en) * | 2016-06-12 | 2016-10-12 | 江苏天晟药业股份有限公司 | High-purity EGC purification method |
| CN106456521A (en) * | 2014-02-24 | 2017-02-22 | 株式会社爱茉莉太平洋 | Composition containing extract derived from green tea leafstalk for skin whitening |
| CN106967036A (en) * | 2017-04-19 | 2017-07-21 | 盛林 | A kind of EGCG preparation method |
-
2009
- 2009-12-30 CN CN2009102477391A patent/CN102115467A/en active Pending
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103772339A (en) * | 2014-01-01 | 2014-05-07 | 恩施职业技术学院 | Method for extracting high-content epigallocatechin gallate from tea leftovers |
| CN103772339B (en) * | 2014-01-01 | 2016-01-13 | 恩施职业技术学院 | A kind of method extracting NVP-XAA 723 from tealeaves tankage |
| CN106456521A (en) * | 2014-02-24 | 2017-02-22 | 株式会社爱茉莉太平洋 | Composition containing extract derived from green tea leafstalk for skin whitening |
| CN105177077A (en) * | 2015-07-31 | 2015-12-23 | 长沙三福生物科技有限公司 | Method for preparing epicatechin (EC) monomer through microorganism fermentation and oriented transformation |
| CN106008441A (en) * | 2016-06-12 | 2016-10-12 | 江苏天晟药业股份有限公司 | High-purity EGC purification method |
| CN106008441B (en) * | 2016-06-12 | 2018-06-01 | 江苏天晟药业股份有限公司 | A kind of purification process of high-purity EGC |
| CN106967036A (en) * | 2017-04-19 | 2017-07-21 | 盛林 | A kind of EGCG preparation method |
| CN106967036B (en) * | 2017-04-19 | 2022-03-22 | 盛林 | Preparation method of EGCG |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101797344B (en) | Method for preparing refined total flavonoids in herba lophatheri | |
| CN102976909B (en) | Method for extracting and purifying 6-gingerol from ginger | |
| CN103467540B (en) | A kind of method extracting rhodioside from Root of Kirilow Rhodiola | |
| CN104031013B (en) | A kind of utilize the isolated and purified method preparing salvianolic acid B and rosmarinic acid of high speed adverse current chromatogram | |
| CN106967137B (en) | Method for separating high-purity oleuropein by liquid chromatography through macroporous resin combined preparation | |
| CN102423329B (en) | A kind of discoloration method of panax notoginsenoside extract | |
| CN102924416B (en) | Method for separating and purifying monomeric compounds from ash bark | |
| CN100439384C (en) | Method for separating preparing anthocyan monomer from mulberry | |
| CN102060893A (en) | Process method for synchronously preparing oleuropein and olive total flavonoids from olive leaves | |
| CN104861019A (en) | Method for preparing flavonoids compounds in camellia seed shells by high-speed counter-current chromatography | |
| CN102115467A (en) | Method for preparing catechin monomers | |
| CN104892687A (en) | Method for separating and purifying monomeric compound from Chinese mahonia leaves through high-speed counter-current chromatography | |
| CN104829666B (en) | A kind of method that high-purity baicalin is prepared from radix scutellariae | |
| CN106349301A (en) | Method for separating and purifying punicalagin in pomegranate peel | |
| CN109293509B (en) | Method for preparing high-purity chlorogenic acid from bamboo leaf extract | |
| CN106967036A (en) | A kind of EGCG preparation method | |
| CN104610401B (en) | A kind of method for extracting baicalin, baicalin and wogonin from Radix Scutellariae simultaneously | |
| WO2012061984A1 (en) | Method for preparing albiflorin and paeoniflorin | |
| CN102219685B (en) | A kind of preparation method of danshen root salvianolic acid A | |
| CN101468997B (en) | Method for extracting and separating bilobalide from ginkgo leaf | |
| CN103012346B (en) | Preparation method of pectolinarigenin monomer | |
| CN102180937B (en) | Method for preparing enriched and refined akebin D with macroporous absorption resin | |
| CN107721857A (en) | A kind of method that high-purity chlorogenic acid is prepared from Gynura procumbens (Lour.) Merr | |
| CN103965276B (en) | The method of fast separating and purifying monomeric compound from Lindley Eupatorium Herb | |
| CN104744489B (en) | Method for preparing high-purity oridonin by taking rabdosia rubescens as raw material |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20110706 |