CN101153048A - Tea polyphenol monomer and separation process thereof - Google Patents
Tea polyphenol monomer and separation process thereof Download PDFInfo
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- CN101153048A CN101153048A CNA2007100429159A CN200710042915A CN101153048A CN 101153048 A CN101153048 A CN 101153048A CN A2007100429159 A CNA2007100429159 A CN A2007100429159A CN 200710042915 A CN200710042915 A CN 200710042915A CN 101153048 A CN101153048 A CN 101153048A
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Abstract
The present invention belongs to the field of food and pharmaceutical technology. In particular, the present invention discloses a tea polyphenol monomer and a separation method thereof. The compound is first separated from natural products. The name is kaempferol 3-O-[beta-D-(2-O-beta-D-galactopyranosyl)-galactopyranosyl - (6-1)-beta-L-6- deacidizing Luota pyranose glucoside]. The separation method comprises the preparation of extractor, column chromatography separation and so on. The present invention is simple in process, low in production cost, high in product purity, high in added value, easy for large industrial production, and high in efficiency. In addition, in the production process, the solvent can be recycled; the loss of the solvent is low; the toxicity of the solvent is low; the present invention has little environmental pollution. The product has no caffeine, and suits the requirements of food and drugs.
Description
Technical field
The invention belongs to the food and medicine technical field, be specifically related to a kind of tea polyphenol monomer and separation method thereof that extracts from the tea oil cake.
Background technology
Along with the raising of people's living standard, people require food to have color, smell and taste; The fast pace of life, people like having fast food; The increase of operating pressure, people like smoking; The pollution of environment; The people lack exercise; All above-mentioned factors make people's cardiovascular systems generation pathology, cause the probability occurred frequently of tumour.Scientific research show have tea can improve cardiovascular, and effective for suppressing tumour; But owing to be rich in caffeine in the tealeaves, having tea to make calcium loss, and therefore dyskoimesis, has reduced immunologic function, and weak people is fallen ill easily.
Tea-polyphenol has solved the shortcoming of having tea, and tea-polyphenol has the removing interior free yl, improves cardiovascular function, and tea-polyphenol has the function that suppresses tumour; Patent [00112732] shows that tea-polyphenol can be used in the medicine of treatment respiratory system disease; Patent [00112774] shows that tea-polyphenol can be used in the treatment hepatopathy; Patent [00112773] shows that tea-polyphenol can be used in the treatment prostatosis; Patent [00112818] shows that tea-polyphenol can be used in the treatment anemia; Patent [00112819] shows that tea-polyphenol can be used in treatment kidney disease; Patent [00112821] shows that tea-polyphenol can be used in the treatment thyroid disease; Patent [00112820] shows that tea-polyphenol can be used in the treatment muscle disease; Patent [01106981] shows that tea-polyphenol can be used in the resisting poor uranium bomb preventing leukemia; Patent [02110270] shows that with [02137042] tea-polyphenol can be used in the dentine protection; Patent [200410015898] shows that tea-polyphenol can be used in preventing because of the chemotherapy alopecia; Patent [200410016185] shows that tea-polyphenol can be used in preventing cold and anti-inflammatory; Patent [200510061038] shows that with [200510061039] tea-polyphenol has the application of detoxifcation aspect.
The bibliographical information and the patent report of tea-polyphenol separation method are quite a lot of, sum up to form following four aspects: first method, and adopt metal ion that tea-polyphenol is precipitated, then, under certain condition with resolution of precipitate, extraction concentrates drying.For example: CN
1506346A the present invention relates to the method that a kind of precipitator method are extracted tea-polyphenol.May further comprise the steps: tealeaves lixiviate, filtration, precipitation, commentaries on classics are molten, extraction, concentrate, vacuum-drying, extraction liquid after it is characterized in that extracting carries out the freezing removal of impurities processing of leaving standstill under zero degrees celsius, the extraction liquid of handling is rotated evaporation with Rotary Evaporators and reclaims solvent treatment, carries out vacuum drying treatment at last again.The invention has the advantages that: adopt rotary evaporation to reclaim solvent, vacuum or reliever are easy than adopting, the efficient height, and save solvent, reduced cost; The back freezing removal of impurities of leaving standstill of extraction has reduced time of drying, has obviously improved the purity of TP; The shortcoming of present method: precipitation not exclusively contains trimethyl-xanthine in the product.CN1194966A novel process of extracting high-purity tea polyphenol from tealeaves with the boiling water lixiviate tea dust that is added with auxiliary agent NaHSO3, obtains clarifying millet paste through behind the conventional filtration.As precipitation agent tea-polyphenol precipitation is separated out with hydrazine aluminum sulfate fully, after precipitation is separated with conventional filtration, hot wash, the back hcl acidifying, after extraction, precipitation, drying and obtain high-purity tea polyphenol.Extraction rate reached 7.8-9%, polyphenol content is higher than 95%.Technical process is simple, is easy to suitability for industrialized production; The shortcoming of this method: contain trimethyl-xanthine in the product.CN1142481A method of extracting tea-polyphenol and byproduct thereof in tealeaves is soaked with tealeaves and aqueous ethanol in the leaching groove, filters; Add acid and generate translucent precipitation in filtrate, ultrafiltration becomes filter cake, and drying gets tea polysaccharide.After distillation concentrates to ultrafiltrated, add calcium chloride and alkali and generate the post precipitation filtration; Add sand after filtrate heating concentrated, be dried to tea sand, the distillation of in the distillation crystal growing furnace, heating, cool off the crystalline trimethyl-xanthine.Molten to precipitated acid, adjust pH to 3～4 after-filtration, filtrate flow is crossed ion exchange resin, with aqueous ethanol wash-out resin absorption thing; Add beta-cyclodextrin after distillation concentrates to elutriant, spraying drying gets tea-polyphenol.The byproduct that this method has generated when having extracted tea-polyphenol has improved extraction yield, the purity of tea-polyphenol, has reduced its cost, technical process safety, environmentally safe; The shortcoming of this method: distillation heat in the crystal growing furnace distillation, cool off in the crystalline trimethyl-xanthine process, have the part tea-polyphenol and be damaged.CN1104621A extraction of theophenol, at first obtain the water extract of tea-polyphenol, in purge process, use the mixed precipitant of forming by muriate and the oxyhydroxide of Ca, Mg etc. that tea-polyphenol is precipitated and separate out, realize separating of tea-polyphenol and precipitation agent again.After extraction, precipitation is dry and get.By the product purity of this technology gained greater than 95%, catechin content＞60%, EGCG content＞45% wherein, technology is simple, smooth operation, is easy to industrialization, for new road has been opened up in comprehensive utilizations such as unsalable low and middle-grade tea and depleted coarse tea; The shortcoming of this method: precipitation not exclusively contains trimethyl-xanthine in the product.
Second method adopts organic extraction.For example: CN1088053C the invention provides a kind of method of producing tea-polyphenol from tealeaves, with broken tea through hot water or ethanolic soln lixiviate, separate tea juice, vacuum concentration, strong tea juice, through supercritical carbon dioxide extraction, separate caffeine, raffinate tea juice makes tea-polyphenol through concentrating and vacuum-drying; For improving tea-polyphenol purity, with aforementioned raffinate tea juice ethyl acetate solvent extraction tea-polyphenol, concentrated and vacuum-drying gets the tea-polyphenol powder, again through supercritical carbon dioxide extraction, sloughs residual solvent, must make with extra care the tea-polyphenol powder.Above-mentioned each tea-polyphenol goods are suitable for different application scenarios, and the tea-polyphenol content of caffeine that this inventive method makes is low, does not contain residual solvent; The shortcoming of this method: because supercritical carbon dioxide extraction, large-scale industrial production is had any problem.The processing method that CN1386731A extracts tea-polyphenol relate to a kind of from dried green tea the processing method of separation and Extraction tea-polyphenol, mainly comprise boiling, acetone absorption, reclaim acetone, organic solvent extraction, reclaim organic solvent and concentrate drying 6 procedures, promptly at first use the dried green tea of deionized water boiling, so that in the dried green tea contained phenolic group substance dissolves in water, again acetone is reclaimed after utilizing an amount of acetone absorption and the impurity in the filtering strong tea soup, after utilizing organic solvent from the strong tea soup that is dissolved with the phenolic group material, to extract tea-polyphenol, change molten in water with the organic solvent recovery and with tea-polyphenol again, the water soup heating that at last commentaries on classics is dissolved with tea-polyphenol is concentrated and dry, promptly obtains purity at the lenticular tea-polyphenol product more than 90%.The shortcoming of this method: be rich in trimethyl-xanthine in the product.
The third method adopts carbon dioxide upercritical fluid extraction; For example: the CN1209357C invention relates to a kind of extracting method of tea-polyphenol, this method comprises: the tealeaves lixiviate, the tea coarse filtration, pectin is taken off in ultrafiltration, nanofiltration or reverse osmosis dehydration concentrate, vacuum concentration, the atomizer drying makes powdery tea and carries thing, Co 2 supercritical fluid removes powdery tea and carries the trimethyl-xanthine in the thing and extract tea-polyphenol, and deionized water dissolving tea is carried thing, ethyl acetate extraction, make high-purity tea polypenols through the precipitation spraying drying, product purity is greater than 98%, and extraction yield is greater than 10%, and trimethyl-xanthine is less than 0.1%.The tea-polyphenol oxidation-resistance that this inventive method is extracted is strong, is particularly suitable for the application of food, health care and medicine, and the comprehensive utilization for the low and middle-grade tealeaves of China simultaneously provides effective way; The shortcoming of this method: because supercritical carbon dioxide extraction, large-scale industrial production is had any problem.
The 4th kind of method adopts load absorption; For example: CN1075397C relates to tea-polyphenol extracting method in a kind of sorbent material and the tealeaves.Adsorbing agent carrier is a silochrom, supports polymeric amide, and the silica gel mean pore size is 10～14nm, and the polymeric amide molecular-weight average is 2～40,000.Every gram loaded by silica gel polymeric amide amount is 0.05～0.25g.The method of extracting tea-polyphenol is the leaching of tealeaves boiling water, weight ratio 5～20; Leaching liquid is through the sorbent material post, weight ratio 20～50; With ethanol stream through the sorbent material post, weight ratio 6～12; Elutriant is through concentrating, and vacuum-drying gets goods.Gained tea-polyphenol goods purity reaches 80%～90%, and yield reaches 12%, and technology is simple, the efficient height, and elute effect is good and complete, can be directly used in food-processing; The shortcoming of this method: the costing an arm and a leg of adsorbing agent carrier.CN 1147455C green extraction process of high-purity tea polyphenol, this invention adopts the salt analysis method to handle tea extract, and the employing polymeric amide is a sorbent material, and acid aqueous citric acid solution is that washing composition makes tea-polyphenol separate with pigment with caffeine.This invention can not only improve the tea-polyphenol extraction yield, improves its color and luster, and helps improving the content of catechin total amount and main active ingredient ester dissolubility catechin (as EGCG); Utilize polymeric amide absorption, the aqueous citric acid solution washing removes pigment and caffeine, has avoided the use of poisonous organic solvent and heavy metal ion, whole technological process green non-pollution.Adopt method of the present invention, the tea-polyphenol extraction yield is greater than 85%, and content is greater than 99%, and wherein the catechin total amount is up to 80%; The shortcoming of this method: the boiling point height of citric acid, when concentrated, cannot remove.
Research for tea polyphenol monomer, for example: its separation method of CN1199965C is as follows: make tea-polyphenol pass through the dextran Sephadex LH-20 packed column of 1.5 meters height, with the acetone of acetone content between 10～30%---ethanol binary mixed solvent wash-out, per hour 5～30 milliliters of flow velocitys, isolate NVP-XAA 723 (EGCG), L-Epicatechin gallate (ECG) catechin monomers, purity is more than 90%, reach as high as 95%, obtain better effects.But flow velocity is slow, the scale operation difficulty.
Herbal medicine the 34th volume P117 in February, 2003 the 2nd phase also has the research of report about tea polyphenol monomer, and the author adopts hot water extraction, leaves standstill, filter, concentrate, use organic solvent extraction again, macroporous adsorbent resin column chromatography, polyamide column chromatography, the HPLC purifying and separate monomer; In actual mechanical process, owing to contain pectin in the tea oil cake, common filter method filters very difficult; Owing to contain tea saponin in the tea oil cake, common concentration method concentrates very difficult; Owing to contain tea saponin in the tea oil cake, be easy to emulsification, use organic solvent extraction, be difficult in the actual mechanical process.
The raw material of separating tea multi-phenol is a tealeaves at present, and the tea-polyphenol that obtains is the derivative of catechin; Adopt the patent of tea oil cake separating tea multi-phenol, do not appear in the newspapers; By tea oil cake separating tea multi-phenol, the tea-polyphenol that obtains is the derivative of trifolitin; And document herbal medicine the 34th volume P117 in February, 2003 the 2nd phase, the separation condition complexity of report, the scale operation difficulty, the cost height, big for environment pollution; Compare, our method technology is simple, and production cost is low, the product purity height, and the added value height is easy to big suitability for industrialized production, the efficient height; In the production process, solvent can recycle, and the solvent consume is low, and the toxicity of solvent own is low, and environmental pollution is low.In addition, kaempferol 3-O-[β-D-(2-O-β-D-gala pyrans glycosyl)-gala pyrans glycosyl-(6-1)-and β-L-6-deoxidation tower Lip river pyranoside], this compound is separated from natural product by us first and gets.
Summary of the invention
The object of the present invention is to provide that a kind of production cost is low, product purity is high, be easy to the tea polyphenol monomer and the separation method thereof of suitability for industrialized production.
Tea polyphenol monomer provided by the invention, be from natural product tea oil cake, to extract to obtain, compound name is called: kaempferol 3-O-[β-D-(2-O-β-D-gala pyrans glycosyl)-gala pyrans glycosyl-(6-1)-and β-L-6-deoxidation tower Lip river pyranoside], this compound is separated from natural product by us first and gets.
The present invention also provides the separation method of this compound, the steps include: that with an organic solvent reflux heat is carried the tea oil cake, gets medicinal extract; Medicinal extract propyl carbinol and ethyl acetate extraction are collected the propyl carbinol solubilized but the ethyl acetate indissoluble is separated material; The wet method upper prop is used elutriant drip washing, kaempferol 3-O-[β-D-(2-O-β-D-gala pyrans glycosyl)-gala pyrans glycosyl-(6-1)-β-L-6-deoxidation tower Lip river pyranoside], yield reaches 1.5%.
(1) reflux heat is carried, and carries the tea oil cake with the organic solvent reflux heat, gets medicinal extract.Wherein adopt alcohol or aqueous alcohol as extractive solvent, pure aqueous concentration by volume (V/V) is 0----50%, preferred 5-50%; Medicinal extract propyl carbinol and ethyl acetate extraction are collected the propyl carbinol solubilized but the ethyl acetate indissoluble is separated material.Used alcohol is lower boiling alcohol, as: ethanol, methyl alcohol, propyl alcohol or butanols.
(2) column chromatography for separation: with silica gel is chromatography column, and the wet method upper prop adopts alcohol, or aqueous alcohol, or the mixture of aqueous alcohol and ester is as eluting solvent.Wherein, the particle diameter of silica gel is the 100----300 order, and the silica gel after the use activates 24-72 hour under 250----3000C, can reuse.
As making eluent with aqueous alcohol and ester, water that it is used and the volume ratio of pure and mild ester (V/V/V) are 0: 0: 100 to 10: 60: 100.Used alcohol is lower boiling alcohol, as ethanol, methyl alcohol, propyl alcohol or butanols.Used ester is ethyl acetate, methyl acetate, ethyl formate, propyl acetate, butylacetate or pentyl acetate.
(3) concentrate: through the fraction that column chromatography for separation obtains, detect and determine its content, merge the concentrated product that obtains different size respectively, solvent recuperation is reused.
Description of drawings
Fig. 1 is compounds X-ray structure cell figure.
Fig. 2 is compounds X-ray structure diagram.
Fig. 3 is a compound
1The H--NMR collection of illustrative plates.
Fig. 4 is a compound
13The C--NMR collection of illustrative plates.
Embodiment
The invention is further illustrated by the following examples.
Embodiment 1
Tea oil cake 200---300 order, 330 grams place 1 liter of round-bottomed flask, add 700 milliliter of 95% ethanol (volume ratio), and water-bath refluxed 3.5 hours.Filter, filtrate is reclaimed, time medicinal extract of winning; Filter residue returns round-bottomed flask, repeats 95% ethanol (volume ratio) water-bath and refluxes.Altogether 4 medicinal extract; Merge medicinal extract and weigh 86.5 grams altogether.Above-mentioned medicinal extract is used propyl carbinol and ethyl acetate extraction respectively, collects the propyl carbinol solubilized but the ethyl acetate indissoluble is separated material, mixture 21.23 grams.
Mixture 21.23 grams and 25 gram 200---300 purpose silica gel mixed samples, the wet method upper prop, use elutriant drip washing, the composition of its elutriant is 95% ethanol by volume: ethyl acetate=5: 100, kaempferol 3-O-[β-D-(2-O-β-D-gala pyrans glycosyl)-gala pyrans glycosyl-(6-1)-β-L-6-deoxidation tower Lip river pyranoside] 3.92 grams, its purity is 95%, and yield reaches 1.19%
Tea oil cake 20---100 order, 330 grams place 1 liter of round-bottomed flask, add 700 milliliter of 90% ethanol (volume ratio) water-bath and reflux 3 hours.Filter, filtrate is reclaimed, time medicinal extract of winning; Filter residue returns round-bottomed flask, repeats 90% ethanol (volume ratio) water-bath and refluxes.Altogether 4 medicinal extract; Merge medicinal extract and weigh 96.5 grams altogether.Above-mentioned medicinal extract extracts with propyl carbinol and methyl acetate respectively, collects the propyl carbinol solubilized but the ethyl acetate indissoluble is separated material, mixture 28.26 grams.
Mixture 28.26 grams and 25 gram 200---300 purpose silica gel mixed samples, the wet method upper prop, use elutriant drip washing, the composition of its elutriant is 95% ethanol by volume: methyl acetate=10: 100, kaempferol 3-O-[β-D-(2-O-β-D-gala pyrans glycosyl)-gala pyrans glycosyl-(6-1)-β-L-6-deoxidation tower Lip river pyranoside] 4.02 grams, its purity is 93.8%, and yield reaches 1.21%.
Embodiment 3
Mixture 20.2 grams and 25 gram 200---300 purpose silica gel mixed samples, the wet method upper prop, with using elutriant drip washing, the composition of its elutriant is methyl alcohol by volume: ethyl acetate=1: 100, kaempferol 3-O-[β-D-(2-O-β-D-gala pyrans glycosyl)-gala pyrans glycosyl-(6-1)-β-L-6-deoxidation tower Lip river pyranoside] 3.62 grams, its purity is 96.8%, and yield reaches 1.20%
Embodiment 4
Tea oil cake 20---100 order, 300 grams place 1 liter of round-bottomed flask, add 700 ml methanol, soaking at room temperature 48 hours.Filter, filtrate is reclaimed, time medicinal extract of winning; Filter residue returns round-bottomed flask, repeats methyl alcohol soaking at room temperature 48 hours, altogether 4 medicinal extract; Merge medicinal extract and weigh 72 grams altogether.Above-mentioned medicinal extract is used propyl carbinol and ethyl acetate extraction respectively, collects the propyl carbinol solubilized but the ethyl acetate indissoluble is separated material, mixture 16 grams.
Mixture 16 grams and 25 gram 200---300 purpose silica gel mixed samples, the wet method upper prop, with using elutriant drip washing, the composition of its elutriant is 95% ethanol by volume: pentyl acetate=5: 100, kaempferol 3-O-[β-D-(2-0-β-D-gala pyrans glycosyl)-gala pyrans glycosyl-(6-1)-β-L-6-deoxidation tower Lip river pyranoside] 3.3 grams, its purity is 95.9%, and yield reaches 1.1%
Embodiment 5
Tea oil cake 20---100 order, 300 grams place 1 liter of round-bottomed flask, add the mixture of 700 ml methanol and water, and its volume ratio is 50: 50, soaking at room temperature 56 hours.Filter, filtrate is reclaimed, time medicinal extract of winning; Filter residue returns round-bottomed flask, repeats methyl alcohol soaking at room temperature 48 hours, altogether 4 medicinal extract; Merge medicinal extract and weigh 78 grams altogether.Above-mentioned medicinal extract is used propyl carbinol and ethyl acetate extraction respectively, collects the propyl carbinol solubilized but the ethyl acetate indissoluble is separated material, mixture 19 grams.
Mixture 19 grams and 25 gram 200---300 purpose silica gel mixed samples, the wet method upper prop, with using elutriant drip washing, the composition of its elutriant is propyl alcohol by volume: ethyl acetate=5: 100, kaempferol 3-O-[β-D-(2-O-β-D-gala pyrans glycosyl)-gala pyrans glycosyl-(6-1)-β-L-6-deoxidation tower Lip river pyranoside] 4.2 grams, its purity is 95.6%, and yield reaches 1.4%
Tea oil cake 200---300 order, 300 grams place 1 liter of round-bottomed flask, add the mixture of 700 milliliters of ethanol and water, and its volume ratio is: ethanol: water=80: 20, soaking at room temperature 40 hours.Filter, filtrate is reclaimed, time medicinal extract of winning; Filter residue returns the low flask of circle, repeats soaking at room temperature 40 hours, altogether 4 medicinal extract; Merge medicinal extract and weigh 76 grams altogether.Above-mentioned medicinal extract is used propyl carbinol and ethyl acetate extraction respectively, collects the propyl carbinol solubilized but the ethyl acetate indissoluble is separated material, mixture 17.3 grams.
Mixture 17.3 grams and 25 gram 200---300 purpose silica gel mixed samples, the wet method upper prop, use elutriant drip washing, the composition of its elutriant is water by volume: ethanol: ethyl acetate=5: 20: 100, kaempferol 3-O-[β-D-(2-O-β-D-gala pyrans glycosyl)-gala pyrans glycosyl-(6-1)-β-L-6-deoxidation tower Lip river pyranoside] 4.5 grams, its purity is 93%, and yield reaches 1.5%.
Claims (6)
1. a tea polyphenol monomer is characterized in that separating acquisition from the tea oil cake, and compound name is called: kaempferol 3-O-[β-D-(2-O-β-D-gala pyrans glycosyl)-gala pyrans glycosyl-(6-1)-β-L-6-deoxidation tower Lip river pyranoside].
2. the separation method of a tea polyphenol monomer as claimed in claim 1, its feature is as follows in concrete steps:
(1) reflux heat is carried: carry the tea oil cake with the organic solvent reflux heat, get medicinal extract, wherein, adopt alcohol or aqueous alcohol as extractive solvent, pure aqueous concentration by volume is 0----50%; Medicinal extract propyl carbinol and ethyl acetate extraction are collected the propyl carbinol solubilized but the ethyl acetate indissoluble is separated material;
(2) column chromatography for separation: with silica gel is chromatography column, adopts alcohol, or aqueous alcohol, or the mixture of aqueous alcohol and ester is as eluting solvent;
(3) concentrate: the fraction that obtains through column chromatography for separation, detect to determine its content, merge respectively concentrate product kaempferol 3-O-[β-D-(2-O-β-D-gala pyrans glycosyl)-gala pyrans glycosyl of obtaining different size-(6-1)-β-L-6-deoxidation tower Lip river pyranoside].
3. the separation method of the tea polyphenol monomer of stating according to claim 2, it is characterized in that: the particle diameter of silica gel is the 100----300 order, the silica gel after the use is reused 250----300 ℃ of activation 24-72 hour down.
4. the separation method of the tea polyphenol monomer of stating according to claim 2, it is characterized in that: described alcohol as extraction solvent is ethanol, methyl alcohol, propyl alcohol or butanols.
5. the separation method of the tea polyphenol monomer of stating according to claim 2, it is characterized in that: described alcohol as eluent is ethanol, methyl alcohol, propyl alcohol or butanols, and described ester is ethyl acetate, methyl acetate, ethyl formate, propyl acetate, butylacetate or pentyl acetate.
6. the separation method of the tea polyphenol monomer of stating according to claim 2, it is characterized in that: the volume ratio of described water and pure and mild ester is 0: 0: 100 to 10: 60: 100.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102247488A (en) * | 2010-05-19 | 2011-11-23 | 余尚学 | Tea polyphenol extraction technology |
| CN105198943A (en) * | 2015-09-24 | 2015-12-30 | 安徽农业大学 | Acylation flavone glycoside named camellikaempferoside A and preparing method and application thereof |
| CN105237598A (en) * | 2015-09-24 | 2016-01-13 | 安徽农业大学 | Flavone oxygen glycoside compound named as camellikaempferoside B, and preparation method and applications thereof |
| CN105231351A (en) * | 2015-11-13 | 2016-01-13 | 谢镜国 | Method for extracting longan seed polyphenol |
| CN106928289A (en) * | 2017-02-22 | 2017-07-07 | 安徽农业大学 | One kind is acylated the glucosides of flavones four and its extracting method and application |
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2007
- 2007-06-28 CN CNA2007100429159A patent/CN101153048A/en active Pending
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102247488A (en) * | 2010-05-19 | 2011-11-23 | 余尚学 | Tea polyphenol extraction technology |
| CN105198943A (en) * | 2015-09-24 | 2015-12-30 | 安徽农业大学 | Acylation flavone glycoside named camellikaempferoside A and preparing method and application thereof |
| CN105237598A (en) * | 2015-09-24 | 2016-01-13 | 安徽农业大学 | Flavone oxygen glycoside compound named as camellikaempferoside B, and preparation method and applications thereof |
| CN105237598B (en) * | 2015-09-24 | 2017-12-22 | 安徽农业大学 | A kind of entitled tea hill how glycosides B flavones oxygen glycosides compound and its preparation method and application |
| CN105198943B (en) * | 2015-09-24 | 2017-12-22 | 安徽农业大学 | A kind of entitled tea hill how glycosides A acylated flavonoids glucosides and its preparation method and application |
| CN105231351A (en) * | 2015-11-13 | 2016-01-13 | 谢镜国 | Method for extracting longan seed polyphenol |
| CN106928289A (en) * | 2017-02-22 | 2017-07-07 | 安徽农业大学 | One kind is acylated the glucosides of flavones four and its extracting method and application |
| CN106928289B (en) * | 2017-02-22 | 2019-09-20 | 安徽农业大学 | A kind of four glucosides of acylation flavones and its extracting method and application |
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