CN102304028A - Method for separating and purifying resveratrol in polygonum cuspidatum - Google Patents
Method for separating and purifying resveratrol in polygonum cuspidatum Download PDFInfo
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- CN102304028A CN102304028A CN201110183680A CN201110183680A CN102304028A CN 102304028 A CN102304028 A CN 102304028A CN 201110183680 A CN201110183680 A CN 201110183680A CN 201110183680 A CN201110183680 A CN 201110183680A CN 102304028 A CN102304028 A CN 102304028A
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- resveratrol
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- giant knotweed
- purification
- separation
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- LUKBXSAWLPMMSZ-OWOJBTEDSA-N Trans-resveratrol Chemical compound C1=CC(O)=CC=C1\C=C\C1=CC(O)=CC(O)=C1 LUKBXSAWLPMMSZ-OWOJBTEDSA-N 0.000 title claims abstract description 75
- 238000000034 method Methods 0.000 title claims abstract description 29
- QNVSXXGDAPORNA-UHFFFAOYSA-N Resveratrol Natural products OC1=CC=CC(C=CC=2C=C(O)C(O)=CC=2)=C1 QNVSXXGDAPORNA-UHFFFAOYSA-N 0.000 title abstract description 15
- 235000021283 resveratrol Nutrition 0.000 title abstract description 15
- 229940016667 resveratrol Drugs 0.000 title abstract description 15
- 241001648835 Polygonum cuspidatum Species 0.000 title abstract 3
- 235000018167 Reynoutria japonica Nutrition 0.000 title abstract 3
- 238000000605 extraction Methods 0.000 claims abstract description 16
- 238000000746 purification Methods 0.000 claims abstract description 15
- 238000002425 crystallisation Methods 0.000 claims abstract description 6
- 230000008025 crystallization Effects 0.000 claims abstract description 6
- 235000018991 trans-resveratrol Nutrition 0.000 claims description 60
- 244000153955 Reynoutria sachalinensis Species 0.000 claims description 35
- 235000003202 Reynoutria sachalinensis Nutrition 0.000 claims description 35
- 239000002904 solvent Substances 0.000 claims description 25
- 238000000926 separation method Methods 0.000 claims description 12
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 claims description 8
- 238000000638 solvent extraction Methods 0.000 claims description 8
- 238000000622 liquid--liquid extraction Methods 0.000 claims description 7
- 239000000284 extract Substances 0.000 claims description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 238000010298 pulverizing process Methods 0.000 claims description 2
- 150000004056 anthraquinones Chemical class 0.000 abstract description 4
- 239000007788 liquid Substances 0.000 abstract description 3
- 239000002253 acid Substances 0.000 abstract description 2
- 239000003513 alkali Substances 0.000 abstract 1
- 238000013375 chromatographic separation Methods 0.000 abstract 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- 238000005516 engineering process Methods 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 208000024172 Cardiovascular disease Diseases 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 241000282320 Panthera leo Species 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000003518 caustics Substances 0.000 description 2
- LQGUBLBATBMXHT-UHFFFAOYSA-N chrysophanol Chemical compound C1=CC=C2C(=O)C3=CC(C)=CC(O)=C3C(=O)C2=C1O LQGUBLBATBMXHT-UHFFFAOYSA-N 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000002386 leaching Methods 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 208000024827 Alzheimer disease Diseases 0.000 description 1
- 206010003210 Arteriosclerosis Diseases 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 208000031226 Hyperlipidaemia Diseases 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 229930012538 Paclitaxel Natural products 0.000 description 1
- 241000219050 Polygonaceae Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000001093 anti-cancer Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 208000011775 arteriosclerosis disease Diseases 0.000 description 1
- YPQBHUDKOKUINZ-OLXYHTOASA-L bismuth;sodium;(2r,3r)-2,3-dioxidobutanedioate Chemical compound [Na+].[Bi+3].[O-]C(=O)[C@H]([O-])[C@@H]([O-])C([O-])=O YPQBHUDKOKUINZ-OLXYHTOASA-L 0.000 description 1
- 235000008429 bread Nutrition 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- NZPQWZZXRKZCDU-UHFFFAOYSA-N chrysophanol Natural products Cc1cc(O)c2C(=O)c3c(O)cccc3Oc2c1 NZPQWZZXRKZCDU-UHFFFAOYSA-N 0.000 description 1
- 230000003920 cognitive function Effects 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- RHMXXJGYXNZAPX-UHFFFAOYSA-N emodin Chemical compound C1=C(O)C=C2C(=O)C3=CC(C)=CC(O)=C3C(=O)C2=C1O RHMXXJGYXNZAPX-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000036039 immunity Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000011275 oncology therapy Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229960001592 paclitaxel Drugs 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 235000015170 shellfish Nutrition 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Abstract
The invention discloses a method for separating and purifying resveratrol in polygonum cuspidatum. The method provided by the invention purifies the resveratrol in the polygonum cuspidatum by constructing an alkali ternary two-phase liquid-liquid extracting system; the whole procedure is composed of simple operations including extraction, primary extraction, primary crystallization and the like; the method has the advantages of simplicity in operation, low cost, short purifying period and the like, and does not need an expensive and complicated chromatographic separation device. The resveratrol product prepared by the method has high purity, does not contain acid anthraquinones coexisted component, has no resveratrol loss during a purification process, and has an extracting rate which is higher than that of the traditional method.
Description
Technical field
The present invention relates to medicine separating and purifying technology field, be specifically related to the method for trans-resveratrol in a kind of separation and purification giant knotweed.
Background technology
Trans-resveratrol is called the another new green cancer therapy drug after taxol, significant anticancer, reduce fat are arranged, prevents and treats cardiovascular disorder, anti-oxidant, strengthening immunity, effect such as delay senility.In industries such as pharmacy, food, healthcare products and makeup, have and application widely.
In recent years, be that the protective foods of activeconstituents emerges in an endless stream with the trans-resveratrol: Japan is added to trans-resveratrol in the various wine as foodstuff additive, makes the low alcohol that cardiovascular disorder is had good prophylactic effect, the new type of health of the high trans-resveratrol wine of going with rice or bread; Paradise her Resveratrol and Canadian Natrol resveratrol, the sky lion vivocon of sky, Tianjin lion group, Shanghai is received the beneficial rubber capsule of shellfish biological products ltd and is the healthcare products that contain trans-resveratrol.
Be rich in hydroxyl in the resveratrol molecule structure, have capturing free radicals, resistance of oxidation, the hexichol alkene structure in its molecule has the ability of absorbing ultraviolet light, and these characteristics are fully used by cosmetic industry.Make up and all contain trans-resveratrol in the serial cosmetics at new work-new end of brilliant color INNER LIGHT of the ultimate attainment tax of the platinum level of Lauder elite alive and world's the Fifteenth National Congress skin care item AVEDA (agreeing dream).
Trans-resveratrol has been widely used in the treatment cardiovascular disorder, and diseases such as arteriosclerosis and hyperlipidemia have been confirmed and obtained attention in the effect aspect treatment alzheimer's disease, Cognitive function damage and other predementia syndrome by medical circle.According to statistics, existing approved listing contains nearly 1000 kinds of the high-end pharmaceutical prepn of trans-resveratrol, about 200,000,000 people of global user, and with 5,000 ten thousand people's speed increment every year on average.The trans-resveratrol preparation will form huge industry in following 8 years, sales volume will reach hundred million dollars of 5-8.
Trans-resveratrol all has distribution in many plants, but Resveratrol content is the highest in the polygonaceae plant giant knotweed, reaches 0.1-0.4%, is the most desirable resource that obtains natural trans-resveratrol.In view of trans-resveratrol at medicine, there is application more and more widely in healthcare products, makeup market, make up simple to operately, with low cost, are easy to obtain in enormous quantities the separating and purifying technology of the pure article of trans-resveratrol, have wide practical use and significance.
Summary of the invention
The objective of the invention is to according to the above-mentioned deficiency that exists in the prior art, provide a kind of from giant knotweed the method for separation and purification trans-resveratrol, this method is simple to operate, and is with low cost, is easy to obtain in enormous quantities the pure article of trans-resveratrol.
Above-mentioned purpose of the present invention is achieved through following technical scheme:
Core content of the present invention is according to the Chemical Composition of giant knotweed and the dissolution characteristics of trans-resveratrol; The alkaline ternary two phase liquid-liquid extraction systems that acetone-water-lipophilic solvent is formed that contain that trans-resveratrol had highly selective have been invented in design, with this system trans-resveratrol in the giant knotweed are carried out extraction separation purification, through a step extracting operation; Can make that trans-resveratrol obtains quantitative enrichment in the giant knotweed; Separate with other non-trans-resveratrol compositions,, obtain purity greater than 85% trans-resveratrol product again through crystallization operation.
The method of trans-resveratrol specifically comprises the steps: in the separation and purification giant knotweed of the present invention
(1) extracts:, extract as extracting solvent with acetone-water with dry giant knotweed pulverizing medicinal materials;
(2) purifying: in the extracting solution of step (1) gained, add lipophilic solvent; Constitute the ternary two phase liquid-liquid extraction systems that acetone-water-lipophilic solvent is formed; Extraction finishes, behind the standing demix, trans-resveratrol enrichment in lipophilic solvent enrichment mutually is concentrated;
(3) crystallization: with enrichment the lipophilic solvent concentrating under reduced pressure of trans-resveratrol, place and to separate out trans-resveratrol.
As a kind of preferred version, in the aforesaid method, the volume ratio of acetone-water is 1:1 ~ 7:3 described in the step (1); The amount ratio of said giant knotweed and acetone-water is 1:10 (g/v); In view of the unstable of trans-resveratrol, in order to quicken leaching process, shorten extracting cycle, said leaching process adopts the auxiliary completion of UW.
As a kind of preferred version, in the aforesaid method, lipophilic solvent described in the step (2) is any one in ETHYLE ACETATE, methylene dichloride, chloroform, the ether; The volume ratio of said acetone-water-lipophilic solvent is 5:5:3 ~ 7:3:6; The pH value of said ternary two phase liquid-liquid extraction systems is a weakly alkaline, is 7.5 ~ 9; The temperature of said standing demix is 25 ~ 35 ℃, and the time is 40 ~ 80min.The weakly alkaline extraction conditions be designed with following advantage: the acidity of anthraquinone analog compounds such as the Schuttgelb that coexists in the giant knotweed, chrysophanol is eager to excel than the acidity of trans-resveratrol; Under the set weak basic condition of system; Coexistence anthraquinone class composition is ionic condition; Do not extracted mutually, have only the extraction of being selected property of trans-resveratrol, selectivity is increased substantially by the enrichment of close ester property solvent.
Compared with prior art, the present invention has following beneficial effect:
(1) there is very high extraction selectivity in the ternary two phase basic solvent systems of acetone-water according to the invention-lipophilic solvent composition to trans-resveratrol; Trans-resveratrol loses hardly in purification step; Only need a liquid-liquid extraction, but just trans-resveratrol in the quantified extract giant knotweed extracting solution, and the extraction productive rate of method is high; Content (being generally 0.1 ~ 0.4%) according to trans-resveratrol in the natural giant knotweed; Can get corresponding dose rate, productive rate reaches as high as 1% (pressing giant knotweed medicinal material dry weight calculates), surpasses the extraction yield of enzymolysis, acid hydrolysis technology.
(2) the ternary two phase basic solvent systems of acetone-water according to the invention-lipophilic solvent composition do not have avidity to acid anthraquinone class and the high polarity component that coexists with trans-resveratrol in the giant knotweed; These components almost can quantitatively be removed through single extraction; Extracting system has very strong removal of impurities ability to the material of acidity in the giant knotweed and high polarity; Therefore do not need column chromatography technology,, just can obtain purity ideal trans-resveratrol product in conjunction with crystallization technique.The trans-resveratrol product of gained is used the proton nmr spectra technical measurement, does not contain quinones composition absorption signal.
(3) purification technique operation according to the invention is extremely simple: be mainly following several sections; The liquid-liquid extraction of ternary two-phase solvent system is carried out trans-resveratrol and is separated solution concentration behind removal of impurities → enrichment trans-resveratrol to small volume under the ultrasonic secondary solvent extraction → alkaline condition; Carry out crystallization; Just can obtain the productive rate height, purity ideal trans-resveratrol product.These operations are prone to grasp, nothing is dangerous, the cycle is short, is fit to batch preparations.
(4) the method for the invention is with low cost: extremely simple because of operation, all used reagent expend extremely low, and the various losses in the experiment are minimum, and the productive rate that the invention technology obtains is high, so the extremely cheap advantage of cost is arranged.
Embodiment
Come further to explain the present invention below in conjunction with embodiment, but embodiment does not do any type of qualification to the present invention.
Embodiment 1
Dry medicinal material 500g pulverizes with giant knotweed, use acetone be the solution of 6/4 (v/v) as extracting solvent, the extracting solution consumption is 1:10 (g/v) by material/liquid, divides 2 times supersound extraction; Each 35min filters, and collects filtrating, uses caustic solution to regulate filtrating pH and is weakly alkaline (pH 7.5-9); Add the ETHYLE ACETATE of certain volume, the ratio that makes ETHYLE ACETATE/acetone in the system is 5/6/4 (v/v/v), shake well, 35 ℃ of following standing demix 40min; Phase solution in the collection, concentrating under reduced pressure reclaims solvent, to small volume (remaining about 5ml approximately); Leave standstill, separate out solid, get the trans-resveratrol product; Product adopts single calibration point method, identifies that with the thin layer scanning technical Analysis trans-resveratrol purity is more than 85%; Extraction yield is by Resveratrol content decision in the giant knotweed; The trans-resveratrol that can quantitatively propose in the giant knotweed (that is, 0.4%, just can obtain 2g trans-resveratrol product as if Resveratrol content in the raw material giant knotweed; If Resveratrol content just can obtain 3g trans-resveratrol product 0.6% in the raw material giant knotweed).
Embodiment 2
Dry medicinal material 500g pulverizes with giant knotweed, uses acetone as the solution of 7:3 (v/v) as the extraction solvent, extracting solution consumption material/liquid is 1:10 (g/v), divides 2 times supersound extraction; Each 35min filters, and collects filtrating, uses caustic solution to regulate filtrating pH and is weakly alkaline (pH7.5-9); Add the methylene dichloride of certain volume, the ratio that makes methylene dichloride/acetone in the system is 5/7/3 (v/v/v), shake well; 35 ℃ of following standing demix 40min collect phase solution down, and concentrating under reduced pressure reclaims solvent to small volume (remaining about 5ml approximately); Leave standstill, separate out solid, get the trans-resveratrol product; Product adopts single calibration point method, identifies that with the thin layer scanning technical Analysis trans-resveratrol purity is more than 85%; Extraction yield is by Resveratrol content decision in the giant knotweed; The trans-resveratrol that can quantitatively propose in the giant knotweed (that is, 0.4%, just can obtain 2g trans-resveratrol product as if Resveratrol content in the raw material giant knotweed; If Resveratrol content just can obtain 3g trans-resveratrol product 0.6% in the raw material giant knotweed).
Claims (7)
1. the method for trans-resveratrol in the separation and purification giant knotweed is characterized in that said method comprises the steps:
(1) extracts:, extract as extracting solvent with acetone-water with dry giant knotweed pulverizing medicinal materials;
(2) purifying: in the extracting solution of step (1) gained, add lipophilic solvent; Constitute the ternary two phase liquid-liquid extraction systems that acetone-water-lipophilic solvent is formed; Extraction finishes, behind the standing demix, trans-resveratrol enrichment in lipophilic solvent enrichment mutually is concentrated;
(3) crystallization: with enrichment the lipophilic solvent concentrating under reduced pressure of trans-resveratrol, place the sucking-off trans-resveratrol.
2. according to the method for trans-resveratrol in the said separation and purification giant knotweed of claim 1, the volume ratio that it is characterized in that acetone-water described in the step (1) is 1:1 ~ 7:3.
3. according to the method for trans-resveratrol in the said separation and purification giant knotweed of claim 1, the amount ratio that it is characterized in that giant knotweed described in the step (1) and acetone-water is 1:10 (g/v).
4. according to the method for trans-resveratrol in the said separation and purification giant knotweed of claim 1, it is characterized in that lipophilic solvent described in the step (2) is any one in ETHYLE ACETATE, methylene dichloride, chloroform, the ether.
5. according to the method for trans-resveratrol in the said separation and purification giant knotweed of claim 1, the volume ratio that it is characterized in that acetone-water-lipophilic solvent described in the step (2) is 5:5:3 ~ 7:3:6.
6. according to the method for trans-resveratrol in the said separation and purification giant knotweed of claim 1, it is characterized in that the pH value of the two phase liquid-liquid extraction systems of ternary described in the step (2) is a weakly alkaline, is 7.5 ~ 9.
7. according to the method for trans-resveratrol in the said separation and purification giant knotweed of claim 1, the temperature that it is characterized in that standing demix described in the step (2) is 25 ~ 35 ℃, and the time is 40 ~ 80min.
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Cited By (1)
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CN112645860A (en) * | 2021-02-01 | 2021-04-13 | 常州市第二人民医院 | Method for preparing astaxanthin from lutein |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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CN1566349A (en) * | 2003-06-26 | 2005-01-19 | 中国医药研究开发中心有限公司 | Method for preparing resveratrol from giant knotweed |
JP2005281179A (en) * | 2004-03-29 | 2005-10-13 | Naris Cosmetics Co Ltd | Method for purifying extract of root of reynoutria japonica houtt. var. japonica, and cosmetic containing the purified product |
CN101338327A (en) * | 2008-08-13 | 2009-01-07 | 长沙华诚生物科技有限公司 | Process for extracting resveratrol with purity higher than 98 0.000000rom giant knotweed |
CN101698634A (en) * | 2009-06-30 | 2010-04-28 | 三原润禾植化有限公司 | Method for extracting and separating resveratrol from giant knotweed rhizome |
CN101747157A (en) * | 2009-12-22 | 2010-06-23 | 南通大学 | The simple method for preparing of trans-resveratrol in the giant knotweed |
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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CN1566349A (en) * | 2003-06-26 | 2005-01-19 | 中国医药研究开发中心有限公司 | Method for preparing resveratrol from giant knotweed |
JP2005281179A (en) * | 2004-03-29 | 2005-10-13 | Naris Cosmetics Co Ltd | Method for purifying extract of root of reynoutria japonica houtt. var. japonica, and cosmetic containing the purified product |
CN101338327A (en) * | 2008-08-13 | 2009-01-07 | 长沙华诚生物科技有限公司 | Process for extracting resveratrol with purity higher than 98 0.000000rom giant knotweed |
CN101698634A (en) * | 2009-06-30 | 2010-04-28 | 三原润禾植化有限公司 | Method for extracting and separating resveratrol from giant knotweed rhizome |
CN101747157A (en) * | 2009-12-22 | 2010-06-23 | 南通大学 | The simple method for preparing of trans-resveratrol in the giant knotweed |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN112645860A (en) * | 2021-02-01 | 2021-04-13 | 常州市第二人民医院 | Method for preparing astaxanthin from lutein |
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