CN102304028B - 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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- CN102304028B CN102304028B CN 201110183680 CN201110183680A CN102304028B CN 102304028 B CN102304028 B CN 102304028B CN 201110183680 CN201110183680 CN 201110183680 CN 201110183680 A CN201110183680 A CN 201110183680A CN 102304028 B CN102304028 B CN 102304028B
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- resveratrol
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- rhizoma polygoni
- polygoni cuspidati
- purification
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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 30
- 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 claims abstract description 27
- 235000021283 resveratrol Nutrition 0.000 title claims abstract description 27
- 229940016667 resveratrol Drugs 0.000 title claims abstract description 27
- 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 15
- 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 48
- 239000002904 solvent Substances 0.000 claims description 24
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 12
- 244000153955 Reynoutria sachalinensis Species 0.000 claims description 12
- 235000003202 Reynoutria sachalinensis Nutrition 0.000 claims description 12
- 238000000926 separation method Methods 0.000 claims description 12
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 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
- 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
- 239000000284 extract Substances 0.000 claims description 4
- 239000012141 concentrate Substances 0.000 claims 1
- 150000004056 anthraquinones Chemical class 0.000 abstract description 4
- 239000002253 acid Substances 0.000 abstract description 3
- 239000007788 liquid Substances 0.000 abstract description 3
- 239000003513 alkali Substances 0.000 abstract 1
- 238000013375 chromatographic separation Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 description 18
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- 239000000203 mixture Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 5
- 239000000706 filtrate Substances 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000002537 cosmetic Substances 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 208000024172 Cardiovascular disease Diseases 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 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
- 150000001875 compounds Chemical class 0.000 description 2
- 238000013461 design Methods 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
- 230000001105 regulatory effect Effects 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
- 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
- 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 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
- 238000013459 approach Methods 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
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 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
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000004090 dissolution 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
- 238000003810 ethyl acetate extraction Methods 0.000 description 1
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 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
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002265 prevention Effects 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
- 150000004053 quinones Chemical class 0.000 description 1
- 150000003254 radicals 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
- 238000003786 synthesis reaction Methods 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
Landscapes
- 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 the purification of pharmaceuticals technical field, be specifically related to a kind of method of separation and purification Resveratrol in Rhizoma Polygoni Cuspidati.
Background technology
Trans-resveratrol is called the another new green cancer therapy drug after taxol, the effect such as significant anticancer, blood fat reducing, prevention and cure of cardiovascular disease, anti-oxidant, strengthening immunity are arranged, delay senility.In the industries such as pharmacy, food, healthcare products and makeup, have and widely application.
In recent years, the protective foods take trans-resveratrol as activeconstituents emerges in an endless stream: 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 company limited and is the healthcare products that contain trans-resveratrol.
Be rich in hydroxyl in the resveratrol molecule structure, have the free radical of catching, 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.The ultimate attainment tax of the platinum level of Lauder live elite and world's the Fifteenth National Congress skin care product AVEDA (agreeing dream) new work-make up and all contain trans-resveratrol in the serial cosmetics at the new end of brilliant color INNER LIGHT.
Trans-resveratrol has been widely used in the diseases such as Cardiovarscular, arteriosclerosis and hyperlipidemia, has been confirmed and obtained attention by medical circle in the effect aspect treatment alzheimer's disease, Cognitive function damage and other predementia syndrome.According to statistics, existing approved listing contains nearly 1000 kinds of the high-end pharmaceutical preparation of trans-resveratrol, about 200,000,000 people of global user, and with every year on average 5000 ten thousand people's speed increment.The trans-resveratrol preparation will form huge industry in following 8 years, sales volume will reach hundred million dollars of 5-8.
Trans-resveratrol has distribution in many plants, but polygonaceae plant Resveratrol in Rhizoma Polygoni Cuspidati content is the highest, reaches 0.1-0.4%, is the most desirable resource that obtains natural trans-resveratrol.In view of trans-resveratrol at medicine, healthcare products, Cosmetic Market have more and more widely to be used, and makes up simple to operately, with low cost, is easy to obtain in enormous quantities the separating and purifying technology of trans-resveratrol sterling, has wide practical use and significance.
At present, the method for preparing trans-resveratrol mainly contains 3 kinds of approach: (1) plant extraction method; (2) biological fermentation process; (3) chemical synthesis.Wherein extracting method mainly contains two kinds: a kind of is alcohol extracting, and another kind is ethyl acetate extraction.Above-mentioned prior art complex operation, equipment used is many, and cost height and product yield are low.
Summary of the invention
The object of the invention is to according to above shortcomings in the prior art, provide a kind of from giant knotweed the method for separation and purification trans-resveratrol, the method is simple to operate, and is with low cost, is easy to obtain in enormous quantities the trans-resveratrol sterling.
Above-mentioned purpose of the present invention is achieved by the following technical programs:
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 system that acetone-water-lipophilic solvent forms that contains that trans-resveratrol is had highly selective has been invented in design, with this system Resveratrol in Rhizoma Polygoni Cuspidati is carried out extraction separation purification, by a step extracting operation, can make Resveratrol in Rhizoma Polygoni Cuspidati obtain quantitative enrichment, separate with other non-trans-resveratrol compositions, again through crystallization operation, obtain purity greater than 85% trans-resveratrol product.
The method of separation and purification Resveratrol in Rhizoma Polygoni Cuspidati of the present invention specifically comprises the steps:
(1) extracts: dry Rhizoma Polygoni Cuspidati is pulverized, extracted as extracting solvent with acetone-water;
(2) purifying: in the extracting solution of step (1) gained, add lipophilic solvent, consist of the ternary two-phase liquid-liquid extraction system that acetone-water-lipophilic solvent forms, after extracting complete, standing demix, trans-resveratrol enrichment in the lipophilic solvent enrichment phase 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 described giant knotweed and acetone-water is 1:10(g/v); In view of the unstable of trans-resveratrol, in order to accelerate leaching process, shorten extracting cycle, described leaching process adopts ultrasonic wave to assist and finishes.
As a kind of preferred version, in the aforesaid method, lipophilic solvent described in the step (2) is any one in ethyl acetate, methylene dichloride, chloroform, the ether; The volume ratio of described acetone-water-lipophilic solvent is 5:5:3 ~ 7:3:6; The pH value of described ternary two-phase liquid-liquid extraction system is weakly alkaline, is 7.5 ~ 9; The temperature of described standing demix is 25 ~ 35 ℃, and the time is 40 ~ 80min.The design of weakly alkaline extraction conditions has the following advantages: the acidity of the 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 Anthraquinones composition is ionic condition, not by close ester solvent enrichment phase extraction, only have trans-resveratrol to be extracted by selectivity, selectivity is increased substantially.
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 system of acetone-water of the present 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, the extraction efficiency of method is high, content (being generally 0.1 ~ 0.4%) according to natural Resveratrol in Rhizoma Polygoni Cuspidati, can get corresponding dose rate, productive rate reaches as high as 1%(and calculates by the Rhizoma Polygoni Cuspidati dry weight), above the extraction yield of enzymolysis, acid hydrolysis technology.
(2) the ternary two-phase basic solvent system of acetone-water of the present invention-lipophilic solvent composition does not have avidity to acid Anthraquinones and the large polar compound that coexists with trans-resveratrol in the giant knotweed, these components almost can quantitatively be removed by single extraction, extracting system has very strong removal of impurities ability to material acid in the giant knotweed and large polarity, therefore do not need column chromatography technology, in conjunction with crystallization technique, just can obtain the desirable trans-resveratrol product of purity.The trans-resveratrol product proton nmr spectra technical measurement of gained does not contain quinones composition absorption signal.
(3) purification technique operation of the present invention is extremely simple: be mainly following several part, the solution that the liquid-liquid extraction of ternary two-phase solvent system is carried out behind trans-resveratrol separation, impurity removal → enrichment trans-resveratrol under the ultrasonic secondary solvent extraction → alkaline condition is concentrated into small volume, carry out crystallization, just can obtain the productive rate height, the trans-resveratrol product that purity is desirable.These operations are easily grasped, nothing is dangerous, the cycle is short, are fit to prepare in batches.
(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
Further explain the present invention below in conjunction with embodiment, but embodiment does not do any type of restriction to the present invention.
Embodiment 1
The dry medicinal material 500g of giant knotweed is pulverized, be 6/4(v/v with acetone/water) solution as extracting solvent, the extracting solution consumption is 1:10 (g/v) by material/liquid, divide 2 supersound extraction, each 35min filters, collect filtrate, regulating filtrate pH with caustic solution is weakly alkaline (pH 7.5-9), adds the ethyl acetate of certain volume, and the ratio that makes ethyl acetate/acetone/water in the system is 5/6/4 (v/v/v), shake well, 35 ℃ of lower 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 determined by Resveratrol in Rhizoma Polygoni Cuspidati content, trans-resveratrol in the giant knotweed can quantitatively be proposed (that is, if raw material Resveratrol in Rhizoma Polygoni Cuspidati content is 0.4%, just can obtain 2g trans-resveratrol product, if raw material Resveratrol in Rhizoma Polygoni Cuspidati content is 0.6%, just can obtain 3g trans-resveratrol product).
Embodiment 2
The dry medicinal material 500g of giant knotweed is pulverized, be 7:3(v/v with acetone/water) solution as extracting solvent, extracting solution consumption material/liquid is 1:10 (g/v), divide 2 supersound extraction, each 35min filters, and collects filtrate, regulating filtrate pH with caustic solution is weakly alkaline (pH7.5-9), add the methylene dichloride of certain volume, the ratio that makes methylene dichloride/acetone/water in the system is 5/7/3 (v/v/v), shake well, 35 ℃ of lower standing demix 40min, collect lower phase solution, concentrating under reduced pressure reclaims solvent to small volume (remaining about 5ml approximately), leaves standstill, separate out solid, get the trans-resveratrol product; Product adopts single calibration point method, identify with the thin layer scanning technical Analysis, trans-resveratrol purity is more than 85%, extraction yield is determined by Resveratrol in Rhizoma Polygoni Cuspidati content, trans-resveratrol in the giant knotweed can quantitatively be proposed (that is, if raw material Resveratrol in Rhizoma Polygoni Cuspidati content is 0.4%, just can obtain 2g trans-resveratrol product, if raw material Resveratrol in Rhizoma Polygoni Cuspidati content is 0.6%, just can obtain 3g trans-resveratrol product).
Claims (6)
1. the method for a separation and purification Resveratrol in Rhizoma Polygoni Cuspidati is characterized in that described method comprises the steps:
S1. extract: dry Rhizoma Polygoni Cuspidati is pulverized, carried out supersound extraction with acetone-water as extracting solvent;
S2. purifying: in the extracting solution of step S1 gained, add lipophilic solvent, consist of the ternary two-phase liquid-liquid extraction system that acetone-water-lipophilic solvent forms, extract complete, standing demix after, trans-resveratrol enrichment in the lipophilic solvent enrichment phase concentrates;
S3. crystallization: with enrichment the lipophilic solvent concentrating under reduced pressure of trans-resveratrol, place the sucking-off trans-resveratrol;
Wherein, the volume ratio of acetone-water-lipophilic solvent described in the step S2 is 5:5:3 ~ 7:3:6.
2. the method for described separation and purification Resveratrol in Rhizoma Polygoni Cuspidati according to claim 1, the volume ratio that it is characterized in that acetone-water described in the step S1 is 1:1 ~ 7:3.
3. the method for described separation and purification Resveratrol in Rhizoma Polygoni Cuspidati according to claim 1, the amount ratio that it is characterized in that giant knotweed described in the step S1 and acetone-water is 1:10(g/v).
4. the method for described separation and purification Resveratrol in Rhizoma Polygoni Cuspidati according to claim 1 is characterized in that lipophilic solvent described in the step S2 is any one in ethyl acetate, methylene dichloride, chloroform, the ether.
5. the method for described separation and purification Resveratrol in Rhizoma Polygoni Cuspidati according to claim 1 is characterized in that the pH value of the liquid-liquid extraction system of ternary two-phase described in the step S2 is weakly alkaline, is 7.5 ~ 9.
6. the method for described separation and purification Resveratrol in Rhizoma Polygoni Cuspidati according to claim 1, the temperature that it is characterized in that standing demix described in the step S2 is 25 ~ 35 ℃, the time is 40 ~ 80min.
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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 |
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 |
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CN101747157B (en) * | 2009-12-22 | 2012-07-04 | 南通大学 | Simple preparation method of resveratrol in polygonum cuspidatum |
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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 |
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 |
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