CN1760166A - New method for picking-up purified resveratrol from giant knotweed - Google Patents
New method for picking-up purified resveratrol from giant knotweed Download PDFInfo
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- CN1760166A CN1760166A CN 200510019788 CN200510019788A CN1760166A CN 1760166 A CN1760166 A CN 1760166A CN 200510019788 CN200510019788 CN 200510019788 CN 200510019788 A CN200510019788 A CN 200510019788A CN 1760166 A CN1760166 A CN 1760166A
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- resveratrol
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- giant knotweed
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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 33
- 244000153955 Reynoutria sachalinensis Species 0.000 title claims abstract description 19
- 235000003202 Reynoutria sachalinensis Nutrition 0.000 title claims abstract description 19
- 238000000034 method Methods 0.000 title claims abstract description 18
- 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 11
- 235000021283 resveratrol Nutrition 0.000 title claims abstract description 11
- 229940016667 resveratrol Drugs 0.000 title claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 21
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000011347 resin Substances 0.000 claims abstract description 14
- 229920005989 resin Polymers 0.000 claims abstract description 14
- 235000018991 trans-resveratrol Nutrition 0.000 claims description 22
- 238000000605 extraction Methods 0.000 claims description 18
- 238000010992 reflux Methods 0.000 claims description 10
- 239000000284 extract Substances 0.000 claims description 8
- 238000004587 chromatography analysis Methods 0.000 claims description 6
- 238000006460 hydrolysis reaction Methods 0.000 claims description 6
- 238000000967 suction filtration Methods 0.000 claims description 6
- 238000010521 absorption reaction Methods 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 230000000274 adsorptive effect Effects 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 238000001179 sorption measurement Methods 0.000 claims description 4
- 238000005903 acid hydrolysis reaction Methods 0.000 claims description 3
- 238000002203 pretreatment Methods 0.000 claims description 3
- 238000007670 refining Methods 0.000 claims description 3
- 239000006227 byproduct Substances 0.000 claims description 2
- 230000003197 catalytic effect Effects 0.000 claims description 2
- 238000013375 chromatographic separation Methods 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 230000007062 hydrolysis Effects 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 238000001953 recrystallisation Methods 0.000 claims description 2
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- DKVBOUDTNWVDEP-NJCHZNEYSA-N teicoplanin aglycone Chemical compound N([C@H](C(N[C@@H](C1=CC(O)=CC(O)=C1C=1C(O)=CC=C2C=1)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)OC=1C=C3C=C(C=1O)OC1=CC=C(C=C1Cl)C[C@H](C(=O)N1)NC([C@H](N)C=4C=C(O5)C(O)=CC=4)=O)C(=O)[C@@H]2NC(=O)[C@@H]3NC(=O)[C@@H]1C1=CC5=CC(O)=C1 DKVBOUDTNWVDEP-NJCHZNEYSA-N 0.000 abstract 1
- 238000004809 thin layer chromatography Methods 0.000 abstract 1
- 229960004756 ethanol Drugs 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 4
- 239000000706 filtrate Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 3
- 235000009754 Vitis X bourquina Nutrition 0.000 description 2
- 235000012333 Vitis X labruscana Nutrition 0.000 description 2
- 240000006365 Vitis vinifera Species 0.000 description 2
- 235000014787 Vitis vinifera Nutrition 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000010828 elution Methods 0.000 description 2
- 238000005194 fractionation Methods 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000001291 vacuum drying Methods 0.000 description 2
- 238000003809 water extraction Methods 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 1
- 241000489523 Veratrum Species 0.000 description 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 230000001093 anti-cancer Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 229960000935 dehydrated alcohol Drugs 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000037081 physical activity Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 239000002594 sorbent Substances 0.000 description 1
- 208000010110 spontaneous platelet aggregation Diseases 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A process for extracting purified resveratrol from giant knotweed rhizome includes such steps as extracting resveratrol aglycon, concentrating by acid-catalytic hydrolyzing reaction, purifying by macroreticular resin column, eluting by water and alcohol, and examining by thin-layer chromatography.
Description
Technical field
The present invention relates to a kind of novel method of from giant knotweed, extracting purified resveratrol.
Background technology
Trans-resveratrol (Resveratrol, be called for short Res), chemical name be 3,4 ', 5-trihydroxy-toluylene has important physical activity such as anticancer, anti-ageing, platelet aggregation-against.Mainly be present in the plants such as grape, giant knotweed, black false hellebore.Discover that the content of trans-resveratrol and polidatin thereof is the highest in giant knotweed and the grape.
At present, see that the trans-resveratrol method of extracting that is stated from report mainly includes the machine solvent and extracts from giant knotweed, add prozyme and extract and supercritical CO
2Extract etc.At publication number CN1621401A, name is called that disclosed technical scheme is in the patent of " a kind of method of extracting high-purity resveratrol from giant knotweed ": will be through the giant knotweed dry rhizome meal adding certain amount of organic solvent refluxing extraction of pre-treatment, after reclaiming solvent, adopt the solvent of opposed polarity to carry out reflux operation, the recovery part solvent, centrifugal, precipitation obtains the high-purity resveratrol crystallization after water and sorbent treatment.At publication number CN1566349A, name is called that disclosed technical scheme is in the patent of " a kind of method for preparing trans-resveratrol from giant knotweed ": be hydrolyzed the giant knotweed extracting solution is enzyme-added, hydrolyzed solution extracts with organic solvent, reclaim further separation and refining of organic solvent, obtain the trans-resveratrol product.At publication number CN1513823A, name is called " supercritical CO
2Extract giant knotweed trans-resveratrol technology " patent in disclosed technical scheme be: adopt supercritical CO
2Extraction process, and make properties-correcting agent with dehydrated alcohol and 2-acetone mixed solvent, extract trans-resveratrol.From as can be known above, the technology of existing extraction trans-resveratrol exists that preparation cost is higher, big to consumption of organic solvent in equipment requirements height, operational condition complexity, some method, there are problems such as potential safety hazard in suitability for industrialized production.
Summary of the invention
The object of the present invention is to provide a kind of novel method of extracting purified resveratrol from giant knotweed, it is simple to operate, and production cost is low, is easy to realize suitability for industrialized production.
The present invention is achieved like this, and its processing step is as follows:
(1) extract: dry giant knotweed (crude drug or medicine materical crude slice) is pulverized, sieved, temperature is soaked a few hours in water, with water heating and refluxing extraction 3 times, the 5-7 that volume proportion is respectively raw medicinal material doubly, 2-4 doubly, 1-3 doubly, extraction time ratio be respectively 3: 2: 1, suction filtration while hot, united extraction liquid, standby;
(2) acid-catalyzed hydrolysis: with the gained extracting solution, the diluted acid of the 1%-10% of proportioning adding is by volume doubly measured at 30 ℃ of-100 ℃ of following hydrolysis 3-10 hours with 2-10, behind the catalytic hydrolysis reaction, and cooling, standby;
(3) purifying: the macroporous adsorptive resins of anticipating on the acquisition hydrolyzed solution is carried out chromatographic separation: the present invention's macroporous adsorption resin chromatography process comprises: 1. macroporous resin pre-treatment: the processing of being undertaken by product operation instruction method; 2. go up sample absorption: after will containing the hydrolyzed solution suction filtration of polidatin and trans-resveratrol, on the macroporous resin column of anticipating go up sample absorption, last quadrat method can adopt with the certain flow rate adding or directly admix method such as resin and be added on the post; 3. chromatography wash-out: on the extracting solution behind the sample, earlier with water, again with water, ethanol system as moving phase chromatography wash-out, tlc is followed the tracks of and is detected, and collects trans-resveratrol section elutriant, obtains containing the composition of trans-resveratrol;
(4) refining: as with collected trans-resveratrol elutriant, to adopt activated carbon decolorizing, concentrate, means acquisition purity such as recrystallization is greater than 98% white crystals shape trans-resveratrol product repeatedly.
The invention has the advantages that: 1, be extraction solvent with water, with low cost, simple to operate, pollution is lacked; 2, react the content that can improve trans-resveratrol in the giant knotweed greatly by acid-catalyzed hydrolysis.This raw material can obtain trans-resveratrol by further separation, purifying, and this technological operation is simple, extraction cost is low, extraction yield is high, improved the utilization ratio of resource greatly; 3, use the macroporous absorption technical point from purified resveratrol, the separating effect ideal, organic solvent uses few, and technology is simple.Resin can repeat regeneration, cost is low, equipment is simple, less investment, industrial prospect are better.
Embodiment
Embodiment 1: get dry giant knotweed medicinal material, pulverize, sieve, take by weighing 500g and add an amount of water temperature and soaked (temperature is controlled at 25 ℃) 18 hours, filter, add water to 2500ml to filter residue refluxing extraction 6 hours in filtrate, filter; Add 4 little cun of 1000ml water refluxing extraction in the dregs of a decoction, filter; Add 500ml water extraction 2 hours in the dregs of a decoction again, merging filtrate adds 2% diluted acid 40 ℃ of following hydrolysis reaction 5 hours, cooling; The macroporous adsorptive resins of anticipating on the flow velocity of hydrolyzed solution with 2BV/h carries out fractionation by adsorption, water wash-out then, carry out gradient elution with water, ethanol system again, tlc is followed the tracks of and is detected, and collects trans-resveratrol section elutriant, concentrating under reduced pressure is removed ethanol, added 0.05g gac refluxing extraction 20 minutes, suction filtration, vacuum-drying 5 hours, pulverize 0.39g trans-resveratrol target product, detect purity greater than 98% through high performance liquid chromatography.
Embodiment 2: get dry giant knotweed medicinal material, pulverize, sieve, take by weighing 500g and add an amount of water temperature and soaked (temperature is controlled at 30 ℃) 36 hours, filter, add water to 3500ml to filter residue refluxing extraction 6 hours in filtrate, filter; Added 2000ml water refluxing extraction in the dregs of a decoction 4 hours, and filtered; Add 1500ml water extraction 2 hours in the dregs of a decoction again, merging filtrate adds 2% diluted acid 40 ℃ of following hydrolysis reaction 7 hours, cooling; The macroporous adsorptive resins of anticipating on the flow velocity of hydrolyzed solution with 1.5BV/h carries out fractionation by adsorption, water wash-out then, carry out gradient elution with water, ethanol system again, tlc is followed the tracks of and is detected, and collects trans-resveratrol section elutriant, concentrating under reduced pressure is removed ethanol, added 0.10g gac refluxing extraction 20 minutes, suction filtration, vacuum-drying 5 hours, pulverize 0.42g trans-resveratrol target product, detect purity greater than 98% through high performance liquid chromatography.
Claims (1)
1, a kind of novel method of extracting purified resveratrol from giant knotweed is characterized in that processing step is:
(1) extract: dry giant knotweed is pulverized, sieved, temperature is soaked a few hours in water, with water heating and refluxing extraction 3 times, the 5-7 that volume proportion is respectively raw medicinal material doubly, 2-4 doubly, 1-3 doubly, extraction time ratio be respectively 3: 2: 1, suction filtration while hot, united extraction liquid, standby;
(2) acid-catalyzed hydrolysis: with the gained extracting solution, the diluted acid of the 1%-10% of proportioning adding is by volume doubly measured at 30 ℃ of-100 ℃ of following hydrolysis 3-10 hours with 2-10, behind the catalytic hydrolysis reaction, and cooling, standby;
(3) purifying: the macroporous adsorptive resins of anticipating on the acquisition hydrolyzed solution is carried out chromatographic separation: the macroporous adsorption resin chromatography process comprises: 1. macroporous resin pre-treatment: the processing of being undertaken by product operation instruction method; 2. go up sample absorption: after will containing the hydrolyzed solution suction filtration of polidatin and trans-resveratrol, on the macroporous resin column of anticipating go up sample absorption, last quadrat method can adopt with the certain flow rate adding or directly admix method such as resin and be added on the post; 3. chromatography wash-out: on the extracting solution behind the sample, earlier with water, again with water, ethanol system as moving phase chromatography wash-out, tlc is followed the tracks of and is detected, and collects trans-resveratrol section elutriant;
(4) refining: as, to adopt activated carbon decolorizing, concentrated, means such as recrystallization repeatedly with collected trans-resveratrol elutriant.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2005100197881A CN1321961C (en) | 2005-11-11 | 2005-11-11 | New method for picking-up purified resveratrol from giant knotweed |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2005100197881A CN1321961C (en) | 2005-11-11 | 2005-11-11 | New method for picking-up purified resveratrol from giant knotweed |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1760166A true CN1760166A (en) | 2006-04-19 |
| CN1321961C CN1321961C (en) | 2007-06-20 |
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| Application Number | Title | Priority Date | Filing Date |
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| CNB2005100197881A Expired - Fee Related CN1321961C (en) | 2005-11-11 | 2005-11-11 | New method for picking-up purified resveratrol from giant knotweed |
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| Country | Link |
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| CN (1) | CN1321961C (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101342130B (en) * | 2008-08-26 | 2010-06-02 | 上海相宜本草化妆品有限公司 | Preparation method for traditional Chinese medicine extract liquid with function of balancing and governing skin oil and fat, and products produced thereby |
| CN101805755A (en) * | 2010-04-14 | 2010-08-18 | 卢昶年 | Process for extracting and purifying resveratrol from giant knot weed |
| CN101811939A (en) * | 2010-05-07 | 2010-08-25 | 南昌京林生物科技有限公司 | Process for dynamical countercurrent extraction of resveratrol in giant knotweed |
| CN101195559B (en) * | 2007-12-12 | 2011-04-06 | 汪云 | Process for producing resveratrol nano-crystallization and uses thereof |
| CN102320934A (en) * | 2011-09-09 | 2012-01-18 | 四川天予植物药业有限公司 | New method for extracting resveratrol from giant knotweed rhizome |
| CN101698634B (en) * | 2009-06-30 | 2013-03-27 | 三原润禾植化有限公司 | Method for extracting and separating resveratrol from giant knotweed rhizome |
| CN107660561A (en) * | 2016-07-27 | 2018-02-06 | 四川利尔作物科学有限公司 | Composition pesticide and its application |
| CN107723315A (en) * | 2016-08-11 | 2018-02-23 | 江苏拜瑞生物医药科技有限公司 | A kind of new method for separating giant knotweed composition and preparing resveratrol |
| CN111763140A (en) * | 2020-07-07 | 2020-10-13 | 东明格鲁斯生物科技有限公司 | Method for extracting resveratrol from giant knotweed rhizome |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101519343B (en) * | 2009-01-21 | 2011-09-07 | 安徽农业大学 | Method for preparaing trans-resveratrol by hydrolyzing trans-polydatin |
| CN102250969B (en) * | 2011-05-16 | 2013-01-16 | 张家界湘汇生物有限责任公司 | Process for preparing high-purity resveratrol from giant knotweed |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1384088A (en) * | 2002-05-21 | 2002-12-11 | 杨建文 | Extraction process of resveratrol from giant knotweed |
-
2005
- 2005-11-11 CN CNB2005100197881A patent/CN1321961C/en not_active Expired - Fee Related
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101195559B (en) * | 2007-12-12 | 2011-04-06 | 汪云 | Process for producing resveratrol nano-crystallization and uses thereof |
| CN101342130B (en) * | 2008-08-26 | 2010-06-02 | 上海相宜本草化妆品有限公司 | Preparation method for traditional Chinese medicine extract liquid with function of balancing and governing skin oil and fat, and products produced thereby |
| CN101698634B (en) * | 2009-06-30 | 2013-03-27 | 三原润禾植化有限公司 | Method for extracting and separating resveratrol from giant knotweed rhizome |
| CN101805755A (en) * | 2010-04-14 | 2010-08-18 | 卢昶年 | Process for extracting and purifying resveratrol from giant knot weed |
| CN101805755B (en) * | 2010-04-14 | 2012-01-25 | 卢昶年 | Process for extracting and purifying resveratrol from giant knot weed |
| CN101811939A (en) * | 2010-05-07 | 2010-08-25 | 南昌京林生物科技有限公司 | Process for dynamical countercurrent extraction of resveratrol in giant knotweed |
| CN101811939B (en) * | 2010-05-07 | 2013-03-06 | 南昌京林生物科技有限公司 | Process for dynamical countercurrent extraction of resveratrol in giant knotweed |
| CN102320934A (en) * | 2011-09-09 | 2012-01-18 | 四川天予植物药业有限公司 | New method for extracting resveratrol from giant knotweed rhizome |
| CN107660561A (en) * | 2016-07-27 | 2018-02-06 | 四川利尔作物科学有限公司 | Composition pesticide and its application |
| CN107723315A (en) * | 2016-08-11 | 2018-02-23 | 江苏拜瑞生物医药科技有限公司 | A kind of new method for separating giant knotweed composition and preparing resveratrol |
| CN111763140A (en) * | 2020-07-07 | 2020-10-13 | 东明格鲁斯生物科技有限公司 | Method for extracting resveratrol from giant knotweed rhizome |
| CN111763140B (en) * | 2020-07-07 | 2022-08-26 | 东明格鲁斯生物科技有限公司 | Method for extracting resveratrol from giant knotweed rhizome |
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| Publication number | Publication date |
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| CN1321961C (en) | 2007-06-20 |
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