CN102220387B - Method for extracting and purifying resveratrol and emodin from fresh giant knotweed - Google Patents
Method for extracting and purifying resveratrol and emodin from fresh giant knotweed Download PDFInfo
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- CN102220387B CN102220387B CN 201110090397 CN201110090397A CN102220387B CN 102220387 B CN102220387 B CN 102220387B CN 201110090397 CN201110090397 CN 201110090397 CN 201110090397 A CN201110090397 A CN 201110090397A CN 102220387 B CN102220387 B CN 102220387B
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Abstract
The invention discloses a method for extracting and purifying resveratrol and emodin from fresh giant knotweed, which comprises the following steps: extracting pulverized fresh giant knotweed, regulating the pH value of the extracting solution, enriching with macroporous adsorbent resin columns, respectively eluting with sodium hydroxide water solution and alkali/alcohol eluent to obtain an eluent A and an eluent B, regulating the pH value of the eluent A, carrying out enzymolysis, and filtering to obtain the crude resveratrol product; regulating the pH value of the eluent B, centrifugalizing, and drying at low temperature to obtain the crude emodin product; and dissolving with ethanol, decoloring with activated carbon, concentrating, and repeatedly recrystallizing to obtain the resveratrol and emodin of which the purities are respectively 98%. The method does not need organic solvent, and thus, has the advantages of simple technique and low cost; and the resin can be recycled and reused, and thus, the method also has the advantages of low cost, simple equipment, low investment and favorable industrialization prospects, and can easily implement industrial production.
Description
Technical field
The present invention relates to a kind of extracting and purifying method of pharmaceutical industry active ingredient of natural plant, be specifically related to a kind of method of from fresh giant knotweed, extracting purified resveratrol and Schuttgelb.
Background technology
The important physiologically actives such as that trans-resveratrol (Resveratrol is called for short Res, and chemical name is 3,4', 5 one trihydroxy-toluylene) has is anticancer, anti-ageing, platelet aggregation-against.Mainly be present in the plants such as grape, giant knotweed, black false hellebore.The research discovery, the trans-resveratrol in the giant knotweed and the content of polydatin thereof are the highest.
Prepare at present the method for trans-resveratrol with polygonin, be mostly acid hydrolysis or biological enzymolysis.Acid hydrolytic reaction is violent, and technique is wayward, is now replaced by biological enzymolysis, and the biological enzymolysis process relaxes, and yield is high, and cost is low; But biological enzymolysis adopts giant knotweed to smash humidification mostly adds biological enzyme, places enzymolysis, and this Period Process is long.Also have in addition the alcohol extracting enzymolysis, reclaim reagent and cause energy dissipation, cost is higher.Highly purified trans-resveratrol preparation is also mostly to be with organic reagent extraction and column chromatography method, as, (Granted publication number: CN1321961C) name is called " a kind of novel method of extracting purified resveratrol from giant knotweed " to Chinese patent, the method with polidatin in the Rhizoma Polygoni Cuspidati extract by acid-catalyzed hydrolysis reaction enrichment out, then enriched product is carried out separation and purification with the macroporous adsorptive resins of anticipating on certain proportioning, water and ethanol elution, follow the tracks of detection with tlc, and then realize from giant knotweed, extracting trans-resveratrol.(grant number: CN1269831C) name is called " new preparation process of polygonin and trans-resveratrol ", and the method is used the operations such as poly-phthalein amine chromatography and activated carbon decolorizing such as Chinese patent; (publication number: CN101760483A) name is called " method for preparing high-purity resveratrol from fresh giant knotweed " such as Chinese patent, the method is take fresh giant knotweed as raw material, adding heat soaking with saturated limewater solution after pulverizing extracts, extracting solution is regulated pH, ultra-filtration membrane is except macromole impurity, nanofiltration membrane is concentrated, concentrated solution adds biological enzyme, insulation enzymolysis 9-12 hour, gained crude product dissolve with ethanol, the removal of impurities of peroxidation aluminium resin, add water placement crystallization and obtain trans-resveratrol, these methods cause and reclaim the reagent difficulty, cycle is long, yield is low, industrialization level is low, there are the problems such as potential safety hazard in production.For a long time, those skilled in the art are paying close attention to the novel method of extracting trans-resveratrol from giant knotweed.
Summary of the invention
For defective or the deficiency that above-mentioned prior art exists, the object of the present invention is to provide a kind of method of from fresh giant knotweed, extracting purified resveratrol and Schuttgelb, the method is simple to operate, and production cost is low, is easy to realize suitability for industrialized production.
In order to realize above-mentioned task, the present invention adopts following technical solution to be achieved:
A kind of method of extracting purified resveratrol and Schuttgelb from fresh giant knotweed is characterized in that, is undertaken by following processing step:
(1) extracts: fresh giant knotweed is pulverized, take the calcium hydroxide spice of mass concentration as 5%～10%, then add giant knotweed weight 8-10 water doubly, insulation is 2 hours under 60 ℃～65 ℃ conditions, filters, get extracting solution, and then add giant knotweed weight 3-4 water doubly, with same temperature condition insulation 1h, suction filtration gets secondary raffinate, merge extracted twice liquid, for subsequent use;
(2) purifying: with gained extracting solution adjust pH to 9～10, upper macroporous adsorbent resin adsorbs, and adsorbs saturated after washing to elutriant and clarifies, and the cylinder filler after washing is first the sodium hydroxide wash-out of 0.3-0.5% with mass concentration, collect elutriant, obtain elutriant A; Be the elutriant wash-out that 60% dehydrated alcohol and mass concentration are 1%～2% sodium hydroxide with containing volumetric concentration again, and collect elutriant, obtain elutriant B;
(3) enzymolysis: the elutriant A of gained is poured in the reactor, transfer pH to 5, be heated to 50 ℃ of insulations, then add the giant knotweed specific enzyme that 5-7 doubly measures polygonin, enzymolysis 6-8h; The zymolyte cool to room temperature, centrifugal, filtration drying obtains the trans-resveratrol crude product;
(4) elutriant B is poured in the reactor, centrifugal to the 1-2 with the sulfuric acid adjust pH, cryodrying obtains the Schuttgelb crude product;
(5) refining: will collected trans-resveratrol crude product and the Schuttgelb crude product be respectively 95% anhydrous alcohol solution with volumetric concentration, through activated carbon decolorizing, concentrate, repeatedly recrystallization namely to get purity be 98% trans-resveratrol and Schuttgelb.
The invention has the advantages that:
1, take calcium hydroxide aqueous solution as extracting solvent, both removed a large amount of tannings and phenolic acids acidic substance, again extraction time short, the cycle is short, with low cost, simple to operate, pollute few;
2, use macroporous absorption technology separation and purification Polydatin, separating effect is desirable, need not to use organic solvent, and technique is simple, and is with low cost.Resin can repeat regeneration, cost is low, equipment is simple, less investment, industrial prospect are better;
3, the present invention has replaced acid with enzyme, makes polygonin change trans-resveratrol into, has not only reduced the pollution to environment, and simple to operate, transformation efficiency is high, greatly improved the utilization ratio of resource;
4, utilize fresh giant knotweed, can reduce the loss of giant knotweed polygonin in the airing process, improve product yield;
5, utilize macroporous adsorbent resin can remove macromolecular substance and most of impurity, reduced the consumption of enzyme, improved enzymolysis efficiency and product content.
Embodiment
The present invention is described in further detail below in conjunction with specific examples that the contriver provides.Need to prove, following embodiment is better example, the invention is not restricted to these embodiment.
Embodiment 1:
Fresh giant knotweed was pulverized 60 mesh sieves, got 50kg crushed material (Determination of Polydatin 2.4%, Resveratrol content 0.5%, emodin content 0.36%), adding 3kg mass concentration is 5%～10% calcium hydroxide spice, then adds 400L water and heats to 60 ℃, be incubated 2 hours, filter, get extracting solution; Add 180L water, water temperature keeps 60 ℃ again, 1h, and suction filtration gets secondary raffinate, merges extracted twice liquid for subsequent use.
Regulate the pH value to 9 of extracting solution with hydrochloric acid, upper macroporous adsorbent resin adsorbs after filtering, and adsorbs saturated after washing, wash clarification of water after, the cylinder filler after washing is used first the sodium hydroxide wash-out of 0.3-0.5%, the collection elutriant obtains elutriant A; Then with being the elutriant wash-out that 60% dehydrated alcohol and mass concentration are 1%～2% sodium hydroxide with containing volumetric concentration again, (be designated hereinafter simply as 60% alkali alcohol eluen, be that to contain volumetric concentration in the elutriant be that 60% dehydrated alcohol and mass concentration are 1%～2% sodium hydroxide) wash-out, collect elutriant, obtain elutriant B.
The elutriant A of gained is poured in the reactor, transfer ℃ insulation of pH to 5 post-heating to 50, then add 120g giant knotweed specific enzyme, enzymolysis 6-8h, cool to room temperature, centrifugal, filtration drying gets content 78% trans-resveratrol crude product 256g.
Be centrifugal behind the 1-2 with elutriant B with the sulfuric acid adjust pH, cryodrying obtains 82% Schuttgelb crude product 212g.
The trans-resveratrol crude product is with the saturated dissolving that refluxes of the dehydrated alcohol of volumetric concentration 95%, place room temperature and add neutral alumina column absorption impurity, collect lower column liquid, filter behind the gac reflux decolour 1h of adding mass concentration 0.5%, filtrate adds isopyknic water, place crystallization, filter crystal, it is 98% trans-resveratrol 193g that cryodrying gets content;
The Schuttgelb crude product adds the activated carbon decolorizing 1h of mass concentration 0.5% with the saturated dissolving that refluxes of the dehydrated alcohol of volumetric concentration 90%, filters, filtrate adds isopyknic water after being concentrated to half, place crystallization, filter crystal, it is 98% Schuttgelb 150g that cryodrying gets content.
Embodiment 2:
Fresh giant knotweed was pulverized 60 mesh sieves, get 100kg crushed material (Determination of Polydatin 2.3%, Resveratrol content 0.6%, emodin content 0.35%), adding 3kg mass concentration is 5%～10% calcium hydroxide spice, rear adding 800L water is heated to 60 ℃, be incubated 2 hours, filter, get extracting solution, add again 360L water and extracted 1 hour with the same temperature condition of soaking, suction filtration gets secondary raffinate, merges extracted twice liquid for subsequent use.
Extracting solution is with salt acid for adjusting pH to 9, and upper macroporous adsorbent resin adsorbs after filtering, and adsorbs saturated after washing, wash clarification of water after, use first the sodium hydroxide wash-out of mass concentration 0.3-0.5%, collect elutriant, get elutriant A.Be the elutriant wash-out that 60% dehydrated alcohol and mass concentration are 1%～2% sodium hydroxide with containing volumetric concentration again, and collect elutriant, obtain elutriant B;
The elutriant A of gained is poured in the reactor, transfer the insulation of pH to 5 post-heating to 50 degree, then add giant knotweed specific enzyme 230g, enzymolysis 6-8h, cool to room temperature, filtration drying get trans-resveratrol crude product 516 grams of content 78%;
It is centrifugal behind the 1-2 that elutriant B is transferred pH with sulfuric acid, and cryodrying obtains 85% Schuttgelb crude product 450g.
The trans-resveratrol crude product is with the saturated dissolving that refluxes of the dehydrated alcohol of volumetric concentration 90%, place room temperature and add neutral alumina column absorption impurity, collect lower column liquid, filter behind the gac reflux decolour 1h of adding mass concentration 0.5%, filtrate adds isopyknic water, place crystallization, filter crystal, it is 98% trans-resveratrol 193g that cryodrying gets content.
The Schuttgelb crude product adds the activated carbon decolorizing 1h of mass concentration 0.5% with 95% the saturated dissolving of alcohol reflux, filters, and filtrate adds isopyknic water after being concentrated to half, places crystallization, filters crystal, and it is 98% Schuttgelb 320g that cryodrying gets content.
Claims (2)
1. a method of extracting purified resveratrol and Schuttgelb from fresh giant knotweed is characterized in that, is undertaken by following processing step:
Fresh giant knotweed was pulverized 60 mesh sieves, got the 50kg crushed material, and adding 3kg mass concentration is 5%～10% calcium hydroxide spice, then adds 400L water and heats to 60 ℃, is incubated 2 hours, filters, and gets extracting solution; Add 180L water, water temperature keeps 60 ℃ again, 1h, and suction filtration gets secondary raffinate, merges extracted twice liquid for subsequent use;
Regulate the pH value to 9 of extracting solution with hydrochloric acid, upper macroporous adsorbent resin adsorbs after filtering, and adsorbs saturated after washing, wash clarification of water after, the cylinder filler after washing is used first the sodium hydroxide wash-out of 0.3-0.5%, the collection elutriant obtains elutriant A; Be the elutriant wash-out that 60% ethanolic soln and mass concentration are 1%～2% sodium hydroxide with containing volumetric concentration more then, collect elutriant, obtain elutriant B;
The elutriant A of gained is poured in the reactor, transfer ℃ insulation of pH to 5 post-heating to 50, then add 120g giant knotweed specific enzyme, enzymolysis 6-8h, cool to room temperature, centrifugal, filtration drying gets the trans-resveratrol crude product;
Be centrifugal behind the 1-2 with elutriant B with the sulfuric acid adjust pH, cryodrying gets the Schuttgelb crude product;
The trans-resveratrol crude product is with the saturated dissolving that refluxes of the ethanolic soln of volumetric concentration 95%, place room temperature and add neutral alumina column absorption impurity, collect lower column liquid, filter behind the gac reflux decolour 1h of adding mass concentration 0.5%, filtrate adds isopyknic water, place crystallization, filter crystal, cryodrying gets trans-resveratrol;
The Schuttgelb crude product adds the activated carbon decolorizing 1h of mass concentration 0.5% with the saturated dissolving that refluxes of the ethanolic soln of volumetric concentration 90%, filters, and filtrate adds isopyknic water after being concentrated to half, places crystallization, filters crystal, and cryodrying gets Schuttgelb.
2. a method of extracting purified resveratrol and Schuttgelb from fresh giant knotweed is characterized in that, is undertaken by following processing step:
Fresh giant knotweed was pulverized 60 mesh sieves, get the 100kg crushed material, adding 3kg mass concentration is 5%～10% calcium hydroxide spice, rear adding 800L water is heated to 60 ℃, is incubated 2 hours, filters, get extracting solution, add 360L water again and extracted 1 hour with the same temperature condition of soaking, suction filtration gets secondary raffinate, merges extracted twice liquid for subsequent use;
Extracting solution is with salt acid for adjusting pH to 9, and upper macroporous adsorbent resin adsorbs after filtering, and adsorbs saturated after washing, wash clarification of water after, use first the sodium hydroxide wash-out of mass concentration 0.3-0.5%, collect elutriant, get elutriant A; Be the elutriant wash-out that 60% ethanolic soln and mass concentration are 1%～2% sodium hydroxide with containing volumetric concentration again, and collect elutriant, obtain elutriant B;
The elutriant A of gained is poured in the reactor, transfer the insulation of pH to 5 post-heating to 50 degree, then add giant knotweed specific enzyme 230g, enzymolysis 6-8h, cool to room temperature, filtration drying get the trans-resveratrol crude product;
It is centrifugal behind the 1-2 that elutriant B is transferred pH with sulfuric acid, and cryodrying gets the Schuttgelb crude product;
The trans-resveratrol crude product is with the saturated dissolving that refluxes of the ethanolic soln of volumetric concentration 90%, place room temperature and add neutral alumina column absorption impurity, collect lower column liquid, filter behind the gac reflux decolour 1h of adding mass concentration 0.5%, filtrate adds isopyknic water, place crystallization, filter crystal, cryodrying gets trans-resveratrol;
The Schuttgelb crude product adds the activated carbon decolorizing 1h of mass concentration 0.5% with the saturated dissolving that refluxes of 95% ethanolic soln, filters, and filtrate adds isopyknic water after being concentrated to half, places crystallization, filters crystal, and cryodrying gets Schuttgelb.
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Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102627677A (en) * | 2012-03-22 | 2012-08-08 | 聊城大学 | Method for separating and purifying monomer compounds from Rhizoma Polygoni Cuspidati |
| CN106176627B (en) * | 2016-06-30 | 2018-10-30 | 湖南鑫利生物科技有限公司 | A method of preparing giant knotweed resveratrol and rheum emodin |
| CN106242959B (en) * | 2016-07-29 | 2018-09-28 | 湖南绿蔓生物科技股份有限公司 | A kind of extracting method of giant knotweed bioactive ingredients |
| 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 |
| CN108821953A (en) * | 2018-05-30 | 2018-11-16 | 上海华堇生物技术有限责任公司 | A kind of polishing purification method of natural resveratrol |
| CN114539034A (en) * | 2022-04-06 | 2022-05-27 | 西夫拉姆酒业集团有限公司 | Purification process for extracting resveratrol from grape skin |
| CN115044625A (en) * | 2022-07-27 | 2022-09-13 | 湖北博瑞生物科技股份有限公司 | Aloe-emodin refining method |
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