CN101811939B - Process for dynamical countercurrent extraction of resveratrol in giant knotweed - Google Patents
Process for dynamical countercurrent extraction of resveratrol in giant knotweed Download PDFInfo
- Publication number
- CN101811939B CN101811939B CN 201010166602 CN201010166602A CN101811939B CN 101811939 B CN101811939 B CN 101811939B CN 201010166602 CN201010166602 CN 201010166602 CN 201010166602 A CN201010166602 A CN 201010166602A CN 101811939 B CN101811939 B CN 101811939B
- Authority
- CN
- China
- Prior art keywords
- extractor
- resveratrol
- time
- extraction
- extracts
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a process for dynamical countercurrent extraction of resveratrol in giant knotweed, which comprises the steps of: pulverizing giant knotweed drier; adding a certain alkaline aqueous solvent; extracting in a tank group type dynamic countercurrent mode; hydrolyzing extracted liquid acid; converting resveratrol glycoside into the resveratrol; removing partial impurities of the hydrolyzed product once by the methods of alcohol precipitation and active carbon decoloration; purifying by using macroporous absorbent resin; and finally obtaining 98% of resveratrol product by silica gel column chromatography and recrystallization refining. The yield of the obtained resveratrol is 0.92%, the utilization quantity of the extracting solvent can be reduced by 45% at least, thermal energy is correspondingly saved by 60%, and the extraction rate is enhanced by 20%.
Description
Technical field
The present invention relates to a kind of technique of dynamical countercurrent extraction of resveratrol in giant knotweed.
Technical background
Giant knotweed (Polygonum cuspidatum Sieb.et Zucc.) is polygonaceae herbaceous stem shape undershrub, contain a large amount of stilbene compound trans-resveratrols (Resveratrol) and polydatin (having another name called polygonin) in its rhizome, the chemical name of trans-resveratrol is 3,4 ', 5-trihydroxy-toluylene, natural trans-resveratrol often exist with two kinds of forms of aglycon and glycosides.The activity of polydatin is different from trans-resveratrol, but human body contains glucuroide, at digestive process, polydatin can be hydrolyzed to trans-resveratrol, thereby the performance trans-resveratrol is to the physiological function of human body.Proving that after deliberation trans-resveratrol has the effects such as anticancer, Cardiovarscular, reducing blood-fat, anti-platelet aggregation, anti-oxidant and Green Tea Extract, antibiotic, beauty treatment, is the interpolation health-care components of a kind of now widely used pharmaceutical raw material, healthcare products, cosmetics and food.
At present, the purification trans-resveratrol adopts conventional solvent extraction process mostly from giant knotweed, mainly comprise pickling process, percolation, water extraction decocting method, reflux extraction etc., along with updating and the development of novel extraction equipment of technology, some modern extracting method also are used for the extraction of trans-resveratrol, common biological enzyme extraction, microwave-assisted extraction method, ultrasonic-assisted extraction method, the supercritical CO of mainly containing
2Fluid extraction method etc.
Pot group type dynamic countercurrent extraction process, with plural dynamic extraction pot units connected in series, extract solvent solute concentration gradient of each tank spice in the tank group and carry by each tank in turn from low to high inversely, and keep certain extraction time and time to use with spice.This technology has mainly utilized the concentration gradient of effective constituent in solid-liquid (medicinal material and the solvent) two-phase poor, effective constituent in the medicinal material is diffused in the lower extraction solvent of initial concentration step by step, reaches the purpose that shifts to greatest extent effective constituent in the medicinal material.Adopt pot group type countercurrent extraction technique, can effectively utilize the concentration gradient of solid-liquid two-phase, increase concentration difference, extraction rate is fast, the Enrichment of extracting solution, and extracting cycle is short, utilizes the medicinal material body to make filtering layer in the time of extraction, can improve clarity.
Summary of the invention
Purpose of the present invention just provides the technique of the dynamical countercurrent extraction of resveratrol in giant knotweed that a kind of energy consumption is low, the time is short, solvent load is few, productive rate is high.
The technique of dynamical countercurrent extraction of resveratrol in giant knotweed of the present invention may further comprise the steps:
1, dynamic countercurrent extracts: get dry giant knotweed, pulverize, cross 40 mesh sieves, take by weighing the 3-7 equal portions, take 3-7 extractor as one group, the giant knotweed of equal portions is put into respectively 3-7 extractor, every tank successively under the normal temperature circulation extract 3 times, each extraction time is 0.5-2 hour, the stirring frequency of dynamic extraction is 20-200 rev/min, the first extractor extracts for the first time adding 6-10 and doubly measures the alkaline water extracting solution that pH is 8-12, extract for the second time and for the third time and add respectively 3-6 times of water gaging, it is for subsequent use to put into container for storing liquid behind the medical filtration that the first extractor is extracted for the first time, the solvent that the liquid that extracts for the second time extracts for the first time as the second extractor, after the extraction that medical filtration is for subsequent use, the solvent that the liquid that extracts for the third time extracts for the second time as the second extractor, extract the gained liquid as the primary extraction solvent of the 3rd extractor, be that every extractor the N time extracts the extracting solution that institute's solubilizing agent is an extractor the N+1 time, the second extractor, the 3rd extractor, be extracted in the first time of N extractor and replenish respectively 1-3 on the basis that adds a upper extractor liquid and doubly measure the alkaline water extracting solution, collect the liquid of the extraction first time of each extractor;
2, with the gained extracting solution under pH 2-5,50 ℃-100 ℃ condition, be hydrolyzed 1-5 hour, after the reaction, cooling, for subsequent use;
3, hydrolysate is scattered in the 50%-100% ethanol of 5-10 times of weight, adds 0.5-1 times of weight activated carbon reflux and stirred 1-2 hour, leave standstill, supernatant liquor is got in cooling, concentrates to get medicinal extract;
4, above-mentioned steps is processed the medicinal extract that obtains and add water-dispersion, filter, get filtrate, be the good macroporous adsorbent resin of pre-treatment on the 1-4BV/h by flow velocity, with the distilled water wash-out of 1-6 times of column volume, flow velocity is 1-4BV/h, discards water elution liquid, press again the speed wash-out of 1-4BV/h with the 60%-100% ethanol of 1-6 times of column volume, collect elutriant, Recycled ethanol also is concentrated into thick paste, drying, get dry extract, be the trans-resveratrol crude product;
5, the trans-resveratrol crude product of the upper step being collected is used silica gel column chromatogram separating purification, and the mixed solvent gradient elution obtains white crystals shape trans-resveratrol sterling for 2 times with ethyl alcohol recrystallization again.
The technique of dynamical countercurrent extraction of resveratrol in giant knotweed of the present invention has following advantage:
1, adopting the pot group type dynamic countercurrent to extract has replaced traditional single-pot repeatedly to extract, guarantee effective constituent concentration difference larger between the tank group, greatly increased the extraction impellent, accelerated extraction rate, shortened extracting cycle, pot group type extracts recycling by solvent, improved the concentration of effective constituent in the final solvent, reduce follow-up concentrated power consumption, compare with traditional extraction process, extract solvent load and reduce at least 45%, corresponding saving heat energy about 60%, extraction yield improves 20%, and along with the increase of tank group number, this advantage is further obvious.
2, adopt the stirring-type dynamic extraction to replace traditional static state to extract, can effectively avoid the sticking pot gelatinization of Giant Knotweed Rhizome;
3, can greatly improve the content of Resveratrol in Rhizoma Polygoni Cuspidati by the acid-catalyzed hydrolysis reaction, improve the utilization ratio of resource.
4, use alcohol precipitation, decolorizing with activated carbon, macroporous adsorbent resin technical point from purified resveratrol, separating effect is desirable, and technique is simple.
5, adopt the refining trans-resveratrol crude product of normal phase silica gel chromatography, obtain content up to 98% trans-resveratrol sterling.
Specific implementation method
Embodiment 1:
Get dry Rhizoma Polygoni Cuspidati, pulverize, cross 40 mesh sieves, take by weighing three parts, every part of 100g puts respectively in the extractor 1,2,3.Add the aqueous sodium hydroxide solution of 10 times of amount pH=10 in No. 1 tank, room temperature is opened whipping appts, makes to reach 100 rev/mins rotating speed, extracts 1 hour, filters extracting solution, stores, as liquid storage 1; The aqueous sodium hydroxide solution that in No. 1 tank, adds 8 times of amount room temperature pH=10, adopt the condition identical with last fetched to carry out the second time and extract, after 1 hour, powered-down, extracting solution is transferred to tank No. 2, and to No. 2 additional 3 times of aqueous sodium hydroxide solutions of measuring room temperature pH=10 of tanks, whipping appts is opened in sealing, make it to extract 1 hour according to the extraction conditions of No. 1 tank, filter extracting solution, store, as liquid storage 2; After the liquid that again No. 1 tank is extracted for the second time is transferred to No. 2 tanks, in No. 1 tank, add 8 times of aqueous sodium hydroxide solutions of measuring pH=10, extract for the last time by the condition of last time extracting, extracted in 1 hour and finish, extracting solution is transferred to tank No. 2, and No. 1 tank carried out the deslagging operation, carrying out No. 2 tanks according to the condition of last time extracts for the second time, it is extracted the gained liquid be transferred to rapidly tank No. 3, and to No. 3 additional 3 times of aqueous sodium hydroxide solutions of measuring pH=10 of tanks, extract by above-mentioned condition, get liquid storage 3; By that analogy, for the third time extracting solution of No. 2 tanks extracts as extracting solvent the second time of No. 3 tanks, gets liquid storage 4; In No. 3 tanks, add 8 times of aqueous sodium hydroxide solutions of measuring pH=10, extract for the third time, get liquid storage 5; Above-mentioned liquid storage is merged, get total extracting solution, it is 20.4mg/g that polydatin and trans-resveratrol extract total amount.Crude extract is regulated pH=2 with 50% sulfuric acid, and 70 ℃ are stirred hydrolysis 1 hour, and cooling was left standstill 24 hours, filtered, and was washed to the neutral medicinal extract that must contain trans-resveratrol.The trans-resveratrol medicinal extract that hydrolysis is obtained is dispersed in 70% the ethanol, gets gac again, and with a small amount of 70% alcohol immersion and reflux 6min, after the cooling, in the adding material, 70% total ethanol add-on is 8 times (W/V) of material in the lump.Stirred 1.5 hours, placed 24 hours, the suction strainer upper clear supernate, with 6 times of 70% washing with alcohol precipitation, centrifugal or suction strainer merges clear liquid again, and decompression recycling ethanol gets medicinal extract.With medicinal extract water-dispersion obtained above, carry out fractionation by adsorption with the upper pretreated macroporous adsorptive resins of 3BV/h, wash with water first, again with water-ethanol system gradient elution, tlc is followed the tracks of and is detected, and collects trans-resveratrol section elutriant, and concentrating under reduced pressure is removed ethanol, obtain the trans-resveratrol crude product, content is 50.5%.Getting the trans-resveratrol crude product, is 1/40 (W/W) of silica gel with a small amount of acetic acid ethyl dissolution, applied sample amount.Take sherwood oil: ethyl acetate (5: 1) is as elutriant, and the 10mL/min flow velocity carries out gradient elution, and the cut that will contain trans-resveratrol merges, concentrated, ethyl alcohol recrystallization twice gets white crystal, be trans-resveratrol, measuring product purity through HPLC is 98%, and extraction yield is 0.92%.
Embodiment 2:
Get dry Rhizoma Polygoni Cuspidati, pulverize, cross 40 mesh sieves, take by weighing five parts, every part of 100g puts respectively in the extractor 1,2,3,4,5.Add the aqueous sodium hydroxide solution of 8 times of amount pH=8 in No. 1 tank, room temperature is opened whipping appts, makes to reach 150 rev/mins rotating speed, extracts 1.5 hours, filters extracting solution, stores, as liquid storage 1; The aqueous sodium hydroxide solution that in No. 1 tank, adds 6 times of amount room temperature pH=8, adopting the condition identical with last fetched to carry out the second time extracts, 1.5 after hour, powered-down is transferred to tank No. 2 with extracting solution, and No. 2 tanks are replenished 2 times of aqueous sodium hydroxide solutions of measuring room temperature pH=8, sealing, open whipping appts, make it to carry out according to the extraction conditions of No. 1 tank, extracted 1.5 hours.Filter extracting solution, store, as liquid storage 2; After the liquid that again No. 1 tank is extracted for the second time is transferred to No. 2 tanks, in No. 1 tank, add 6 times of aqueous sodium hydroxide solutions of measuring pH=8, extract for the last time by the condition of last time extracting, finished 1.5 as a child extract, extracting solution is transferred to tank No. 2, and No. 1 tank carried out the deslagging operation, carrying out No. 2 tanks according to the condition of last time extracts for the second time, it is extracted the gained liquid be transferred to rapidly tank No. 3, and to No. 3 additional 2 times of aqueous sodium hydroxide solutions of measuring pH=8 of tanks, extract by above-mentioned condition, get liquid storage 3; By that analogy, for the third time extracting solution of No. 4 tanks extracts as extracting solvent the second time of No. 5 tanks, gets liquid storage 6; In No. 5 tanks, add 6 times of aqueous sodium hydroxide solutions of measuring pH=8, extract for the third time, get liquid storage 7; Above-mentioned liquid storage is merged, get total extracting solution, it is 18.6mg/g that polydatin and trans-resveratrol extract total amount.Crude extract is regulated pH=4 with 50% sulfuric acid, and 60 ℃ are stirred hydrolysis 2 hours, and cooling was left standstill 24 hours, filtered, and was washed to the neutral medicinal extract that must contain trans-resveratrol.The trans-resveratrol medicinal extract that hydrolysis is obtained is dispersed in 80% the ethanol, gets gac again, and with a small amount of 80% alcohol immersion and reflux 5min, after the cooling, in the adding material, 80% total ethanol add-on is 6 times (W/V) of material in the lump.Stirred 2 hours, placed 24 hours, the suction strainer upper clear supernate, with 4 times of 80% washing with alcohol precipitation, centrifugal or suction strainer merges clear liquid again, and decompression recycling ethanol gets medicinal extract.With medicinal extract water-dispersion obtained above, carry out fractionation by adsorption with the upper pretreated macroporous adsorptive resins of 2BV/h, wash with water first, again with water-ethanol system gradient elution, tlc is followed the tracks of and is detected, and collects trans-resveratrol section elutriant, and concentrating under reduced pressure is removed ethanol, obtain the trans-resveratrol crude product, content is 51.2%.Getting the trans-resveratrol crude product, is 1/40 (W/W) of silica gel with a small amount of acetic acid ethyl dissolution, applied sample amount.Take sherwood oil: ethyl acetate (6: 1) is as elutriant, and the 10mL/min flow velocity carries out gradient elution, and the cut that will contain trans-resveratrol merges, concentrated, ethyl alcohol recrystallization twice gets white crystal, be trans-resveratrol, measuring product purity through HPLC is 98%, and extraction yield is 0.89%.
Claims (1)
1. the technique of a dynamical countercurrent extraction of resveratrol in giant knotweed, it is characterized in that: it may further comprise the steps:
(1), dynamic countercurrent extracts: get dry giant knotweed, pulverize, cross 40 mesh sieves, take by weighing the 3-7 equal portions, take 3-7 extractor as one group, the giant knotweed of equal portions is put into respectively 3-7 extractor, every tank successively under the normal temperature circulation extract 3 times, each extraction time is 0.5-2 hour, the stirring frequency of dynamic extraction is 20-200 rev/min, the first extractor extracts for the first time adding 6-10 and doubly measures the alkaline water extracting solution that pH is 8-12, extract for the second time and for the third time and add respectively 3-6 times of water gaging, it is for subsequent use to put into container for storing liquid behind the medical filtration that the first extractor is extracted for the first time, the solvent that the liquid that extracts for the second time extracts for the first time as the second extractor, after the extraction that medical filtration is for subsequent use, the solvent that the liquid that extracts for the third time extracts for the second time as the second extractor, extract the gained liquid as the primary extraction solvent of the 3rd extractor, be that every extractor the N time extracts the extracting solution that institute's solubilizing agent is an extractor the N+1 time, the second extractor, the 3rd extractor, be extracted in the first time of N extractor and replenish respectively 1-3 on the basis that adds a upper extractor liquid and doubly measure the alkaline water extracting solution, collect the liquid of the extraction first time of each extractor;
(2), with the gained extracting solution under pH 2-5,50 ℃-100 ℃ condition, be hydrolyzed 1-5 hour, after the reaction, cooling, for subsequent use;
(3), hydrolysate is scattered in the 50%-100% ethanol of 5-10 times of weight, the activated carbon reflux that adds 0.5-1 times of weight stirred 1-2 hour, left standstill, and supernatant liquor is got in cooling, the concentrated medicinal extract that to get;
(4), above-mentioned steps processed the medicinal extract obtain add water-dispersion, filter, get filtrate, be the good macroporous adsorbent resin of pre-treatment on the 1-4BV/h by flow velocity, with the distilled water wash-out of 1-6 times of column volume, flow velocity is 1-4BV/h, discards water elution liquid, press again the speed wash-out of 1-4BV/h with the 60%-100% ethanol of 1-6 times of column volume, collect elutriant, Recycled ethanol also is concentrated into thick paste, drying, get dry extract, be the trans-resveratrol crude product;
(5), with the trans-resveratrol crude product that the upper step collects, use silica gel column chromatogram separating purification, the mixed solvent gradient elution obtains white crystals shape trans-resveratrol for 2 times with ethyl alcohol recrystallization again.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201010166602 CN101811939B (en) | 2010-05-07 | 2010-05-07 | Process for dynamical countercurrent extraction of resveratrol in giant knotweed |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201010166602 CN101811939B (en) | 2010-05-07 | 2010-05-07 | Process for dynamical countercurrent extraction of resveratrol in giant knotweed |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101811939A CN101811939A (en) | 2010-08-25 |
| CN101811939B true CN101811939B (en) | 2013-03-06 |
Family
ID=42619330
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 201010166602 Expired - Fee Related CN101811939B (en) | 2010-05-07 | 2010-05-07 | Process for dynamical countercurrent extraction of resveratrol in giant knotweed |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101811939B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106220480B (en) * | 2016-06-24 | 2017-10-27 | 江西九草铁皮石斛科技协同创新有限公司 | The technique that tank assembling dynamic countercurrent extracts dendrophnol in dendrobium candidum |
| CN106306241A (en) * | 2016-08-22 | 2017-01-11 | 彭常安 | Making method of health tea with Moringa oleifera seed and Citrus changshan-huyou peel |
| CN115211438B (en) * | 2022-06-30 | 2023-09-19 | 柳州两面针股份有限公司 | Sterilization composition containing traditional Chinese medicine extract and silver ions and application thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1760166A (en) * | 2005-11-11 | 2006-04-19 | 余淑娴 | New method for picking-up purified resveratrol from giant knotweed |
| CN101348805A (en) * | 2007-07-20 | 2009-01-21 | 上海诺德生物实业有限公司 | Process for extracting resveratrol from plant |
-
2010
- 2010-05-07 CN CN 201010166602 patent/CN101811939B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1760166A (en) * | 2005-11-11 | 2006-04-19 | 余淑娴 | New method for picking-up purified resveratrol from giant knotweed |
| CN101348805A (en) * | 2007-07-20 | 2009-01-21 | 上海诺德生物实业有限公司 | Process for extracting resveratrol from plant |
Non-Patent Citations (2)
| Title |
|---|
| 季艳艳，常新全，赵润怀，陈波.罐组式动态逆流提取技术及其在中药提取中的应用.《中国现代中药》.2006,第8卷(第12期),27-30. * |
| 苏文强,杨磊,李艳杰,朱明华,陈启凡.碱提取法从虎杖中分离白藜芦醇的研究.《林产化工通讯》.2004,第38卷(第1期),17-20. * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101811939A (en) | 2010-08-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1066055C (en) | Production method for extracting flavonoid compound extract or powder from bamboo leaf | |
| CN103478838B (en) | Honeysuckle kudzuvine root beverage and preparation method thereof | |
| CN102701914B (en) | Method for extracting hydroxytyrosol from olive leaves | |
| CN108938696A (en) | A kind of extracting method of arasaponin | |
| CN102675398B (en) | A kind of method extracting momordica grosvenori glycoside V and farnesol from Grosvenor Momordica | |
| CN110105458A (en) | The method that polysaccharide and PEARLITOL 25C are extracted in waste liquid is extracted from mogroside | |
| CN103553902A (en) | Preparation method of rice bran derived natural ferulic acid | |
| CN104306428B (en) | A method of the extraction purification gypenoside from gynostemma pentaphylla | |
| CN101811939B (en) | Process for dynamical countercurrent extraction of resveratrol in giant knotweed | |
| CN107522761B (en) | A kind of method and its hypoglycemic purposes isolating and purifying delphinidin -3-O mulberry cloth disaccharide glycosides | |
| CN102731593A (en) | Method for extracting rutin from tartary buckwheat | |
| CN105154252B (en) | A kind of ginkgo biloba p.e and its extracting method and application | |
| CN105399795B (en) | Method for extracting astragaloside from radix astragali | |
| CN104940280A (en) | Method for extracting total flavones from radix puerariae employing enzyme preparation | |
| CN102302539B (en) | Method for producing trifolium pratense L. isoflavones | |
| CN106046848A (en) | Method for extracting and purifying anthocyanin from mulberry pomace | |
| CN101759731B (en) | Extraction method of linseed gum and secoisolariciresin-ol diglucoside | |
| CN101735021B (en) | Method for separating and purifying magnolol and honokiol by HP-20 macroporous resin | |
| CN108864238A (en) | The method that arhat fruit seed oil and cupreol are extracted in slag is extracted from Siraitia grosvenorii | |
| CN108516996A (en) | The extracting method of Siraitia grosvenorii prebiotics and the method for extracting momordica glycoside V simultaneously | |
| CN106947000A (en) | A kind of preparation method of high-purity polyfructosan | |
| CN103893774A (en) | Application of beta-amylase in extraction of panax notoginseng saponins | |
| CN104721240B (en) | A kind of technique extracted from leaf of Moringa and separate Moringa flavones and Moringa saponin(e | |
| CN1739744A (en) | Production process of flavone compound powder | |
| CN102690359B (en) | A kind of method extracting starch and cucurbitacin from Fructus Momordicae tuber |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20130306 Termination date: 20140507 |