CN104292366A - Method for simultaneously extracting arabinogalactan and dihydroquercetin from dahurian larch - Google Patents
Method for simultaneously extracting arabinogalactan and dihydroquercetin from dahurian larch Download PDFInfo
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- CN104292366A CN104292366A CN201410620546.7A CN201410620546A CN104292366A CN 104292366 A CN104292366 A CN 104292366A CN 201410620546 A CN201410620546 A CN 201410620546A CN 104292366 A CN104292366 A CN 104292366A
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- dihydroquercetin
- tamarack
- arabogalactan
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Abstract
The invention discloses a method for extracting arabinogalactan and dihydroquercetin from dahurian larch. The method is characterized in that dahurian larch is taken as a raw material and is subjected to supersonic extraction with an ethanol solution; solid and liquid are separated from each other through filtering, so that an extracting solution is obtained; absolute ethyl alcohol is fed into the extracting solution till polysaccharide is sufficiently settled; the polysaccharide is subjected to high-speed centrifugation; precipitation, refrigeration and drying are performed, so that dahurian larch arabinogalactan crude extract is obtained; ethyl alcohol in supernate is concreted till solid matter is obtained; the solid matter is dissolved through hot water and then is enriched through macroporous adsorption resin; elution and recrystallization are performed, so that dihydroquercetin extract is obtained. The method has the main characteristics that the raw material is not required to be dried and directly used, the energy consumption is low, by adjusting the content of ethanol in the ethanol solution for extracting, arabinogalactan and dihydroquercetin are simultaneously extracted, the production cost is low, energy consumption is reduced, the yield of products is high, the process of purification performed by the macroporous adsorption resin is pollution-free, all solvents can be recycled, and the method is convenient for industrial scale production.
Description
Art:
The present invention relates to field of natural product chemistry, particularly relate to the method simultaneously extracting arabogalactan and dihydroquercetin from tamarack.
Background technology:
Arabogalactan is that a class is long, the hemicellulose be made up of pectinose and semi-lactosi of height side chain, and its main chain is Polygalactan, and branch is arabinose side chains mainly, is connected with gala sugar chain by β-1,3 key or β-1,6 key.Content in tamarack is 10%-30%.Arabogalactan is used as vigorous mixture in food and daily chemical industry, emulsifying agent, stablizer, sweeting agent, seasonings and printing and mining industry.The unique effect of arabogalactan in difficult disease, common disease medicine and the biological activity of wide region in larchwood in recent years, without any toxic action (can be used for food in 1974 by U.S. FDA certification), can intravenously administrable, its medicine and nourishing function mainly concentrate on the Promote immunity of polysaccharide, antitumor, anti-mutation, reducing blood-fat, the aspect such as antiviral.
Dihydroquercetin is a kind of important flavanone alcohol compound that occurring in nature exists, and also known as vitamin P, has the woods source activity material of multiple important biologic activity.The content of dihydroquercetin in tamarack is about about 0.3 ~ 5.7%, dihydroquercetin is extracted from confierophyte Chamaecyparis obtusa (Sieb.et Zucc.) Endl. leaf by Japanese scholars Fukui the earliest, sterling is pale yellow powder, there is superpower resistance of oxidation, it is special to play a part in maintenance human recycle system function aspects, it is because having anticancer, reduce blood fat, protection cardiovascular and cerebrovascular, liver, visual function, and, anti-oxidant, delay senility, diminish inflammation and a series of effect such as anti-diabetic and receiving much concern.Both can be used as food antioxidant and fodder additives, and can be used as nutritious prod again, and often replaced dihydroquercetin with Quercetin in pharmaceutical industry, its effect has significant difference, so the world of dihydroquercetin and domestic market demand increase year by year.
United States Patent (USP) (US2744919A) describes and from bark, extracts dihydroquercetin with water or the slightly large alcohol of polarity or ketone, concentrating under reduced pressure solvent obtains a kind of crude extract containing tannin, carbohydrate and coloring matter, then with the extraction of the alcohol of low polarity, ketone or ether, the paste hot water after desolvation carries out crystallization purifying and obtains dihydroquercetin crude product.The medicinal extract solution obtained after this method solvent extraction contains more impurity, improve not obvious and crystallisation times is more, and carbohydrate is considered the waste that impurity causes resource at the process moderate purity of crystallization.
Canadian Patent (CA532804A) describes and from bark, extracts dihydroquercetin with hot water, cool centrifugal rear filtration, concentrate and obtain a kind of crude extract containing tannin, carbohydrate and coloring matter, then with the extraction of the alcohol of low polarity, ketone or ether, the paste hot water after desolvation carries out crystallization purifying and obtains dihydroquercetin crude product.Because this method adopts hot water extraction, so solvent recuperation cost is higher, and the arabogalactan in extracting solution is considered the waste that impurity causes resource.
Russ P (RU2184561C1) describes a kind of with the method for tamarack wood powder for raw material extraction dihydroquercetin, wood powder and organic solvent Hybrid Heating are extracted to 110 ~ 120 DEG C, cooled and filtered, concentrating under reduced pressure solvent straight 10%, regulate filtrate pH value straight 5 ~ 6,90 ~ 98 DEG C of heating make glycosides be hydrolyzed to the form of aglycon, and then crystallization obtains thick product in acid condition.Although this method improves the yield of dihydroquercetin, not through enriching and purifying, be difficult to the purity after improving crystallization, and carbohydrate water soluble component is difficult in non-polar organic solvent dissolve and propose.
Publication number a kind of method extracting dihydroquercetin from tamarack that has been the Introduction To Cn Patent of CN1844095, the method take water as extraction agent, larch in Xinanlin area containing dihydroquercetin is extracted, be that extraction agent carries out liquid-liquid extraction to the aqueous extraction liquor of gained with methyl tertiary butyl ether, gac or atlapulgite is adopted to carry out adsorption bleaching to methyl tertiary butyl ether extraction liquid, carry out removing of solvent under vacuum to methyl tertiary butyl ether extraction liquid after decolouring, the paste water after desolvation carries out crystallization purifying and obtains dihydroquercetin raw product.This method is that Extraction solvent can extract arabogalactan and dihydroquercetin simultaneously with water, but does not carry out sedimentation to arabogalactan, and cause resource to waste in a large number, and extraction solvent used is methyl tertiary butyl ether, price costly; And the decolorization of gac or atlapulgite is non-enclosed operating process, is not easy to consecutive production.
Publication number a kind of method adopting absorption method to extract dihydroquercetin from tamarack that has been the Introduction To Cn Patent of CN1858046, the method take water as extraction agent, larch in Xinanlin area containing dihydroquercetin is extracted, gac or atlapulgite is adopted to decolour to extracting solution, thereafter, be first that sorbent material adsorbs with polyamide powder to the aqueous extraction liquor of gained, desorb is carried out again with desorption solvent, gained stripping liquid carries out solvent removal under vacuum, the dihydroquercetin raw product of the white obtained or micro-yellow powder.This method is that Extraction solvent can extract arabogalactan and dihydroquercetin simultaneously with water, but sedimentation is not carried out to arabogalactan, resource is caused to waste in a large number, and in leaching process, adopt twice adsorption operations, an once decolouring enrichment, not only add the cost of sorbent material, also increase the production cycle, add extraction cost.
Publication number a kind of method preparing dihydroquercetin from larch sawdust that has been the Introduction To Cn Patent of CN101333203 and CN101333204, larch sawdust and ethanolic soln are joined in extractor and is fully uniformly mixed, both add-ons are larch sawdust 50 kilograms, 50% ethanolic soln 500 ~ 800 liters, filter after extracting, extract through second time, merging filtrate, extraction, collect organic solution, by vacuum-evaporator underpressure distillation organic phase to dry, use hot water dissolving residue at 10: 1 by weight, with activated carbon decolorizing, crystallization at 3-5 DEG C of temperature, separate out Taxifolin product, again through vacuum-drying, pulverize as finished product.This method larch sawdust used is less and uneven due to particle, causes the inconvenience of filter operation; Due to wood chip lighter weight, float on above solvent, stirring and needing in immersion process to consume a large amount of solvents, add the burden of solvent recuperation to follow-up underpressure distillation.
The method of publication number a kind of extraction and isolation dihydroquercetin from Folium Engelhardia roxburghina that has been the Introduction To Cn Patent of CN101054369, take Folium Engelhardia roxburghina as raw material, by extracting, concentrated, column chromatography, crystallization, hydrolysis, obtain a kind of needle crystal, the dihydroquercetin of off-white color.This method column chromatography used cost is high, and the production cycle is long.
The patent No. is a kind of method extracting dihydroquercetin and arabogalactan from tamarack and industrial wood waste thereof of Introduction To Cn Patent of 200710144650, with tamarack and industrial wood waste thereof for raw material, by to raw material pulverizing, soak, and water extraction and alcohol extracting respectively, extract arabogalactan and dihydroquercetin.This method two-step extraction used can obtain arabogalactan and dihydroquercetin successively, but two-step extraction solvent-oil ratio is large, and cost is high, and waste operating time and energy consumption, the production cycle is long.
In sum, the raw material of current extraction arabogalactan and dihydroquercetin is mainly tamarack, extraction solvent mostly is hot water (extract arabogalactan and dihydroquercetin) or the larger alcoholic solvent (extraction dihydroquercetin) of polarity, then obtains crude product by operations such as extractive crystallizations.This method has following defect: although it is abundant to do raw material extracting with wood powder, solvent-oil ratio is large, and residue is difficult to recycle; Arabogalactan and dihydroquercetin can not obtain by onestep extraction, not only add cost and also increase the production cycle; Without enriching and purifying, crude product purity is lower, makes crystallization operation number of times more.
Summary of the invention:
The object of the present invention is to provide the method simultaneously extracting arabogalactan and dihydroquercetin from tamarack.
In order to achieve the above object, the technical solution used in the present invention comprises: take tamarack as raw material, use ethanolic soln supersound extraction, filtration makes solid-liquid separation obtain extracting solution, dehydrated alcohol is added in extracting solution to high speed centrifugation after the abundant sedimentation of polysaccharide, pellet frozen is dry, is larch arabinogalactan crude extract; Ethanol in supernatant liquor is concentrated into dry solid substance, solid substance is dissolved rear macroporous adsorbing resin for purification by hot water, and after wash-out, recrystallization obtains dihydroquercetin extract.
Advantage of the present invention is:
1, the problem that traditional technology solvent-oil ratio is large is avoided.
2, the present invention changes traditional production technique, ethanolic soln is used to replace the hydro carbons such as traditional pure water (extraction arabogalactan) or normal hexane as Extraction solvent (extraction dihydroquercetin), extract arabogalactan and dihydroquercetin simultaneously, one step completes, easy and simple to handle, less energy consumption, arabogalactan and dihydroquercetin yield high.
3, purification with macroreticular resin dihydroquercetin medicinal extract solution processes is closed, and pollution-free, all solvents are all recyclable, is convenient to industrial scale and produces.
Embodiment:
Below the invention process is described in further detail:
Be raw material with tamarack, use ethanolic soln supersound extraction, filter and make solid-liquid separation obtain extracting solution, added by dehydrated alcohol to high speed centrifugation after the abundant sedimentation of polysaccharide in extracting solution, pellet frozen is dry, is larch arabinogalactan crude extract; Ethanol in supernatant liquor is concentrated into dry solid substance, solid substance is dissolved rear macroporous adsorbing resin for purification by hot water, and after wash-out, recrystallization obtains dihydroquercetin extract.
Below, the present invention will be further detailed by embodiment, but it is not limited to any one or similar example of these embodiments.
Embodiment 1:
The tamarack of 100.0g moisture 9.83% is pulverized, add 40% ethanolic soln 1000mL, 250W supersound extraction 60min, cold filtration, in filtrate, the concentration of dihydroquercetin is about 0.013mg/mL, adding volume fraction of ethanol in dehydrated alcohol to solution is the centrifugal 5min of 80%, 10000r/min, and pellet frozen is dry obtains arabogalactan crude extract 14.34g.Concentrating under reduced pressure supernatant liquor is extremely without alcohol taste, heating water fully dissolves, now in aqueous phase, the concentration of dihydroquercetin is about 0.055mg/mL, with the dihydroquercetin in AB-8 macroporous adsorbing resin for purification aqueous phase, and 80% ethanolic soln wash-out, reclaim ethanolic soln and obtain liquid dope 2.11g, dihydroquercetin content is 30.8%, after heating water fully dissolves, 4 DEG C of refrigeration crystallizatioies, recrystallization obtains dihydroquercetin crystal 0.638g 3 times, and dihydroquercetin content is 92.3%.
Embodiment 2:
The tamarack of 10.0g moisture 9.53% is pulverized, add 20% ethanolic soln 100mL, 450W supersound extraction 45min, cold filtration, adds 20% ethanolic soln 100mL in the feed again, 450W supersound extraction 45min, cold filtration merging filtrate, in filtrate, the concentration of dihydroquercetin is about 0.014mg/mL, and adding volume fraction of ethanol in dehydrated alcohol to solution is 70%, the centrifugal 5min of 10000r/min, pellet frozen is dry obtains arabogalactan crude extract 1.44g.Concentrating under reduced pressure supernatant liquor is extremely without alcohol taste, heating water fully dissolves, now in aqueous phase, the concentration of dihydroquercetin is about 0.057mg/mL, with the dihydroquercetin in AB-8 macroporous adsorbing resin for purification aqueous phase, and 80% ethanolic soln wash-out, reclaim ethanolic soln and obtain liquid dope 0.261g, dihydroquercetin content is 31.6%, after heating water fully dissolves, 4 DEG C of refrigeration crystallizatioies, recrystallization obtains dihydroquercetin crystal 0.070g 3 times, and dihydroquercetin content is 91.4%.
Claims (6)
1. from tamarack, extract the method for arabogalactan and dihydroquercetin simultaneously, it is characterized in that: take tamarack as raw material, use ethanolic soln supersound extraction, filtration makes solid-liquid separation obtain extracting solution, dehydrated alcohol is added in extracting solution to high speed centrifugation after the abundant sedimentation of polysaccharide, pellet frozen is dry, is larch arabinogalactan crude extract; Ethanol in supernatant liquor is concentrated into dry solid substance, solid substance is dissolved rear macroporous adsorbing resin for purification by hot water, and after wash-out, recrystallization obtains dihydroquercetin extract.
2. according to the method extracting arabogalactan and dihydroquercetin from tamarack according to claim 1 simultaneously, it is characterized in that: tamarack water ratio is less than 20%, need not through any drying process process.
3. according to the method extracting arabogalactan and dihydroquercetin from tamarack according to claim 1 simultaneously, it is characterized in that: the volume fraction of supersound extraction ethanolic soln is 10% ~ 40%.
4. according to the method extracting arabogalactan and dihydroquercetin from tamarack according to claim 1 simultaneously, it is characterized in that: supersound extraction temperature lower than 60 DEG C, ultrasonic power 250 ~ 450W, extraction time 30 ~ 60min, solid-liquid ratio 1:10 ~ 1:20g/mL, extracts 2 ~ 4 times.
5. according to the method extracting arabogalactan and dihydroquercetin from tamarack according to claim 1 simultaneously, it is characterized in that: the volume fraction of sedimentation ethanolic soln is 70% ~ 90%.
6. according to the method extracting arabogalactan and dihydroquercetin from tamarack according to claim 1 simultaneously, it is characterized in that: macroporous adsorbing resin for purification operation is closed, sample concentration 0.3 ~ 1.0mg/mL.
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Cited By (5)
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| CN107216304A (en) * | 2017-07-24 | 2017-09-29 | 江苏大学 | A kind of method of dihydroquercetin in ultrasound assisted extraction sorghum bran |
| CN107382943A (en) * | 2017-07-24 | 2017-11-24 | 江苏大学 | A kind of method of dihydroquercetin in Subcritical Water Extraction sorghum bran |
| CN108524313A (en) * | 2018-07-02 | 2018-09-14 | 吉林农业科技学院 | Dihydroquercetin skin care skin-lightening cosmetic |
| CN108976311A (en) * | 2018-08-06 | 2018-12-11 | 南京林业大学 | A method of separating the arabogalactan of different glucuronic acid base contents |
| CN113388047A (en) * | 2021-05-27 | 2021-09-14 | 大兴安岭百盛蓝莓科技开发有限公司 | Method for simultaneously extracting arabinogalactan and dihydroquercetin from larch |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107216304A (en) * | 2017-07-24 | 2017-09-29 | 江苏大学 | A kind of method of dihydroquercetin in ultrasound assisted extraction sorghum bran |
| CN107382943A (en) * | 2017-07-24 | 2017-11-24 | 江苏大学 | A kind of method of dihydroquercetin in Subcritical Water Extraction sorghum bran |
| CN107382943B (en) * | 2017-07-24 | 2020-09-25 | 江苏大学 | Method for subcritical water extraction of dihydroquercetin in sorghum bran |
| CN108524313A (en) * | 2018-07-02 | 2018-09-14 | 吉林农业科技学院 | Dihydroquercetin skin care skin-lightening cosmetic |
| CN108976311A (en) * | 2018-08-06 | 2018-12-11 | 南京林业大学 | A method of separating the arabogalactan of different glucuronic acid base contents |
| CN108976311B (en) * | 2018-08-06 | 2020-06-30 | 南京林业大学 | Method for separating arabinogalactans with different glucuronic acid group contents |
| CN113388047A (en) * | 2021-05-27 | 2021-09-14 | 大兴安岭百盛蓝莓科技开发有限公司 | Method for simultaneously extracting arabinogalactan and dihydroquercetin from larch |
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Application publication date: 20150121 |