CN105153096A - Method for extracting procyanidins (OPC) from grape seeds - Google Patents
Method for extracting procyanidins (OPC) from grape seeds Download PDFInfo
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- CN105153096A CN105153096A CN201510667523.6A CN201510667523A CN105153096A CN 105153096 A CN105153096 A CN 105153096A CN 201510667523 A CN201510667523 A CN 201510667523A CN 105153096 A CN105153096 A CN 105153096A
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- 238000000034 method Methods 0.000 title claims abstract description 32
- 235000009754 Vitis X bourquina Nutrition 0.000 title abstract description 5
- 235000012333 Vitis X labruscana Nutrition 0.000 title abstract description 5
- 235000014787 Vitis vinifera Nutrition 0.000 title abstract description 5
- CWEZAWNPTYBADX-UHFFFAOYSA-N Procyanidin Natural products OC1C(OC2C(O)C(Oc3c2c(O)cc(O)c3C4C(O)C(Oc5cc(O)cc(O)c45)c6ccc(O)c(O)c6)c7ccc(O)c(O)c7)c8c(O)cc(O)cc8OC1c9ccc(O)c(O)c9 CWEZAWNPTYBADX-UHFFFAOYSA-N 0.000 title abstract description 3
- 229920002414 procyanidin Polymers 0.000 title abstract description 3
- 240000006365 Vitis vinifera Species 0.000 title 1
- 239000002994 raw material Substances 0.000 claims abstract description 22
- 241000219095 Vitis Species 0.000 claims abstract description 21
- 108090000790 Enzymes Proteins 0.000 claims abstract description 13
- 102000004190 Enzymes Human genes 0.000 claims abstract description 13
- 239000007788 liquid Substances 0.000 claims abstract description 13
- 239000007853 buffer solution Substances 0.000 claims abstract description 5
- 229920002770 condensed tannin Polymers 0.000 claims description 27
- 235000018192 pine bark supplement Nutrition 0.000 claims description 26
- 239000000243 solution Substances 0.000 claims description 21
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 18
- 235000009392 Vitis Nutrition 0.000 claims description 17
- 210000000582 semen Anatomy 0.000 claims description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 16
- 239000000843 powder Substances 0.000 claims description 16
- 229940088598 enzyme Drugs 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 11
- 108010059892 Cellulase Proteins 0.000 claims description 10
- 108010059820 Polygalacturonase Proteins 0.000 claims description 10
- 229940106157 cellulase Drugs 0.000 claims description 10
- 238000003756 stirring Methods 0.000 claims description 10
- 239000000284 extract Substances 0.000 claims description 9
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 claims description 5
- 229910000397 disodium phosphate Inorganic materials 0.000 claims description 5
- 235000019800 disodium phosphate Nutrition 0.000 claims description 5
- 238000001914 filtration Methods 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 238000009413 insulation Methods 0.000 claims description 4
- 239000001488 sodium phosphate Substances 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 2
- 235000021050 feed intake Nutrition 0.000 claims description 2
- 238000005360 mashing Methods 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 238000005303 weighing Methods 0.000 claims description 2
- 238000000605 extraction Methods 0.000 abstract description 6
- 239000002904 solvent Substances 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract description 2
- 230000008569 process Effects 0.000 abstract description 2
- 238000002360 preparation method Methods 0.000 abstract 7
- 238000002481 ethanol extraction Methods 0.000 abstract 1
- 238000009776 industrial production Methods 0.000 abstract 1
- 230000000694 effects Effects 0.000 description 5
- 235000013305 food Nutrition 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- JPFCOVZKLAXXOE-XBNSMERZSA-N (3r)-2-(3,5-dihydroxy-4-methoxyphenyl)-8-[(2r,3r,4r)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2h-chromen-4-yl]-3,4-dihydro-2h-chromene-3,5,7-triol Chemical compound C1=C(O)C(OC)=C(O)C=C1C1[C@H](O)CC(C(O)=CC(O)=C2[C@H]3C4=C(O)C=C(O)C=C4O[C@@H]([C@@H]3O)C=3C=CC(O)=CC=3)=C2O1 JPFCOVZKLAXXOE-XBNSMERZSA-N 0.000 description 1
- 206010003210 Arteriosclerosis Diseases 0.000 description 1
- 208000002177 Cataract Diseases 0.000 description 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 1
- 229940123457 Free radical scavenger Drugs 0.000 description 1
- 206010018873 Haemoconcentration Diseases 0.000 description 1
- 240000007263 Pinus koraiensis Species 0.000 description 1
- 235000011615 Pinus koraiensis Nutrition 0.000 description 1
- 229920001991 Proanthocyanidin Polymers 0.000 description 1
- ZONYXWQDUYMKFB-UHFFFAOYSA-N SJ000286395 Natural products O1C2=CC=CC=C2C(=O)CC1C1=CC=CC=C1 ZONYXWQDUYMKFB-UHFFFAOYSA-N 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229930014669 anthocyanidin Natural products 0.000 description 1
- 150000001452 anthocyanidin derivatives Chemical class 0.000 description 1
- 235000008758 anthocyanidins Nutrition 0.000 description 1
- 230000003064 anti-oxidating effect Effects 0.000 description 1
- 230000000259 anti-tumor effect 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
- 208000011775 arteriosclerosis disease Diseases 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 210000002421 cell wall Anatomy 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229960001701 chloroform Drugs 0.000 description 1
- 239000000287 crude extract Substances 0.000 description 1
- 230000007123 defense Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000002024 ethyl acetate extract Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229930003949 flavanone Natural products 0.000 description 1
- 150000002207 flavanone derivatives Chemical class 0.000 description 1
- 235000011981 flavanones Nutrition 0.000 description 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
- 229940094952 green tea extract Drugs 0.000 description 1
- 235000020688 green tea extract Nutrition 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 244000062645 predators Species 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 238000001223 reverse osmosis Methods 0.000 description 1
- 230000002000 scavenging effect Effects 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/60—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2
- C07D311/62—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2 with oxygen atoms directly attached in position 3, e.g. anthocyanidins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicines Containing Plant Substances (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Abstract
The invention provides a method for extracting procyanidins (OPC) from grape seeds. The OPC is extracted by using the grape seeds as the main raw materials and combining an enzymic preparation with a solvent. The preparation method comprises the following steps: material preparation, buffer solution preparation, enzyme liquid preparation, feeding, enzymolysis, extraction and finished product preparation. The OPC prepared by utilizing the method has good product safety and quality and small amount of the enzymic preparation and has an extraction rate 30-40% higher than that in ethanol extraction methods. The method is simple in process, is convenient to operate, has high efficiency and is suitable for industrial production.
Description
Technical field
The invention belongs to natural product processing scientific domain, particularly a kind of method extracting pycnogenols from Semen Vitis viniferae.
Background technology
Be otherwise known as pycnogenols (Procyanidins is called for short OPC) oligomeric flavanone, is a kind of new and effective antioxidant, is the most potent found so far free-radical scavengers, has very strong activity in vivo.Experiment proves, the Green Tea Extract oxidation capacity of OPC is 50 times of vitamin-E, ascorbic 20 times, and absorbs rapidly completely, and within oral 20 minutes, can reach the highest haemoconcentration, metabolic half life is for 7 hours.
Pycnogenols is kind the abundantest in nature phenolic compound, and pycnogenols produces coloured anthocyanidin because there is typical oxidation DeR under acid medium and gains the name.In all kinds of pycnogenols, dimer is the class pycnogenols that is the widest, most study that distributes.Report both at home and abroad a lot about the pharmacotoxicological effect of pycnogenols, the functions such as such as scavenging free radicals, strong anti-oxidation, antitumor and arteriosclerosis; Pycnogenols has also been used for the complication after preventing Operation of Cataract in Diabetics; In addition pycnogenols also serves vital role in plant defense predator and microbial mechanism.So act on widely in view of pycnogenols has, its extracting method also receives the very big concern of domestic and international researchist.Tradition is extracted pycnogenols and is mainly adopted the methods such as organic solvent lixiviate, ultra filtering reverse osmosis separation and resin absorption.Representative extracts pycnogenols with boiling water as US3435407 discloses from Korean pine bark, and ethyl acetate extracts crude extract at low temperatures, and trichloromethane precipitation obtains the method for product; 200510013084.3 disclose the method for the oligomeric procyanidolics in a kind of membrane ultrafiltration process purification Semen Vitis viniferae; 02144709.8 discloses a kind of method that resin method extracts Proanthocyanidins from Grape Seeds.But these method ubiquities complex process, with an organic solvent, the problem such as the low and unstable product quality of separation efficiency.
The extracting method of above-mentioned pycnogenols does not all adopt zymin, affects the extraction yield of pycnogenols.
Summary of the invention
The object of the invention is the deficiency overcoming existing extracting method, propose a kind of zymin that utilizes in conjunction with the method for solvent from extracting proanthocyanidin from grape seeds.The pycnogenols product that this method obtains can be used for the industry such as medicines and health protection and makeup.
A kind of method extracting pycnogenols from Semen Vitis viniferae of the present invention, raw material is Semen Vitis viniferae, and reagent has polygalacturonase (30000IU), cellulase (15000IU), 95% ethanol (food grade), citric acid (food grade), Sodium phosphate dibasic (food grade).
A kind of method extracting pycnogenols from Semen Vitis viniferae of the present invention, is made up of following steps:
(1) get the raw materials ready: Semen Vitis viniferae is carried out constant temperature drying under reduced pressure, pulverize after weighing, 40 orders sieve, and obtain raw material dry powder for subsequent use;
(2) buffered soln is prepared: mixed with the volume ratio of 0.2mol/L disodium phosphate soln by 1:1.5 ~ 2 by 0.1mol/L citric acid solution, then thin up 2 times, be mixed with buffered soln:
(3) prepare enzyme liquid: mixing buffered soln, polygalacturonase and cellulase, and fully stirring makes it dissolve completely, thus form uniform enzyme liquid; The consumption of buffered soln is in raw material dry powder weight (kg): the ratio calculating polygalacturonase of volume of buffer solution (L)=1:15 ~ 30 and the consumption of cellulase are that the buffered soln of every L adds 0.1 ~ 0:3g polygalacturonase and 0.1 ~ 0.3g cellulase;
(4) feed intake: in raw material dry powder weight (kg): the ratio of volume of buffer solution (L)=1:15 ~ 30, raw material dry powder is added in enzyme liquid;
(5) enzymolysis: after raw material dry powder and enzyme liquid are stirred, lucifuge insulation in the thermostat water bath of 50 ~ 55 DEG C, every 30min stirs once, enzymolysis 3-4h, generates the mixture of enzymolysis solution and residue;
(6) extract: 75 ~ 95% ethanol are added in above-mentioned enzymolysis solution and residue mixture by the method adding 75 ~ 95% ethanol of 15 ~ 30L by every kg raw material dry powder, under 60 ~ 65 DEG C of conditions, extract 2 ~ 3h, after filtration, obtain extracting solution;
(7) finished product: putting extracting solution in the baking oven of 60 ~ 70 DEG C dries to constant weight, and obtains pycnogenols.
A kind of method extracting pycnogenols from Semen Vitis viniferae of the present invention, take Semen Vitis viniferae as main raw material, adopt zymin in conjunction with solvent extraction pycnogenols, its advantage is that former blue and white plain Product Safety is good, quality is good, and former blue and white plain extraction yield comparatively alcohol extracting is followed the example of high by 30 ~ 40%, and the consumption of zymin is few, and technique is simple, easy to operate, efficiency is high, is applicable to suitability for industrialized production.The pectin substance using polygalacturonase and cellulase can destroy cell wall structure based on Mierocrystalline cellulose in plant material and iuntercellular thereof to be connected, makes extraction resistance to mass transfer reduce, makes the former blue and white plain composition of content be easy to stripping.Ethanolic soln is as the Extraction solvent of the former blue and white element of alcohol dissolubility.Citric acid phosphoric acid buffered soln plays the effect of regulator solution pH value.By the buffered soln that method of the present invention is prepared, its pH=6 after testing, can ensure the best effect of zymin effect.
Embodiment:
Specific embodiment: in order to fully disclose a kind of method extracting pycnogenols from Semen Vitis viniferae of the present invention, be illustrated below in conjunction with embodiment.
Embodiment: a kind of method extracting pycnogenols from Semen Vitis viniferae
The Semen Vitis viniferae getting collection period is raw material, and extracting method comprises the following steps:
L () puts fresh Semen Vitis viniferae dries in 65 DEG C of baking ovens, pulverizes, within 40th, sieve, obtain raw material dry powder for subsequent use with high-speed tissue mashing machine.
(2) get 0.1mol/L citric acid solution 160ml, 0.2mol/L disodium phosphate soln 320ml, mix and dilute and be settled to 1000ml, be mixed with buffered soln.
(3) get the buffered soln of 250ml, add 0.05g polygalacturonase and 0.075g cellulase, stir and make it dissolve completely, form uniform enzyme liquid.
(4) in above-mentioned enzyme liquid, add the raw material dry powder of 10g.
(5) lucifuge insulation in the thermostat water bath of 50 DEG C after stirring, every 30min stirs once, enzymolysis 3h, generates the mixture of enzymolysis solution and residue.
(6) in the mixture of enzymolysis solution and residue, add 250m195% ethanol, under 60 DEG C of conditions, extract 2h, after filtration extracting solution.
(7) putting extracting solution in the baking oven of 65 DEG C dries to constant weight, and obtains pycnogenols.
Claims (2)
1. extract a method for pycnogenols from Semen Vitis viniferae, it is characterized in that being made up of following steps:
(1) get the raw materials ready: Semen Vitis viniferae is carried out constant temperature drying under reduced pressure, pulverize after weighing, 40 orders sieve, and obtain raw material dry powder for subsequent use;
(2) buffered soln is prepared: mixed with the volume ratio of 0.2mol/L disodium phosphate soln by 1:1.5 ~ 2 by 0.1mol/L citric acid solution, then thin up 2 times, be mixed with buffered soln;
(3) prepare enzyme liquid: mixing buffered soln, polygalacturonase and cellulase, and fully stirring makes it dissolve completely, thus form uniform enzyme liquid; The consumption of buffered soln is in raw material dry powder weight (kg): the ratio calculating polygalacturonase of volume of buffer solution (L)=1:15 ~ 30 and the consumption of cellulase are that the buffered soln of every L adds 0.1 ~ 0:3g polygalacturonase and 0.1 ~ 0.3g cellulase;
(4) feed intake: in raw material dry powder weight (kg): the ratio of volume of buffer solution (L)=1:15 ~ 30, raw material dry powder is added in enzyme liquid;
(5) enzymolysis: after raw material dry powder and enzyme liquid are stirred, lucifuge insulation in the thermostat water bath of 50 ~ 55 DEG C, every 30min stirs once, enzymolysis 3-4h, generates the mixture of enzymolysis solution and residue;
(6) extract: 75 ~ 95% ethanol are added in above-mentioned enzymolysis solution and residue mixture by the method adding 75 ~ 95% ethanol of 15 ~ 30L by every kg raw material dry powder, under 60 ~ 65 DEG C of conditions, extract 2 ~ 3h, after filtration, obtain extracting solution;
(7) finished product: putting extracting solution in the baking oven of 60 ~ 70 DEG C dries to constant weight.
2. a kind of method extracting pycnogenols from Semen Vitis viniferae according to claim 1, is characterized in that by following steps group
Become:
(1) put fresh Semen Vitis viniferae to dry in 65 DEG C of baking ovens, pulverize with high-speed tissue mashing machine, 40 orders sieve, and obtain raw material dry powder for subsequent use;
(2) get 0.lmol/L citric acid solution 160ml, 0.2mol/L disodium phosphate soln 320m1, mix and dilute and be settled to 1000ml, be mixed with buffered soln;
(3) get the buffered soln of 250ml, add 0.05g polygalacturonase and 0.075g cellulase, stir and make it dissolve completely, form uniform enzyme liquid;
(4) in above-mentioned enzyme liquid, add the raw material dry powder of 10g;
(5) lucifuge insulation in the thermostat water bath of 50 DEG C after stirring, every 30min stirs once, enzymolysis 3h, generates the mixture of enzymolysis solution and residue;
(6) in the mixture of enzymolysis solution and residue, add 250m195% ethanol, under 60 DEG C of conditions, extract 2h, after filtration extracting solution;
(7) putting extracting solution in the baking oven of 65 DEG C dries to constant weight.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201510667523.6A CN105153096A (en) | 2015-10-16 | 2015-10-16 | Method for extracting procyanidins (OPC) from grape seeds |
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| CN201510667523.6A CN105153096A (en) | 2015-10-16 | 2015-10-16 | Method for extracting procyanidins (OPC) from grape seeds |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106955250A (en) * | 2017-04-17 | 2017-07-18 | 安徽工程大学 | A kind of facial mask that a kind of utilization grape vinasse prepares the method for facial mask and obtained according to the method |
| CN107556279A (en) * | 2016-07-01 | 2018-01-09 | 广州市博仕奥水产饲料科技有限公司 | The method that enzymatic isolation method extracts grape pip procyanidin |
| CN110878075A (en) * | 2019-12-06 | 2020-03-13 | 怀化学院 | Method for extracting procyanidins from grape seeds and procyanidins |
-
2015
- 2015-10-16 CN CN201510667523.6A patent/CN105153096A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107556279A (en) * | 2016-07-01 | 2018-01-09 | 广州市博仕奥水产饲料科技有限公司 | The method that enzymatic isolation method extracts grape pip procyanidin |
| CN106955250A (en) * | 2017-04-17 | 2017-07-18 | 安徽工程大学 | A kind of facial mask that a kind of utilization grape vinasse prepares the method for facial mask and obtained according to the method |
| CN106955250B (en) * | 2017-04-17 | 2020-06-23 | 安徽工程大学 | Method for preparing facial mask by using grape vinasse and facial mask obtained by method |
| CN110878075A (en) * | 2019-12-06 | 2020-03-13 | 怀化学院 | Method for extracting procyanidins from grape seeds and procyanidins |
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