CN106496176A - A kind of method from extracting proanthocyanidin from grape seeds - Google Patents
A kind of method from extracting proanthocyanidin from grape seeds Download PDFInfo
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- CN106496176A CN106496176A CN201610918355.8A CN201610918355A CN106496176A CN 106496176 A CN106496176 A CN 106496176A CN 201610918355 A CN201610918355 A CN 201610918355A CN 106496176 A CN106496176 A CN 106496176A
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- 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
Abstract
The invention discloses a kind of method from extracting proanthocyanidin from grape seeds, including：Pretreatment is carried out to Semen Vitis viniferae, pretreated Semen Vitis viniferae is extracted using water extraction and/or ultrasonic extraction, is obtained extracting solution；Extracting solution is filtered, filtrate is obtained；The filtrate is adsorbed using macromolecular resin, reusing ethanol carries out eluting, collects the eluent rich in procyanidin；The eluent is carried out being centrifuged, separates concentration and three-level reverse osmosis concentration, and the extractum is dried, obtain procyanidin powder.Have the advantages that high income, low cost, energy consumption are low and purity is high using the extracting method that the present invention is provided.
Description
Technical field
The present invention relates to procyanidin extractive technique field, it is more particularly related to one kind is carried from Semen Vitis viniferae
The method for taking procyanidin.
Background technology
Procyanidin Proanthocyanidins, abbreviation PC, are the class polyphenolic substances being widely present in vegetable kingdom
General name.Originally system is attributed to condensed tannin or flavanol compound, gos deep into the raising of isolation identification technology and to such material
Research and understanding.Become the big class material taken the course of its own and become procyanidin.Have antioxidation, defying age, antitumor,
Radioprotective, prevent coagulating platelets, strengthen multiple biological activities and the pharmacological action such as vasoactive.Proanthocyanidins from Grape Seeds contains
Amount is up to 5%～8%, and Semen Vitis viniferae extract is approved as health product raw material by China's Ministry of Public Health at present.The Fructus Vitis viniferae of China
Aboundresources, the leftover bits and pieces Semen Vitis viniferae monthly output 5000t after annual brew wine or so, and recent years is also in substantial increase
The cultivated area of Fructus Vitis viniferae, this provide abundant raw material for extracting the procyanidin in Semen Vitis viniferae.
Patent and document at present in terms of Semen Vitis viniferae extraction process is more, but remains the pure of procyanidin
The not high problem of degree and yield.
Content of the invention
It is an object of the invention to solving at least the above, and provide the advantage that at least will be described later.
It is a still further object of the present invention to provide a kind of extracting method of procyanidin, which is to be with fresh Semen Vitis viniferae
Raw material, is squeezed the juice to fresh Semen Vitis viniferae using juice extractor, slag charge is carried out extracting, is filtered, macromolecules adsorption and concentration
Etc. step, prepared high-purity, in high yield, the procyanidin of High color values, while the juice for obtaining of squeezing the juice can be additionally used in which
His health product, so as to the nutritional labeling in Semen Vitis viniferae has carried out rational utilization, improve the use value of Semen Vitis viniferae.
To achieve these goals, the invention provides a kind of method from extracting proanthocyanidin from grape seeds, including with
Lower step：
Step one, pretreatment is carried out to Semen Vitis viniferae, using water extraction and/or ultrasonic extraction to pretreated Semen Vitis viniferae
Extracted, obtained extracting solution；
Step 2, the extracting solution is filtered using micro-filtration membrane, ultrafilter membrane and nano filter membrane successively, obtain filtrate；
Step 3, the filtrate is adsorbed using macromolecular resin, reusing ethanol carries out eluting, collects rich in original
The eluent of anthocyanidin；
Step 4, the eluent rich in procyanidin is carried out being centrifuged, separates concentration and three-level reverse osmosis concentration,
Extractum is obtained, and the extractum is dried using lyophilization or microwave method, obtain procyanidin powder.
Semen Vitis viniferae is made up of Semen Vitis viniferae shell and Semen Vitis viniferae core, the procyanidin of rich rich in oil, Semen Vitis viniferae in Semen Vitis viniferae shell
Contain oils and fatss in core, anthocyanidin can be soluble in water, can be dissolved in ethanol again, fat and oil don't dissolve in water is dissolved in ethanol, therefore may be used
Procyanidin in Semen Vitis viniferae is extracted using water extraction, the method that can be also adopted by alcohol steep extracts the former cyanine in Semen Vitis viniferae
Element, but before extracting to Semen Vitis viniferae, generally require and Semen Vitis viniferae is crushed, and this can cause Semen Vitis viniferae Renhe Semen Vitis viniferae
Shell is sticked together, and cannot be sufficiently separated Semen Vitis viniferae shell and Semen Vitis viniferae core, in order to avoid extraction process in, with former cyanine
The extraction of element, also extracts along with the oils and fatss in Semen Vitis viniferae core, and causes procyanidin and oils and fatss to mix, unfavorable
In the process that the essence of follow-up procyanidin is carried, the present invention is combined using water as Extraction solvent using water extraction and/or ultrasound wave
Method extracts the procyanidin in Semen Vitis viniferae, it is to avoid ethanol is extracted as the excessive oils and fatss that solvent is caused, and affects
The problem of procyanidin purity, in the method for extracting anthocyanidin from Semen Vitis viniferae that therefore present invention is provided by extraction process simultaneously
And multiple times of filtration, absorption, centrifugation and reverse osmosis process is combined, it is obtained in that purity is high, the procyanidin that yield is high.
Prior art is by being dusted to extractum and to be prepared procyanidin powder, and temperature of typically dusting can reach 200
More than degree Celsius, higher temperature easily causes the decline of procyanidin colour value, high temperature and is charred and lumps, and the present invention is using low
Warm seasoning prepares powder, can reduce process loss, improves colour value and the extraction ratio of procyanidin.
Preferably, in the described method from extracting proanthocyanidin from grape seeds, using water extraction to pretreated
Semen Vitis viniferae is extracted, and Extracting temperature is 50～65 DEG C, and extraction time is 2 times.
Preferably, in the described method from extracting proanthocyanidin from grape seeds, the water extraction is included once successively
Extract and two steps of second extraction, wherein：
Once extract：Pretreated Semen Vitis viniferae is put in extraction pot, in the extraction pot, adds the first mass
Water, carries out first time extraction at a temperature of 50～60 DEG C, and extraction time is 1.5～2.0h, obtains an extracting solution；
Second extraction：The water of the second mass is added in Semen Vitis viniferae to after once extracting, is entered at a temperature of 60～65 DEG C
Row is extracted for second, and extraction time is 0.5～1.0h, obtains secondary raffinate；And
Collect an extracting solution and which is filtered, so as to obtain filtrate, and using secondary raffinate as next
Extraction solvent of batch, using the water of the second mass as next batch second extraction solvent.Disappear so as to reduce solvent
Consume and improve the organic efficiency of solvent.
Preferably, in the described method from extracting proanthocyanidin from grape seeds, the water of first mass and described
The quality sum of the water of the second mass is 8～10 with the mass ratio of the pretreated Semen Vitis viniferae:1.
Preferably, in the described method from extracting proanthocyanidin from grape seeds, the water of first mass and described
The mass ratio of the water of the second mass is 3:1～2.
Preferably, in the described method from extracting proanthocyanidin from grape seeds, using ultrasonic extraction to described
Slag charge carries out first time extraction successively, second extracts and third time is extracted, and Extraction solvent is water, and the Extraction solvent and institute
The mass ratio for stating pretreated Semen Vitis viniferae is 4～6:1：
Extract for the first time：Ultrasonic power is 400W, and ultrasonic time is 5～10min；
Extract for second：Ultrasonic power is 350W, and ultrasonic time is 10～15min；
Third time is extracted：Ultrasonic power is 300W, and ultrasonic time is 5～10min.
Preferably, in the described method from extracting proanthocyanidin from grape seeds, using water extraction and ultrasonic extraction
Pretreated Semen Vitis viniferae is extracted, extracting solution is obtained, specially：
Pretreated Semen Vitis viniferae is put in extraction pot, water is added in the extraction pot, in 30～40 DEG C of temperature
Under carry out flooding, extraction time is 20min, obtains water extract and the Semen Vitis viniferae after flooding；
Ultrasonic Treatment is carried out to the water extract and the Semen Vitis viniferae after flooding, and ultrasonic power is 340～370w,
Ultrasonic time is 5～10min, so as to obtain extracting solution.
Three kinds of extracting modes, respectively water extraction, ultrasonic extraction and water extraction and ultrasonic extraction are provided in the present invention
The method for combining, three kinds of methods have respective advantage, and wherein, the method for water extraction can reduce the input of equipment, reduce equipment
Cost；Ultrasonic extraction can shorten extraction time；The method that water extraction and ultrasound wave are combined is shortened to a certain extent only to be selected
The extraction time of water extraction simultaneously reduces the extraction time for only selecting ultrasonic extraction, in actual production process, can be according to production
The practical situation of producer selects different extracting method.
Preferably, in the described method from extracting proanthocyanidin from grape seeds, in the step 4, concentrate to separating
Separation concentrated solution afterwards carries out a three-level reverse osmosis concentration and secondary three reverse osmosis concentration successively；
Three-level reverse osmosis concentration：Separation concentrated solution is obtained primary concentration after the concentration of first-stage reverse osmosis component
Liquid and one-level transparent liquid, the one-level transparent liquid enter two-pass reverse osmosis component and be concentrated to give secondary concentration liquid and two grades transparent
Liquid, two grades of transparent liquids enter three-level reverse osmosis module and are concentrated to give three-level concentrated solution and three-level transparent liquid；
Secondary three-level reverse osmosis concentration：The primary concentration liquid, the secondary concentration liquid and the three-level concentrated solution are entered
Row mixing, and by mixed mixed liquor according to a three-level reverse osmosis concentration the step of carry out three-level reverse osmosis concentration again,
So as to obtain extractum.The centrifugal liquid after physics centrifugation is carried out separating concentration using permeable membrane, it is to avoid used in prior art
Heating evaporation is concentrated and greatly increases the problem of energy consumption；Simultaneously in reverse osmosis process the reverse osmosiss effect of three-level processing procedure
Water consume is reduced, so as to reduce production cost.
Preferably, in the described method from extracting proanthocyanidin from grape seeds, in the step one, Semen Vitis viniferae is entered
Row pretreatment includes carrying out Semen Vitis viniferae remove impurity and crushes.To remove impurity and ash in Semen Vitis viniferae.
The present invention at least includes following beneficial effect：
1st, of the present invention shorten extraction time from the method for extracting proanthocyanidin from grape seeds, and greatly improve
The purity of procyanidin, yield and colour value.
2nd, the process is simple of the method from extracting proanthocyanidin from grape seeds of the present invention, reaction condition gentle and
The consumption that alcohol solvent can be reduced and the response rate for improving alcohol solvent, greatly reduce production cost.
Part is embodied by the further advantage of the present invention, target and feature by description below, and part will also be by this
The research and practice of invention and be understood by the person skilled in the art.
Description of the drawings
Fig. 1 is the flow process of the method from extracting proanthocyanidin from grape seeds described in one of embodiment of the invention
Figure.
Specific embodiment
Below in conjunction with the accompanying drawings and embodiment the present invention is described in further detail, with make those skilled in the art join
Book word can be implemented according to this as directed.
It should be appreciated that such as " with ", "comprising" and " including " term used herein are not precluded from one or many
Other elements individual or the presence or interpolation of its combination.
Embodiment 1
First, remove impurity is carried out to Semen Vitis viniferae and is crushed, obtain 200g raw materials.
2nd, raw material is extracted using the method for water extraction, obtains extracting solution：
Raw material is put in extraction pot, the water of the first mass is added in the extraction pot, at a temperature of 50～60 DEG C
First time extraction is carried out, extraction time is 1.5～2.0h, obtains an extracting solution；
The water of the second mass is added in raw material to after once extracting, at a temperature of 60～65 DEG C carries out second leaching
Carry, extraction time is 0.5～1.0h, obtains secondary raffinate；And collect an extracting solution, and using secondary raffinate as under
An a batch of Extraction solvent, using the water of the second mass as next batch second extraction solvent；The water of the first mass and
The quality sum of the water of the second mass is 8 with the mass ratio of slag charge:1；The matter of the water of the water of the first mass and second mass
Amount is than being 3:2.
3rd, extracting solution is filtered using micro-filtration membrane, ultrafilter membrane and nano filter membrane successively, obtains filtrate.
4th, the macromolecular resin of model LX-68 is carried out soaking 36 hours using 75% ethanol；After reusing immersion
Macromolecular resin the filtrate is adsorbed, absorption flow is 2BV/h, and adsorption time is 1.0 hours；Then using ethanol
Eluting is carried out, eluting flow is 3BV/h, and elution time is 1.5 hours, collects the eluent rich in procyanidin.
5th, the eluent is placed in the centrifuge that rotating speed is 3000r/min carries out 1 centrifugation, is centrifuged
Liquid；The centrifugal liquid is carried out separating concentration using permeable membrane, obtain separation concentrated solution；
A three-level reverse osmosis concentration and secondary three reverse osmosis concentration are carried out to separation concentrated solution successively；
Three-level reverse osmosis concentration：The centrifugal liquid is obtained primary concentration after the concentration of first-stage reverse osmosis component
Liquid and one-level transparent liquid, the one-level transparent liquid enter two-pass reverse osmosis component and be concentrated to give secondary concentration liquid and two grades transparent
Liquid, two grades of transparent liquids enter three-level reverse osmosis module and are concentrated to give three-level concentrated solution and three-level transparent liquid；
Secondary three-level reverse osmosis concentration：The primary concentration liquid, the secondary concentration liquid and the three-level concentrated solution are entered
Row mixing, and mixed mixed liquor is carried out three-level reverse osmosis concentration according to primary step, so as to obtain extractum；
Extractum is dried using lyophilization, it is 99.0% to obtain purity, and extraction ratio is 90%, and quality is 15.0g's
Procyanidin powder, flow chart is with reference to Fig. 1.
Embodiment 2
First, remove impurity is carried out to Semen Vitis viniferae and is crushed, obtain 200g raw materials.
2nd, the method using ultrasonic extraction carries out first time extraction, second extraction and the 3rd successively to the slag charge
Secondary extraction, obtains extracting solution：Extraction solvent is water, and water is 4～6 with the mass ratio of raw material:1：
Extract for the first time：Ultrasonic power is 400W, and ultrasonic time is 6min；
Extract for second：Ultrasonic power is 350W, and ultrasonic time is 11min；
Third time is extracted：Ultrasonic power is 300W, and ultrasonic time is 5min.
3rd, extracting solution is filtered using micro-filtration membrane, ultrafilter membrane and nano filter membrane successively, obtains filtrate.
4th, the macromolecular resin of model LX-68 is carried out soaking 36 hours using 75% ethanol；After reusing immersion
Macromolecular resin the filtrate is adsorbed, absorption flow is 3BV/h, and adsorption time is 1.0 hours；Then using ethanol
Eluting is carried out, eluting flow is 2BV/h, and elution time is 1.5 hours, collects the eluent rich in procyanidin.
5th, the eluent is placed in the centrifuge that rotating speed is 3000r/min carries out 1 centrifugation, is centrifuged
Liquid；The centrifugal liquid is carried out separating concentration using permeable membrane, obtain separation concentrated solution；
A three-level reverse osmosis concentration and secondary three reverse osmosis concentration are carried out to separation concentrated solution successively；
Three-level reverse osmosis concentration：The centrifugal liquid is obtained primary concentration after the concentration of first-stage reverse osmosis component
Liquid and one-level transparent liquid, the one-level transparent liquid enter two-pass reverse osmosis component and be concentrated to give secondary concentration liquid and two grades transparent
Liquid, two grades of transparent liquids enter three-level reverse osmosis module and are concentrated to give three-level concentrated solution and three-level transparent liquid；
Secondary three-level reverse osmosis concentration：The primary concentration liquid, the secondary concentration liquid and the three-level concentrated solution are entered
Row mixing, and mixed mixed liquor is carried out three-level reverse osmosis concentration according to primary step, so as to obtain extractum；
Extractum is dried using lyophilization, it is 99.2% to obtain purity, and extraction ratio is 92.2%, and quality is 15.4g
Procyanidin powder, flow chart is with reference to Fig. 1.
Embodiment 3
First, remove impurity is carried out to Semen Vitis viniferae and is crushed, obtain 200g raw materials.
2nd, raw material is extracted using water extraction and ultrasonic extraction, obtains extracting solution, specially：
Raw material is put in extraction pot, water is added in the extraction pot, is carried out water extraction, during extraction at a temperature of 32 DEG C
Between for 20min, obtain water extract and the Semen Vitis viniferae after flooding；Raw material is 1 with the mass ratio of water：3～5.
Ultrasonic Treatment is carried out to the water extract and the Semen Vitis viniferae after flooding, ultrasonic power is 365w, ultrasound
Time is 7min, so as to obtain extracting solution.
3rd, extracting solution is filtered using micro-filtration membrane, ultrafilter membrane and nano filter membrane successively, obtains filtrate.
4th, the macromolecular resin of model LX-68 is carried out soaking 36 hours using 75% ethanol；After reusing immersion
Macromolecular resin the filtrate is adsorbed, absorption flow is 3BV/h, and adsorption time is 1.0 hours；Then using ethanol
Eluting is carried out, eluting flow is 2BV/h, and elution time is 1.5 hours, collects the eluent rich in procyanidin.
5th, the eluent is placed in the centrifuge that rotating speed is 3000r/min carries out 1 centrifugation, is centrifuged
Liquid；The centrifugal liquid is carried out separating concentration using permeable membrane, obtain separation concentrated solution；
A three-level reverse osmosis concentration and secondary three reverse osmosis concentration are carried out to separation concentrated solution successively；
Three-level reverse osmosis concentration：The centrifugal liquid is obtained primary concentration after the concentration of first-stage reverse osmosis component
Liquid and one-level transparent liquid, the one-level transparent liquid enter two-pass reverse osmosis component and be concentrated to give secondary concentration liquid and two grades transparent
Liquid, two grades of transparent liquids enter three-level reverse osmosis module and are concentrated to give three-level concentrated solution and three-level transparent liquid；
Secondary three-level reverse osmosis concentration：The primary concentration liquid, the secondary concentration liquid and the three-level concentrated solution are entered
Row mixing, and mixed mixed liquor is carried out three-level reverse osmosis concentration according to primary step, so as to obtain extractum；
Extractum is dried using lyophilization, it is 99.5% to obtain purity, and extraction ratio is 94%, and quality is 15.7g's
Procyanidin powder, flow chart is with reference to Fig. 1.
Although embodiment of the present invention is disclosed as above, which is not restricted in description and embodiment listed
With, it can be applied to various suitable the field of the invention completely, for those skilled in the art, can be easily
Other modification is realized, therefore under the general concept limited without departing substantially from claim and equivalency range, the present invention is not limited
In specific details and shown here as the legend with description.
Claims (9)
1. a kind of method from extracting proanthocyanidin from grape seeds, it is characterised in that comprise the following steps：
Step one, pretreatment is carried out to Semen Vitis viniferae, pretreated Semen Vitis viniferae is carried out using water extraction and/or ultrasonic extraction
Extract, obtain extracting solution；
Step 2, the extracting solution is filtered using micro-filtration membrane, ultrafilter membrane and nano filter membrane successively, obtain filtrate；
Step 3, the filtrate is adsorbed using macromolecular resin, reusing ethanol carries out eluting, collect rich in former cyanine
The eluent of element；
Step 4, the eluent rich in procyanidin is carried out being centrifuged, separates concentration and three-level reverse osmosis concentration, being obtained
Extractum, and the extractum is dried using lyophilization or microwave method, obtain procyanidin powder.
2. as claimed in claim 1 from the method for extracting proanthocyanidin from grape seeds, it is characterised in that using water extraction to pre-
Semen Vitis viniferae after process is extracted, and Extracting temperature is 50～65 DEG C, and extraction time is 2 times.
3. as claimed in claim 2 from the method for extracting proanthocyanidin from grape seeds, it is characterised in that the water extraction is successively
Including once extracting and two steps of second extraction, wherein：
Once extract：Pretreated Semen Vitis viniferae is put in extraction pot, and the water of the first mass is added in the extraction pot,
First time extraction is carried out at a temperature of 50～60 DEG C, and extraction time is 1.5～2.0h, obtains an extracting solution；
Second extraction：The water of the second mass is added in Semen Vitis viniferae to after once extracting, and the is carried out at a temperature of 60～65 DEG C
Secondary extraction, extraction time are 0.5～1.0h, obtain secondary raffinate；And
Collect an extracting solution and which is filtered, so as to obtain filtrate, and using secondary raffinate as next batch
An Extraction solvent, using the water of the second mass as next batch second extraction solvent.
4. as claimed in claim 3 from the method for extracting proanthocyanidin from grape seeds, it is characterised in that first mass
The quality sum of the water of water and second mass is 8～10 with the mass ratio of the pretreated Semen Vitis viniferae:1.
5. as claimed in claim 3 from the method for extracting proanthocyanidin from grape seeds, it is characterised in that first mass
The mass ratio of the water of water and second mass is 3:1～2.
6. as claimed in claim 1 from the method for extracting proanthocyanidin from grape seeds, it is characterised in that adopt ultrasonic extraction
Method carries out first time extraction successively, second extracts and third time is extracted to pretreated Semen Vitis viniferae, and Extraction solvent is water, and
The Extraction solvent is 4～6 with the mass ratio of the pretreated Semen Vitis viniferae:1：
Extract for the first time：Ultrasonic power is 400W, and ultrasonic time is 5～10min；
Extract for second：Ultrasonic power is 350W, and ultrasonic time is 10～15min；
Third time is extracted：Ultrasonic power is 300W, and ultrasonic time is 5～10min.
7. as claimed in claim 1 from the method for extracting proanthocyanidin from grape seeds, it is characterised in that using water extraction and ultrasound
Ripple extraction method is extracted to pretreated Semen Vitis viniferae, obtains extracting solution, specially：
Pretreated Semen Vitis viniferae is put in extraction pot, water is added in the extraction pot, is entered at a temperature of 30～40 DEG C
Water-filling is extracted, and extraction time is 20min, obtains water extract and the Semen Vitis viniferae after flooding；
Ultrasonic Treatment is carried out to the water extract and the Semen Vitis viniferae after flooding, and ultrasonic power is 340～370w, ultrasonic
Time is 5～10min, so as to obtain extracting solution.
8. as claimed in claim 1 from the method for extracting proanthocyanidin from grape seeds, it is characterised in that in the step 4,
A three-level reverse osmosis concentration and secondary three reverse osmosis concentration are carried out successively to separating the separation concentrated solution after concentrating；
Three-level reverse osmosis concentration：The separation concentrated solution is obtained primary concentration after the concentration of first-stage reverse osmosis component
Liquid and one-level transparent liquid, the one-level transparent liquid enter two-pass reverse osmosis component and be concentrated to give secondary concentration liquid and two grades transparent
Liquid, two grades of transparent liquids enter three-level reverse osmosis module and are concentrated to give three-level concentrated solution and three-level transparent liquid；
Secondary three-level reverse osmosis concentration：The primary concentration liquid, the secondary concentration liquid and the three-level concentrated solution are mixed
Close, and by mixed mixed liquor according to carrying out three-level reverse osmosis concentration the step of a three-level reverse osmosis concentration again, so as to
Obtain extractum.
9. as claimed in claim 1 from the method for extracting proanthocyanidin from grape seeds, it is characterised in that in the step one,
Carrying out pretreatment to Semen Vitis viniferae includes carrying out Semen Vitis viniferae remove impurity and crushes.
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| CN107556282A (en) * | 2017-10-19 | 2018-01-09 | 阜康市天鼎生物科技有限公司 | A kind of overcritical method from extracting proanthocyanidin from grape seeds |
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| CN113559547A (en) * | 2021-07-31 | 2021-10-29 | 山海间(山东省)智慧农业有限公司 | Cranberry procyanidins extraction element |
| WO2022144762A1 (en) * | 2020-12-30 | 2022-07-07 | Distillerie Bonollo Umberto - S.P.A. – Con Sigla “U.B. S.P.A.” | Grape seed extract preparation process and extracts thus obtained |
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| CN107298668B (en) * | 2017-06-26 | 2023-10-20 | 浙江海洋大学 | Extraction equipment and extraction method for extracting flavonoids in grape seeds |
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