CN1193995C - Method of extracting oligo proanthocyanidin of grape seed - Google Patents
Method of extracting oligo proanthocyanidin of grape seed Download PDFInfo
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- CN1193995C CN1193995C CNB031379338A CN03137933A CN1193995C CN 1193995 C CN1193995 C CN 1193995C CN B031379338 A CNB031379338 A CN B031379338A CN 03137933 A CN03137933 A CN 03137933A CN 1193995 C CN1193995 C CN 1193995C
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- vitis viniferae
- semen vitis
- proanthocyanidin
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Abstract
The present invention relates to a method of extracting oligo proanthocyanidin of grape seeds. Firstly, after the grape seeds are pulverized, sieved and degreased, grape seed slag is obtained; then, after the grape seed slag is extracted, filtered, neutralized with inorganic base, filtered, depressurized and condensed by organic solvent containing inorganic mineral acid, proanthocyanidin crude extract can be obtained; then, petroleum ether or trichloromethane is added into crude extract, and after placement, filtration and drying, refined proanthocyanidin is obtained. The oligo proanthocyanidin of which the content is larger than 60% and the yield is 2% can be rapidly and simply extracted from the grape seeds which are the leftovers of grape wine factories by the method.
Description
Technical field
The present invention relates to a kind of extracting method of Semen Vitis viniferae oligomeric procyanidolics, especially utilize this method from the tankage Semen Vitis viniferae of winery, to extract and obtain oligomeric procyanidolics
Background technology
Oligomeric procyanidolics is that a class extensively is present in botanic Polyphenols polymkeric substance, and it has the flavan-3-alcohol and the flavane-3 of different numbers, and 4-phenol is polymerized, and constituting the unit is catechin and epicatechin monomers.Oligomeric procyanidolics mainly is present in the Semen Vitis viniferae, also is present in the wine brewing process, and influences local flavor vinous and color.
Oligomeric procyanidolics also produces many useful effects to HUMAN HEALTH except that playing an important role in wine brewing process and vegetable food product.Oligomeric procyanidolics is strong natural oxidation inhibitor, can remove the activity in vivo oxyradical, and its specific activity vitamins C is strong 20 times, and is stronger 50 times than vitamin-E.They have anti-mutation, and antiviral and anti-mycotic activity has antianaphylaxis, radioprotective and improves the effect of eyesight.Because oligomeric procyanidolics has many physiological activities to human body, external more for the performance study of pycnogenols, and be widely used in food, beverage, makeup and healthcare products, play effect anti-oxidant, anticorrosion, that prolong food shelf-life and beauty treatment, delay senility.
France professor Jacques Masquelier has found the antioxidant property of pycnogenols first in nineteen fifty-one, and successfully extracts from the Korean pine skin, discovers that further the content of pycnogenols in the Semen Vitis viniferae is higher than Cortex Pini far away.
Poland Patent POL.PL169082 is solvent with acetone, adopts ultrasonic method to extract pycnogenols from Semen Vitis viniferae, uses the ethyl acetate extraction crude extract again.
English Patent 1541469 discloses a method of extracting pycnogenols with acetone, water mixed solution.
Chinese patent CN991161831 discloses with aqueous ethanolic solution and has soaked the method for extracting.
These methods extraction times is tediously long, or needs several days long-time immersion, and extraction yield is lower, and post-processing step is loaded down with trivial details, and most methods relate to the ethyl acetate extraction program, and its operating process is easy to generate emulsion, and causes productive rate to descend.
There is abundant grape resource in China, and grape resource is in the byproduct of grape wine and grape beverage, and selecting the higher Semen Vitis viniferae of procyanidin content for use is raw material, carry out fast, simple, extraction, isolating method, and be that institute of the present invention exists.
Summary of the invention
The object of the invention is, the extracting method of the Semen Vitis viniferae oligomeric procyanidolics of development, this method at first be with Semen Vitis viniferae pulverize, sieve, degreasing obtains the Semen Vitis viniferae slag, again the Semen Vitis viniferae slag can be obtained the pycnogenols crude extract behind extraction, filtration, concentrating under reduced pressure, to add sherwood oil or trichloromethane in the crude extract again, placement, filtration, drying obtain refining pycnogenols.Utilize this method fast, simply to extract from the tankage Semen Vitis viniferae of winery and obtain content greater than 60%, yield can reach 2% oligomeric procyanidolics.
The extracting method of Semen Vitis viniferae oligomeric procyanidolics of the present invention follows these steps to carry out:
A, get Semen Vitis viniferae and pulverize, cross the scalping of 10-20 order, carry out degreasing, can obtain degreasing Semen Vitis viniferae slag and 15% faint yellow raisin seed oil with sherwood oil with mechanical crushing method;
B, the organic solvent that adds the inorganic ore deposit acid contain 0.1-10% in the Semen Vitis viniferae slag of degreasing stirred extract or microwave extraction 1-4 time, extract 10-30 ℃ of temperature, extraction time is 0.5-10 hour, filtration, and wherein solid-liquid ratio is 1: 2-8;
C, multiple extraction solution merged after, under agitation with the mineral alkali neutralization, the add-on of mineral alkali is the 0.5-1 mole of inorganic ore deposit acid amount, stirs 10-60 minute, pH is 5-7, filtrate is left and taken in filtration, concentrating under reduced pressure obtains the pycnogenols crude extract;
D, with propyl carbinol or ethyl acetate organic solvent dissolution crude extract, under agitation slowly add 2-6 sherwood oil or trichloromethane doubly, placed 5-24 hour, filter, drying obtains making with extra care pycnogenols.
Used inorganic ore deposit acid is phosphoric acid among the step b, and organic solvent is water saturated ethyl acetate.
The mineral alkali that adds among the step c is calcium hydroxide or calcium oxide.
Oligomeric procyanidolics content＞60% that adopts this method to extract, yield 2-3%, the polymerization degree is about 4.
Embodiment
Embodiment 1
A, get Semen Vitis viniferae and pulverize, cross the scalping of 10-20 order, carry out degreasing, can obtain degreasing Semen Vitis viniferae slag and 15% faint yellow raisin seed oil with sherwood oil with mechanical crushing method;
B, the Semen Vitis viniferae slags of 1000 gram degreasings are added 5000 milliliters of water saturated ethyl acetate containing 8.5% phosphoric acid, stirring at normal temperature 5 hours is filtered, extracts 2 times, and 10 ℃ of extraction temperature, extraction time is 1 hour;
C, multiple extraction solution merged after, under agitation add 21 gram calcium hydroxides neutralizations, stirred 50 minutes, pH is 5, filtrate is left and taken in filtration, concentrating under reduced pressure obtains the pycnogenols crude extract;
D, usefulness ethyl acetate organic solvent dissolution crude extract, the trichloromethane that under agitation slowly adds 4 times of amounts was placed 10 hours, and filtration, drying obtain refining pycnogenols 24.6 grams, procyanidin content is 67.2%, and total phenol content is 75.7% (Bang acid mutually on duty).
Embodiment 2
A, get Semen Vitis viniferae and pulverize, cross the scalping of 10-20 order, carry out degreasing, can obtain degreasing Semen Vitis viniferae slag and 15% faint yellow raisin seed oil with sherwood oil with mechanical crushing method;
B, the Semen Vitis viniferae slags of 800 gram degreasings are added 2000 milliliters of water saturated ethyl acetate containing 1% phosphoric acid, microwave is bathed 20 ℃, vibrate 30 minutes, and filtration is extracted 3 times;
C, multiple extraction solution merged after, under agitation add 1.5 gram calcium oxide neutralizations, stirred 50 minutes, pH is 7, filtrate is left and taken in filtration, concentrating under reduced pressure obtains the pycnogenols crude extract;
D, with ethyl acetate organic solvent dissolution crude extract, under agitation slowly add the sherwood oil of 5 times of amounts, placed 5 hours, filter, drying obtains refining pycnogenols 18.1 and restrain, procyanidin content is 62.2%, total phenol content is 82.1% (Bang acid mutually on duty).
Embodiment 3
A, get Semen Vitis viniferae and pulverize, cross the scalping of 10-20 order, carry out degreasing, can obtain degreasing Semen Vitis viniferae slag and 15% faint yellow raisin seed oil with sherwood oil with mechanical crushing method;
B, the Semen Vitis viniferae slags of 1000 gram degreasings are added 5000 milliliters of water saturated ethyl acetate containing 0.1% phosphoric acid, extracts 2 times, extract 30 ℃ of temperature, extraction time is 5 hours, filtration;
C, multiple extraction solution merged after, under agitation add 0.5 gram calcium hydroxide neutralization, stirred 10 minutes, pH is 5, filtrate is left and taken in filtration, concentrating under reduced pressure obtains the pycnogenols crude extract;
D, usefulness ethyl acetate organic solvent dissolution crude extract, the trichloromethane that under agitation slowly adds 2 times of amounts was placed 5 hours, and filtration, drying obtain refining pycnogenols 19.6 grams, procyanidin content is 60.9%, and total phenol content is 67.7% (Bang acid mutually on duty).
Embodiment 4
A, get Semen Vitis viniferae and pulverize, cross the scalping of 10-20 order, carry out degreasing, can obtain degreasing Semen Vitis viniferae slag and 15% faint yellow raisin seed oil with sherwood oil with mechanical crushing method;
B, the Semen Vitis viniferae slags of 400 gram degreasings are added 2000 milliliters of water saturated ethyl acetate containing 10% phosphoric acid, microwave is bathed 30 ℃, vibrate 30 minutes, extracts filtration 4 times;
C, multiple extraction solution merged after, under agitation add 50 gram calcium oxide neutralizations, stirred 50 minutes, pH is 6, filtrate is left and taken in filtration, concentrating under reduced pressure obtains the pycnogenols crude extract;
D, usefulness ethyl acetate organic solvent dissolution crude extract, the sherwood oil that under agitation slowly adds 4 times of amounts was placed 24 hours, and filtration, drying obtain refining pycnogenols 14.6 grams, procyanidin content is 65.3%, and total phenol content is 70.9% (Bang acid mutually on duty).
Claims (2)
1, a kind of extracting method of Semen Vitis viniferae oligomeric procyanidolics is characterized in that following these steps to carrying out:
A, get Semen Vitis viniferae and pulverize, cross 10 1 20 order scalpings, carry out degreasing, can obtain degreasing Semen Vitis viniferae slag and 15% faint yellow raisin seed oil with sherwood oil with mechanical crushing method;
B, stir and extract or microwave extraction 1-4 time adding the water saturated ethyl acetate contain 0.1-10% phosphoric acid in the Semen Vitis viniferae slag of degreasing, extract 10-30 ℃ of temperature, extraction time is 0.5-10 hour, filtration, and wherein solid-liquid ratio is 1: 2-8;
C, multiple extraction solution merged after, under agitation with the mineral alkali neutralization, the add-on of mineral alkali is the 0.5-1 mole of inorganic ore deposit acid amount, stirs 10-60 minute, pH is 5-7, filtrate is left and taken in filtration, concentrating under reduced pressure obtains the pycnogenols crude extract;
D, with propyl carbinol or ethyl acetate organic solvent dissolution crude extract, under agitation slowly add 2-6 sherwood oil or trichloromethane doubly, placed 5-24 hour, filter, drying obtains making with extra care pycnogenols.
2, the extracting method of Semen Vitis viniferae oligomeric procyanidolics according to claim 1 is characterized in that the mineral alkali that adds among the step c is calcium hydroxide or calcium oxide.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB031379338A CN1193995C (en) | 2003-05-30 | 2003-05-30 | Method of extracting oligo proanthocyanidin of grape seed |
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|---|---|---|---|
| CNB031379338A CN1193995C (en) | 2003-05-30 | 2003-05-30 | Method of extracting oligo proanthocyanidin of grape seed |
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| CN1454896A CN1454896A (en) | 2003-11-12 |
| CN1193995C true CN1193995C (en) | 2005-03-23 |
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| CNB031379338A Expired - Fee Related CN1193995C (en) | 2003-05-30 | 2003-05-30 | Method of extracting oligo proanthocyanidin of grape seed |
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Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101239962B (en) * | 2007-02-07 | 2011-12-07 | 上海华珠生物科技有限公司 | Method for extracting proanthocyanidins from cranberry |
| DK2033641T3 (en) | 2007-08-01 | 2012-03-19 | Ferlux | Process for the preparation of extracts rich in proanthocyanidins |
| CN101481372B (en) * | 2008-03-24 | 2011-12-21 | 新疆康丽佳芳香产业开发有限公司 | Process for extracting and purifying tannin and procyanidine in pomegranate peel and seeds |
| CN101597273B (en) * | 2009-06-26 | 2011-12-28 | 青岛大学 | Preparation method of oligomer grape seed procyanidin |
| CN101787010B (en) * | 2010-03-16 | 2012-05-23 | 浙江大学 | Method for extracting oligo proanthocyanidin from grape seeds |
| CN101792428B (en) * | 2010-03-16 | 2012-07-11 | 浙江大学 | Drying method of grape seed proanthocyanidin extract |
| CA2800758C (en) | 2010-05-28 | 2018-04-24 | Boehringer Ingelheim International Gmbh | Method for producing an enriched extract from vitis vinifera l. leaves |
| EP2575844B1 (en) | 2010-05-28 | 2016-11-23 | Finzelberg GmbH & Co. KG | Method for producing an enriched extract from vine plants |
| CN103601713A (en) * | 2013-07-19 | 2014-02-26 | 吉林化工学院 | Extraction and detection method for oligoprocyanidins in grape seeds |
| CN104099228B (en) * | 2014-07-31 | 2016-08-31 | 上海开盛生物制品有限公司 | The preparation method of wine |
| CN107307420A (en) * | 2017-07-04 | 2017-11-03 | 浙江绍兴东灵保健食品有限公司 | A kind of grape pip extract powder production technology |
| CN109232328A (en) * | 2018-09-29 | 2019-01-18 | 广东丽臣奥威实业有限公司 | A kind of preparation method of anti-oxidant alkyl benzene sulfonate composition |
| CN113584100B (en) * | 2021-08-07 | 2023-10-20 | 威海百合生物技术股份有限公司 | Application of lyase in preparation of oligomeric proanthocyanidins and method for preparing oligomeric proanthocyanidins by steam explosion combined with lyase |
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