CN1613854A - Extraction of oligomeric anthocyanin from pine bark - Google Patents
Extraction of oligomeric anthocyanin from pine bark Download PDFInfo
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- CN1613854A CN1613854A CN 200410054008 CN200410054008A CN1613854A CN 1613854 A CN1613854 A CN 1613854A CN 200410054008 CN200410054008 CN 200410054008 CN 200410054008 A CN200410054008 A CN 200410054008A CN 1613854 A CN1613854 A CN 1613854A
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Abstract
Extraction of oligomeric protocyanidin from pine barks is carried out by: extracting it from raw pine bark powders with a polar organic solvent at first to obtain extracting liquid containing it richly, adding anti-solvent to deposit it out, and separating solid from liquid to obtain deposited products. Petroleum ether or sulfuric ether is used as solution to remove grease and as anti-solvent. Ethyl acetate or ethanol is used as extracting solution. It is simple, saves energy, and has neither pollution nor much investment. Its products can be used in food, cosmetics or medicines as anti-oxidizing agent.
Description
Technical field
The present invention relates to a kind of method of from Cortex Pini, extracting Procyanidcic Oligomers, obtain Procyanidcic Oligomers (OPC) product, belong to field of natural product extraction by in extraction liquid, adding the direct precipitation of anti-solvent.
Background technology
Procyanidcic Oligomers (OPC) is a kind of polyphenolic compound, is polymerized by catechin, l-Epicatechol.Owing to have electron rich hydroxyl sites in the molecule of this class material, make it to have strong resistance of oxidation, remove the free radical ability and the effect of the special improvement of microcirculation in human body, according to document announcement, OPC resistance of oxidation in vivo is 50 times of vitamin-E, ascorbic 20 times, be widely used at aspects such as food, makeup, medicine.Oligomeric procyanidolics extensively is present in the natural phant, in grape, sea-buckthorn, apple, Chinese sorghum, leguminous plants, Cortex Pini etc.Wherein higher with content in Semen Vitis viniferae and the Cortex Pini.China's Forest Resources is abundant, has wide pine tree woods, and when with the Cortex Pini being raw material extraction OPC, raw material sources are very abundant, low price, have huge development prospect.Extracting Procyanidcic Oligomers mostly adopts water to carry-organic solvent extraction-solid-liquid separation process at present, " a kind of method of separation and Extraction Cortex Pini Procyanidcic Oligomers " disclosed as Chinese invention patent (03117429.9), elder generation's water extracts water soluble component from Cortex Pini, carry out extracting and separating with ethyl acetate again, reclaim ethyl acetate solvent by underpressure distillation at last, obtain the pycnogenols oligomer, this method is because of having adopted the underpressure distillation operation, energy expenditure is big, is restricted on actual industrial production.United States Patent (USP) (US 3436407) has reported with the Cortex Pini to be raw material, earlier obtain crude extract with boiling water extraction, obtain acetic acid ethyl acetate extract with the ethyl acetate extraction crude extract again, produce precipitation, filter and obtain the Procyanidcic Oligomers product to wherein adding trichloromethane.This method energy expenditure is lower, is fit to industrial production, but owing to used the bigger organic solvent trichloromethane of toxicity, has brought problem of environmental pollution.
Summary of the invention
The objective of the invention is at above-mentioned the deficiencies in the prior art, a kind of method of extracting Procyanidcic Oligomers from Cortex Pini is provided, technology is simple, with low cost, energy-conserving and environment-protective, is suitable for suitability for industrialized production.
For realizing such purpose, the present invention at first extracts OPC with polar organic solvent from the raw material powder with the fat-soluble solvent skimming treatment, obtain being rich in the extraction liquid of OPC, in extraction liquid, add a kind of anti-solvent then, according to anti-solvent deposition principle OPC is precipitated out, obtains precipitating product OPC by simple filtration again.
Method of the present invention is specific as follows:
(1) solvent extraction: the Cortex Pini raw material powder is put into the constant temperature extractor, add fat-soluble organic solvent and carry out skimming treatment, the weight ratio of raw material powder and fat-soluble organic solvent is 1: 3, degreasing number of times 2-3 time, each 1 hour, temperature 40-70 ℃.With the raw material powder after the polar organic solvent extraction degreasing, the weight ratio of raw material powder and polar organic solvent is 1: 3 then, and extraction times 2-3 time each 1 hour, temperature 50-70 ℃, obtains being rich in the extraction liquid of OPC.
(2) anti-solvent deposition: add anti-solvent and precipitate in extraction liquid, the weight ratio of extraction liquid and anti-solvent is 1: 0.3-1: 1, and precipitation temperature is made as-10-40 ℃.Obtain the OPC product by simple filtration at last.
The particle diameter of the Cortex Pini raw material powder that adopts among the present invention is 60～150 orders.
The used fat-soluble organic solvent of skimming treatment of the present invention can adopt sherwood oil or ether.
The present invention extracts preferred ethyl acetate of used polar organic solvent or ethanol.
The present invention precipitates the fat-soluble organic solvent after the preferred degreasing of used anti-solvent is reclaimed.
Technology of the present invention is simple, energy-saving and environmental protection, need not invest than large equipment, is very suitable for suitability for industrialized production.Resulting Procyanidcic Oligomers product can be used for aspects such as food antioxidant, makeup, protective foods, medicine.
Embodiment
Below by specific embodiment technical scheme of the present invention and the effect that reaches thereof are further described.
Embodiment 1:
Take by weighing 100 grams, 60 purpose Cortex Pini powder and put into the constant temperature extractor, add 300 gram sherwood oils and carry out skimming treatment, skimming temp is controlled at 40 ℃, 1 hour after-filtration of degreasing, the filter residue that obtains is put into the constant temperature extractor as raw material powder, part by weight by raw material powder and sherwood oil adds sherwood oil at 1: 3 again, and the repetition said process carries out the skimming treatment second time, obtains the raw material powder after the degreasing.Adopt the raw material powder after ethyl acetate extracts degreasing then, part by weight by raw material powder and solvent acetic acid second fat feeds intake at 1: 3, after 50 ℃ extract 1 hour down, filtration obtains ethyl acetate extraction liquid and filter residue, again with this filter residue as raw material powder, add ethyl acetate and repeat the single extraction process.Filtrate after twice extraction is merged, obtain being rich in the ethyl acetate extraction liquid of OPC.
Adding sherwood oil in above-mentioned ethyl acetate extraction liquid precipitates, feed intake at 1: 0.3 by extraction liquid and anti-solvent sherwood oil part by weight, precipitation temperature is made as-10 ℃, obtains light red or light brown red product by filtration, drying at last, OPC content reaches 90%, yield about 54%.
Embodiment 2:
Take by weighing 100 grams, 150 purpose Cortex Pini powder and put into the constant temperature extractor, add 300 gram sherwood oils and carry out skimming treatment, skimming temp is controlled at 70 ℃, 1 hour after-filtration of degreasing, the filter residue that obtains is put into the constant temperature extractor as raw material powder, and the part by weight by raw material powder and sherwood oil adds sherwood oil at 1: 3 again, repeats said process and carries out the skimming treatment second time, skimming treatment amounts to 3 times in a manner described, obtains the raw material powder after the degreasing.Adopt the raw material powder after ethyl acetate extracts degreasing then, part by weight by raw material powder and solvent acetic acid second fat feeds intake at 1: 3, after 70 ℃ extract 1 hour down, filtration obtains ethyl acetate extraction liquid and filter residue, again with this filter residue as raw material powder, add ethyl acetate and repeat above-mentioned extraction process, by the total coextraction of mode like this 3 times.Filtrate after 3 extractions is merged, obtain being rich in the ethyl acetate extraction liquid of OPC.
Adding sherwood oil in above-mentioned ethyl acetate extraction liquid precipitates, feed intake at 1: 1 by extraction liquid and anti-solvent sherwood oil part by weight, precipitation temperature is made as 40 ℃, obtains light red or light brown red product by filtration, drying at last, OPC content reaches 78%, yield about 34%.
Embodiment 3:
Take by weighing 100 grams, 100 purpose Cortex Pini powder and put into the constant temperature extractor, add 300 gram sherwood oils and carry out skimming treatment, skimming temp is controlled at 60 ℃, 1 hour after-filtration of degreasing, the filter residue that obtains is put into the constant temperature extractor as raw material powder, part by weight by raw material powder and sherwood oil adds sherwood oil at 1: 3 again, and the repetition said process carries out the skimming treatment second time, obtains the raw material powder after the degreasing.Adopt the raw material powder after ethyl acetate extracts degreasing then, part by weight by raw material powder and solvent acetic acid second fat feeds intake at 1: 3, after 60 ℃ extract 1 hour down, filtration obtains ethyl acetate extraction liquid and filter residue, again with this filter residue as raw material powder, add ethyl acetate and repeat above-mentioned extraction process, by the total coextraction of mode like this 3 times.Filtrate after 3 extractions is merged, obtain being rich in the ethyl acetate extraction liquid of OPC.
Adding sherwood oil in above-mentioned ethyl acetate extraction liquid precipitates, feed intake at 1: 1 by extraction liquid and anti-solvent sherwood oil part by weight, precipitation temperature is made as 20 ℃, obtains light red or light brown red product by filtration, drying at last, OPC content reaches 68%, yield about 64%.
Embodiment 4:
Take by weighing 100 grams, 100 purpose Cortex Pini powder and put into the constant temperature extractor, add 300 gram ether and carry out skimming treatment, skimming temp is controlled at 60 ℃, 1 hour after-filtration of degreasing, the filter residue that obtains is put into the constant temperature extractor as raw material powder, part by weight by raw material powder and ether adds ether at 1: 3 again, and the repetition said process carries out the skimming treatment second time, obtains the raw material powder after the degreasing.Adopt the raw material powder after ethyl acetate extracts degreasing then, part by weight by raw material powder and solvent acetic acid second fat feeds intake at 1: 3, after 60 ℃ extract 1 hour down, filtration obtains ethyl acetate extraction liquid and filter residue, again with this filter residue as raw material powder, add ethyl acetate and repeat above-mentioned extraction process, by the total coextraction of mode like this 3 times.Filtrate after 3 extractions is merged, obtain being rich in the ethyl acetate extraction liquid of OPC.
Adding ether in above-mentioned ethyl acetate extraction liquid precipitates, feed intake at 1: 1 by extraction liquid and anti-solvent ether part by weight, precipitation temperature is made as 20 ℃, obtains light red or light brown red product by filtration, drying at last, OPC content reaches 69%, yield about 63%.
Claims (4)
1, a kind of method of extracting Procyanidcic Oligomers from Cortex Pini is characterized in that comprising the steps:
(1) solvent extraction: the Cortex Pini raw material powder is put into the constant temperature extractor, add fat-soluble organic solvent and carry out skimming treatment, the weight ratio of raw material powder and fat-soluble organic solvent is 1: 3, degreasing number of times 2-3 time, each 1 hour, temperature 40-70 ℃, with the raw material powder after the polar organic solvent extraction degreasing, the weight ratio of raw material powder and polar organic solvent is 1: 3 then, extraction times 2-3 time, each 1 hour, temperature 50-70 ℃, obtain being rich in the extraction liquid of Procyanidcic Oligomers;
(2) anti-solvent deposition: add anti-solvent and precipitate in extraction liquid, the weight ratio of extraction liquid and anti-solvent is 1: 0.3-1: 1, and precipitation temperature-10-40 ℃, filter at last and obtain the Procyanidcic Oligomers product.
2, the method for extracting Procyanidcic Oligomers from Cortex Pini as claimed in claim 1 is characterized in that described fat-soluble organic solvent is sherwood oil or ether.
3, the method for extracting Procyanidcic Oligomers from Cortex Pini as claimed in claim 1 is characterized in that described polar organic solvent is ethyl acetate or ethanol.
4, the method for extracting Procyanidcic Oligomers from Cortex Pini as claimed in claim 1 is characterized in that the fat-soluble organic solvent after described anti-solvent is selected the degreasing recovery for use.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410054008 CN1613854A (en) | 2004-08-26 | 2004-08-26 | Extraction of oligomeric anthocyanin from pine bark |
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| CN 200410054008 CN1613854A (en) | 2004-08-26 | 2004-08-26 | Extraction of oligomeric anthocyanin from pine bark |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1923830B (en) * | 2005-09-01 | 2010-11-03 | 浙江瑞康生物技术有限公司 | Preparation process of pine bark proanthocyanidin |
| CN104661667A (en) * | 2012-08-14 | 2015-05-27 | 克劳斯·诺伊费尔德 | Additive for animal food or drinking water for ruminants |
| CN109601734A (en) * | 2018-12-28 | 2019-04-12 | 北京中农弘科生物技术有限公司 | Feed addictive containing procyanidine and dietary fiber and preparation method thereof and nonreactive pig starter feed product |
| CN115466240A (en) * | 2022-10-20 | 2022-12-13 | 吉林化工学院 | Method for extracting anthocyanin from blueberries |
-
2004
- 2004-08-26 CN CN 200410054008 patent/CN1613854A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1923830B (en) * | 2005-09-01 | 2010-11-03 | 浙江瑞康生物技术有限公司 | Preparation process of pine bark proanthocyanidin |
| CN104661667A (en) * | 2012-08-14 | 2015-05-27 | 克劳斯·诺伊费尔德 | Additive for animal food or drinking water for ruminants |
| CN104661667B (en) * | 2012-08-14 | 2023-10-13 | 克劳斯·诺伊费尔德 | Animal feed additive or drinking water additive for ruminants |
| CN109601734A (en) * | 2018-12-28 | 2019-04-12 | 北京中农弘科生物技术有限公司 | Feed addictive containing procyanidine and dietary fiber and preparation method thereof and nonreactive pig starter feed product |
| CN115466240A (en) * | 2022-10-20 | 2022-12-13 | 吉林化工学院 | Method for extracting anthocyanin from blueberries |
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