CN1202105C - Low temperature proanthocyanidin extracting process from grape seed - Google Patents
Low temperature proanthocyanidin extracting process from grape seed Download PDFInfo
- Publication number
- CN1202105C CN1202105C CN 02144708 CN02144708A CN1202105C CN 1202105 C CN1202105 C CN 1202105C CN 02144708 CN02144708 CN 02144708 CN 02144708 A CN02144708 A CN 02144708A CN 1202105 C CN1202105 C CN 1202105C
- Authority
- CN
- China
- Prior art keywords
- low temperature
- vitis viniferae
- semen vitis
- extraction
- pycnogenols
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title claims abstract description 18
- 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 title abstract 4
- 229920001991 Proanthocyanidin Polymers 0.000 title abstract 4
- 229940087559 grape seed Drugs 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 33
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims abstract description 28
- 241000219095 Vitis Species 0.000 claims abstract description 20
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000000605 extraction Methods 0.000 claims abstract description 16
- 239000007788 liquid Substances 0.000 claims abstract description 14
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000002904 solvent Substances 0.000 claims abstract description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000011259 mixed solution Substances 0.000 claims abstract description 5
- 239000002994 raw material Substances 0.000 claims abstract description 3
- 235000009392 Vitis Nutrition 0.000 claims description 18
- 229920002770 condensed tannin Polymers 0.000 claims description 18
- 235000018192 pine bark supplement Nutrition 0.000 claims description 16
- 210000000582 semen Anatomy 0.000 claims description 15
- 239000000243 solution Substances 0.000 claims description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 238000004062 sedimentation Methods 0.000 claims description 4
- 238000002386 leaching Methods 0.000 claims description 3
- JYVLIDXNZAXMDK-UHFFFAOYSA-N methyl propyl carbinol Natural products CCCC(C)O JYVLIDXNZAXMDK-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 7
- 241000196324 Embryophyta Species 0.000 abstract description 5
- 230000008901 benefit Effects 0.000 abstract description 4
- 239000002253 acid Substances 0.000 abstract description 3
- 238000001035 drying Methods 0.000 abstract description 2
- 239000003960 organic solvent Substances 0.000 abstract description 2
- 238000001556 precipitation Methods 0.000 abstract description 2
- 235000009754 Vitis X bourquina Nutrition 0.000 abstract 2
- 235000012333 Vitis X labruscana Nutrition 0.000 abstract 2
- 235000014787 Vitis vinifera Nutrition 0.000 abstract 2
- 230000002349 favourable effect Effects 0.000 abstract 1
- 239000000047 product Substances 0.000 description 5
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- HGVVOUNEGQIPMS-UHFFFAOYSA-N procyanidin Chemical class O1C2=CC(O)=CC(O)=C2C(O)C(O)C1(C=1C=C(O)C(O)=CC=1)OC1CC2=C(O)C=C(O)C=C2OC1C1=CC=C(O)C(O)=C1 HGVVOUNEGQIPMS-UHFFFAOYSA-N 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- XFZJEEAOWLFHDH-UHFFFAOYSA-N (2R,2'R,3R,3'R,4R)-3,3',4',5,7-Pentahydroxyflavan(48)-3,3',4',5,7-pentahydroxyflavan Natural products C=12OC(C=3C=C(O)C(O)=CC=3)C(O)CC2=C(O)C=C(O)C=1C(C1=C(O)C=C(O)C=C1O1)C(O)C1C1=CC=C(O)C(O)=C1 XFZJEEAOWLFHDH-UHFFFAOYSA-N 0.000 description 2
- 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
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- MOJZMWJRUKIQGL-FWCKPOPSSA-N Procyanidin C2 Natural products O[C@@H]1[C@@H](c2cc(O)c(O)cc2)Oc2c([C@H]3[C@H](O)[C@@H](c4cc(O)c(O)cc4)Oc4c3c(O)cc(O)c4)c(O)cc(O)c2[C@@H]1c1c(O)cc(O)c2c1O[C@@H]([C@H](O)C2)c1cc(O)c(O)cc1 MOJZMWJRUKIQGL-FWCKPOPSSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- OAABHEHWRQAHEJ-UHFFFAOYSA-N butan-1-ol;chloroform Chemical compound ClC(Cl)Cl.CCCCO OAABHEHWRQAHEJ-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- -1 flavonoid compounds Chemical class 0.000 description 2
- 229920002414 procyanidin Polymers 0.000 description 2
- 206010003210 Arteriosclerosis Diseases 0.000 description 1
- 206010007191 Capillary fragility Diseases 0.000 description 1
- 208000002177 Cataract Diseases 0.000 description 1
- 244000248349 Citrus limon Species 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- 208000002249 Diabetes Complications Diseases 0.000 description 1
- 206010012655 Diabetic complications Diseases 0.000 description 1
- 229940123457 Free radical scavenger Drugs 0.000 description 1
- 208000005016 Intestinal Neoplasms Diseases 0.000 description 1
- 206010030113 Oedema Diseases 0.000 description 1
- 206010039361 Sacroiliitis Diseases 0.000 description 1
- 208000007107 Stomach Ulcer Diseases 0.000 description 1
- 241000219094 Vitaceae Species 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 208000011775 arteriosclerosis disease Diseases 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000002481 ethanol extraction Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229930003935 flavonoid Natural products 0.000 description 1
- 235000017173 flavonoids Nutrition 0.000 description 1
- 150000007946 flavonol Chemical class 0.000 description 1
- HVQAJTFOCKOKIN-UHFFFAOYSA-N flavonol Natural products O1C2=CC=CC=C2C(=O)C(O)=C1C1=CC=CC=C1 HVQAJTFOCKOKIN-UHFFFAOYSA-N 0.000 description 1
- 235000011957 flavonols Nutrition 0.000 description 1
- 235000013376 functional food 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
- 201000005917 gastric ulcer Diseases 0.000 description 1
- 208000019622 heart disease Diseases 0.000 description 1
- 230000004217 heart function Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 201000002313 intestinal cancer Diseases 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000037394 skin elasticity Effects 0.000 description 1
- 230000029305 taxis Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 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
Landscapes
- Medicines Containing Plant Substances (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The present invention relates to the extraction of proanthocyanidin in plants, particularly to a method for extracting proanthocyanidin from grape seeds at low temperature. The grape seeds are used as raw materials; the proanthocyanidin is extracted by the mixed solution of methanol, normal butyl alcohol and hydrochloric acid; after concentrated hydrochloric acid is added, the weight concentration of the acid in the extracting liquid is from 0.1 to 0.8%; the methanol and the normal butyl alcohol in solvent are filtered and recovered; water liquid is extracted by chloroform and the normal butyl alcohol; the chloroform and the normal butyl alcohol of the solvent are recovered; the water liquid settles at low temperature; the settling temperature is from 0 to 20 DEG C, and after drying, finished products are obtained. The present invention has the following advantages of low organic solvent consumption, low cost and obvious enforcement efficiency, and after the chloroform and the normal butyl alcohol are utilized for extraction, the present invention has the advantages of high production safety, low-temperature settling, complete precipitation, high product purity, favorable yield, simple technology and easy industrialized production.
Description
Technical field
The present invention relates to the extraction of pycnogenols in the plant, pycnogenols extract at low temperature method in specifically a kind of Semen Vitis viniferae.
Background technology
Procyanidin compounds (proanthocyanidins) is the polymer of flavonoid compounds such as flavane-3,4 glycol and Flavonol, and most of plants all contain pycnogenols.But it is more with content in the plants such as Cortex Pini, Semen Vitis viniferae, lemon bark; This compounds, particularly oligomerization pycnogenols (opc) can significantly improve the anti-ageing ability of body by removing unnecessary free radical in the body, improve heart function, strengthen the ability of human body resistance reaction; Pharmacological evaluation shows: it has the strongly inhibited effect to diseases such as arteriosclerosis, stomach ulcer, intestinal cancer, cataract, diabetic complicationses; The resistance of oxidation of pycnogenols is ascorbic 200 times, and 50 times of vitamin-E are to remove the strongest natural antioxidants of free radical ability at present.The production technique of this compounds or the research of preparation process, application approach, structure and character all had crucial meaning.
Vitis (Vitis L.) plant is under the jurisdiction of Vitaceae, about 60 kinds of the whole world; Its extract pycnogenols (Proanthocyanidins) is used for preventing heart disease, sacroiliitis, early ageing, alleviates oedema, reduces capillary fragility, strengthens skin elasticity etc. as anti-oxidant, removing free radical widespread use abroad.Developed various functional food and medicine abroad, extracting method ethyl acetate method, ethanol extraction method etc., its weak point is leaching process poor stability, cost height.Domestic development and use to pycnogenols are just at the early-stage.Synthetic free-radical scavengers discovered in recent years toxic side effect, seeking oxygenant from natural product becomes a kind of trend.
Summary of the invention
The object of the present invention is to provide pycnogenols extract at low temperature method in the low Semen Vitis viniferae of a kind of cost.
For achieving the above object, the technical scheme that the present invention takes is: be raw material with the Semen Vitis viniferae, adopt methyl alcohol, propyl carbinol and hydrochloric acid mixed solution extract, methyl alcohol: propyl carbinol=1.5～3: 1, add concentrated hydrochloric acid and make that acid (weight) concentration was 0.1～0.8% (be about in every 1000ml extracting solution and add 1.5～30ml concentrated hydrochloric acid) in the extracting solution, filter, reclaim methyl alcohol in the solvent, propyl carbinol, water liquid spins with chlorine, n-butanol extraction (extraction liquid: water liquid=1: 2～1: 4), chloroform, the propyl carbinol ratio is 30: 70～40: 60, reclaims solvent chlorine and spins, propyl carbinol, the sedimentation of water liquid low temperature, settling temperature is 0～20 ℃, and the dry finished product that gets gets procyanidin content more than 95%;
Described extraction conditions is: 3～6 hours/time time, 5～25 ℃ of temperature; In the leaching process between Semen Vitis viniferae and solvent consumption be preferably 1 (g) Semen Vitis viniferae: 3～5 (ml) solvent.
The present invention has following advantage:
1. cost is low.The organic solvent usage quantity is few, and after the invention process, production cost is reduced to 600 yuan/kilogram by 1200 yuan/kilogram, and the per kilogram product can be made a profit 600 yuan, and rate of profit improves 100%, produces 1 ton of product per year, 600,000 yuan of the taxes of can making a profit, and benefit is obvious.
2. production security is good.The present invention utilizes the chloroform propyl carbinol to carry out extraction treatment, has improved the security of production process.
3. purity height and yield are good.The present invention utilizes the low temperature sedimentation, and precipitation is complete, and the pycnogenols yield is improved, constant product quality, and procyanidin content is more than 85%.
4. technology is simple, is easy to suitability for industrialized production.
Embodiment
Embodiment 1～5
Get the 1000g Semen Vitis viniferae, employing methyl alcohol, propyl carbinol, hydrochloric acid mixed solution 1000ml extract respectively three times, filter, and reclaim filtrate, and methyl alcohol and propyl carbinol are reclaimed in the extraction of chloroform propyl carbinol mixed solution, the sedimentation of water liquid low temperature, and drying gets the pycnogenols finished product; Its experiment condition and the results are shown in following table 1.
Table 1. experiment condition and result
| Sequence number | Methyl alcohol: propyl carbinol | Extracting solution acid weight concentration (%) | The extraction temperature (℃) | Extraction time | Chloroform: propyl carbinol | Settling temperature (℃) | Yield (g) | Purity (%) |
| 1 | 1.5∶1 | 0.7 | 5 | 3 | 3∶7 | 0 | 3 | 85 |
| 2 | 1.7∶1 | 0.5 | 10 | 3.5 | 3.2∶6.8 | -5 | 5.7 | 90 |
| 3 | 2∶1 | 0.3 | 15 | 4 | 3.4∶6.6 | -10 | 10 | 95 |
| 4 | 2.5∶1 | 0.2 | 20 | 5 | 3.6∶6.4 | -15 | 8.1 | 93 |
| 5 | 3∶1 | 0.1 | 25 | 6 | 4∶6 | -20 | 7.3 | 85 |
Claims (5)
1. pycnogenols extract at low temperature method in the Semen Vitis viniferae is characterized in that: be raw material with the Semen Vitis viniferae, adopt methyl alcohol, propyl carbinol and hydrochloric acid mixed solution extraction, add concentrated hydrochloric acid, make that sour weight concentration is 0.1～0.8% in the extracting solution, 3～6 hours/time extraction times, 5～25 ℃ of temperature; Filter, reclaim methyl alcohol, propyl carbinol in the solvent, water liquid with chlorine spin, n-butanol extraction, reclaim that solvent chlorine spins, propyl carbinol, the sedimentation of water liquid low temperature, settling temperature is 0～-20 ℃, dry finished product.
2. according to pycnogenols extract at low temperature method in the described Semen Vitis viniferae of claim 1, it is characterized in that: methyl alcohol in the described extracting solution: propyl carbinol=1.5～3: 1.
3. according to pycnogenols extract at low temperature method in the described Semen Vitis viniferae of claim 1, it is characterized in that: chloroform, propyl carbinol ratio are 30: 70～40: 60 in the described extraction liquid.
4. according to pycnogenols extract at low temperature method in the described Semen Vitis viniferae of claim 1, it is characterized in that: described extraction liquid consumption is an extraction liquid: water liquid=1: 2～1: 4.
5. according to pycnogenols extract at low temperature method in the described Semen Vitis viniferae of claim 1, it is characterized in that: in the described leaching process between Semen Vitis viniferae and solvent consumption be the 1g Semen Vitis viniferae: 3～5ml solvent.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02144708 CN1202105C (en) | 2002-12-06 | 2002-12-06 | Low temperature proanthocyanidin extracting process from grape seed |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02144708 CN1202105C (en) | 2002-12-06 | 2002-12-06 | Low temperature proanthocyanidin extracting process from grape seed |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1506361A CN1506361A (en) | 2004-06-23 |
| CN1202105C true CN1202105C (en) | 2005-05-18 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 02144708 Expired - Lifetime CN1202105C (en) | 2002-12-06 | 2002-12-06 | Low temperature proanthocyanidin extracting process from grape seed |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1202105C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100384832C (en) * | 2005-07-18 | 2008-04-30 | 天津大学 | Method for extracting proanthocyanidins by supercritical extraction of grape seed oil and resin adsorption |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100413857C (en) * | 2004-02-13 | 2008-08-27 | 杭州利欣生物科技有限公司 | Procyanidins oligomer and its preparing method and use |
| US9301944B2 (en) | 2008-12-30 | 2016-04-05 | Industrial Technology Research Institute | Method for treating hepatitis C |
| CN101810607B (en) * | 2009-02-25 | 2012-09-19 | 财团法人工业技术研究院 | Anti-hepatitis C plant extract composition |
| CN102323378A (en) * | 2011-08-29 | 2012-01-18 | 湖南科技大学 | Method for rapidly detecting proanthocyanidin in plant |
| CN103989748A (en) * | 2014-06-05 | 2014-08-20 | 南京瑞盈环保科技有限公司 | Method for extracting lotus seedpod procyanidins from lotus seedpod through full-low-temperature process |
| CN109232503A (en) * | 2018-11-15 | 2019-01-18 | 罗莱生活科技股份有限公司 | A kind of extracting method of Proanthocyanidins from Grape Seeds |
-
2002
- 2002-12-06 CN CN 02144708 patent/CN1202105C/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100384832C (en) * | 2005-07-18 | 2008-04-30 | 天津大学 | Method for extracting proanthocyanidins by supercritical extraction of grape seed oil and resin adsorption |
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| Publication number | Publication date |
|---|---|
| CN1506361A (en) | 2004-06-23 |
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Address after: 110016 Shenyang, Liaoning Province Cultural Road, No. 72, Shenhe Patentee after: Shenyang Zhongke Pharmaceutical Co.,Ltd. Address before: 110016 Shenyang, Liaoning Province Cultural Road, No. 72, Shenhe Patentee before: SHENYANG ZHONGKE PHARMACEUTICA |
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