CN1137115C - Process for extracting flavone from pomelo peel - Google Patents
Process for extracting flavone from pomelo peel Download PDFInfo
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- CN1137115C CN1137115C CNB01129972XA CN01129972A CN1137115C CN 1137115 C CN1137115 C CN 1137115C CN B01129972X A CNB01129972X A CN B01129972XA CN 01129972 A CN01129972 A CN 01129972A CN 1137115 C CN1137115 C CN 1137115C
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- flavone
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Abstract
The present invention discloses a method for extracting flavone from the peel of rue family plant pomelo kinds or orange kinds. After pomelo peel or orange peel are pulped, flavone can be extracted by hot water; after the condensation is carried out, impurities, such as pectin, etc., can be removed by ethanol, and the flavone can be selected; an aqueous phase is converted as a medium, the flavone can be dissolved by alkali liquor, and the impurities can be removed; coarse flavone can be obtained by acid deposition, and then, dissolved by ethanol and recrystallized by cold water; finally, the flavone can be obtained by 80 DEG C of vacuum drying to constant weight. According to the characteristic that flavone is easy to dissolve in alcohol, hot water and alkali liquor, and is slightly dissolved in cold water, the present invention can directly extract by water, and can save a large amount of alcohol. The present invention is easy to operate, and avoids alkali extraction. In the process of condensation, alkali and high temperature are damaged to flavone parent nucleus. The present invention adopts an ethanol-water recrystallization method, on the basis of enhancing purity, the yield can be largely enhanced. Raw material adopted by the present invention is the pericarp of rue family plant pomelo kinds or orange kinds, particularly the pericarp of fruit of golden pomelos of a mei state, sweet pomelos, flat hill pomelos, navel oranges, blood oranges, etc. The extractive flavone is flavanone which mainly comprises naringin, hesperidin and neohesperidin. In the process of extraction, the damage to the flavone is less, and required equipment is simple. The present invention is suitable for mass production.
Description
The present invention relates to a kind of method of extracting flavones, particularly a kind of method of from Citrus paradisi Macfadyen class or orange class pericarp, extracting flavones.
In recent years, cardiovascular and cerebrovascular the patient rise year by year, and cardiovascular and cerebrovascular disease have become the No.1 killer who threatens human health.Flavones has curative effect preferably for cardiovascular and cerebrovascular diseases, and it is the effective component of many Chinese medicinal materialss, and therefore, flavones has become the important source material (as Chinese medicine Maitong etc.) of many treatment cardiovascular and cerebrovascular medicines, has vast market prospect.Through patent retrieval, find to have from beans, persimmon, thornbuss, the leaf of bamboo, ginkgo, Radix Glycyrrhizae, sea-buckthorn etc. and extract flavones.Generally be with ethanol-extracted or alkaline extraction, Acid precipitation, Silon or macroporous resin purification of flavone, only suitable prepared in laboratory application, and be mingled with impurity such as a small amount of small molecules polymeric amide or resin in the pure product of gained flavones, there are problems such as extraction cost height, technical process length, equipment requirements height.
Purpose of the present invention just provides a kind of method of extracting flavones from Citrus paradisi Macfadyen class or orange class pericarp.
The present invention can realize in the following manner: 1. shell shaddock or orange pericarp, pericarp fragmentation, making beating; 2. the pericarp slurry is added 3 times of water gagings and boiled 25～35 minutes, filtered while hot, filter residue adds 2 times of water gagings and boiled 55～65 minutes, filters, merging filtrate, filtrate is concentrated into thick pulpous state with slow fire, after the cooling, add concentration 95% ethanol, stir repeatedly, make it contain the alcohol amount and reach 70～80%; 3. filter, filtrate is concentrated into muddy with slow fire, uses concentration 95% ethanol sedimentation impurity again, filters, and behind the concentrated filtrate, adds 3～5 times of amount distilled water, stirs evenly heated and boiled; 4. after the cooling, with the less impurity of petroleum ether extraction polarity, the liquid heat after the extraction is to boiling, and after the liquid cooling, transferring pH value with concentration 20% sodium hydroxide is 10～11; 5. vacuum filtration, it is 1.5～4 that filtrate is transferred pH value with the hydrochloric acid of concentration 3mol/L, leaves standstill 11～13 hours, separates out precipitation, vacuum filtration, with distilled water flushing 3 times, crude flavonoid powder; 6. crude flavonoid powder is dissolved in dehydrated alcohol, filters, 80 ℃ of water-baths of filtrate are waved except that ethanol, get the reddish-brown paste, add 3～10% distilled water recrystallizations, suction filtration, and 80 ℃ of vacuum-dryings of crystallisate get pure flavones to constant weight.
The present invention is soluble in ethanol, hot water and alkali lye according to flavones, and is slightly soluble in the characteristic of cold water, directly uses water extraction, saves a large amount of ethanol, and is easy to operate; Avoid alkaline extraction, in the concentration process, alkali, high temperature are to the destruction of flavones parent nucleus; Adopt ethanol one water recrystallization method, on the basis of improving purity, increase substantially productive rate.Raw material of the present invention is the pericarp of Citrus paradisi Macfadyen class or orange class fruit, especially the pericarp of fruits such as Meizhou gold shaddock, close shaddock, Pingshan pomelo and navel orange, blood orange, the flavones that is extracted is a flavanone, based on naringin, hesperidine, neohesperidin, in the process of extracting, flavones is destroyed less, and required equipment is simple, is fit to scale production.
Below in conjunction with embodiment, the invention will be further described.
Embodiment one
Stripping Meizhou gold shaddock pericarp 1Kg, golden shaddock is young fruit preferably, pericarp with crusher in crushing, break into pulpous state; The pericarp slurry was added the 3Kg water boil 25 minutes, filtered while hot, filter residue added the 2Kg water boil 55 minutes, filters, merging filtrate, filtrate is concentrated into thick pulpous state with slow fire, after the cooling, adds concentration 95% ethanol, makes it contain the alcohol amount and reaches 70%, impurity such as precipitated pectin; Filter with filter cloth, filtrate is concentrated into muddy with slow fire, reclaims ethanol with condenser, uses concentration 95% ethanol sedimentation impurity once more, filters, and behind the concentrated filtrate, adds 3Kg distilled water, stirs, and heated and boiled boils off the ethanol that remains in wherein; After the cooling, with the less impurity of petroleum ether extraction polarity, the liquid heat after the extraction is to boiling, and residual sherwood oil volatilizees, after treating liquid cooling, transferring pH value with concentration 20% sodium hydroxide is 10, and vacuum filtration is removed insoluble impurity, is that to transfer pH value be 1.5 for the hydrochloric acid of 3mol/L with filtrate with concentration, the liquid that mixes up pH value was left standstill 11 hours, and promptly adularescent or light yellow crystal are separated out, and are crude flavonoid powder; Vacuum filtration, and with distilled water flushing 3 times, crude flavonoid powder; Crude flavonoid powder is dissolved in dehydrated alcohol, and the filtering insolubles with 80 ℃ of water-baths of filtrate, is flung to ethanol, gets the reddish-brown paste, adds 30Kg distilled water recrystallization, and suction filtration gets faint yellow flavones, and 80 ℃ of vacuum-dryings of gained flavones to constant weight, are promptly got pure flavones.After if filtrate is left standstill, still have precipitation to separate out, then repeat last two steps.
Embodiment two
Stripping navel orange pericarp 1Kg, navel orange is young fruit preferably, pericarp with crusher in crushing, break into pulpous state; The pericarp slurry was added the 3Kg water boil 35 minutes, filtered while hot, filter residue added the 2Kg water boil 65 minutes, filters, merging filtrate, filtrate is concentrated into thick pulpous state with slow fire, after the cooling, adds concentration 95% ethanol, makes it contain the alcohol amount and reaches 80%, impurity such as precipitated pectin; Filter with filter cloth, filtrate is concentrated into muddy with slow fire, reclaims ethanol with condenser, uses concentration 95% ethanol sedimentation impurity once more, filters, and behind the concentrated filtrate, adds 5Kg distilled water, stirs, and heated and boiled boils off the ethanol that remains in wherein; After the cooling, with the less impurity of petroleum ether extraction polarity, the liquid heat after the extraction is to boiling, and residual sherwood oil volatilizees, after treating liquid cooling, transferring pH value with concentration 20% sodium hydroxide is 11, and vacuum filtration is removed insoluble impurity, it is 4 that filtrate is transferred pH value with the H hydrochloric acid of concentration 3mol/L, the liquid that mixes up pH value was left standstill 13 hours, and promptly the adularescent crystal is separated out, and is crude flavonoid powder; Vacuum filtration, and with pure water rinsing 3 times, crude flavonoid powder; Crude flavonoid powder is dissolved in dehydrated alcohol, and the filtering insolubles with 80 ℃ of water-baths of filtrate, is flung to ethanol, adds 100g distilled water recrystallization, and suction filtration gets the pale flavones, and 80 ℃ of vacuum-dryings of gained flavones to constant weight, are promptly got pure flavones.After if filtrate is left standstill, still have precipitation to separate out, then repeat last two steps.
Claims (1)
1. method of extracting flavones from shaddock ped is characterized in that:
1. shell shaddock or orange pericarp, pericarp fragmentation, making beating;
2. the pericarp slurry is added 3 times of water gagings and boiled 25～35 minutes, filtered while hot, filter residue adds 2 times of water gagings and boiled 55～65 minutes, filters, merging filtrate, filtrate is concentrated into thick pulpous state with slow fire, after the cooling, add concentration 95% ethanol, stir repeatedly, make it contain the alcohol amount and reach 70～80%;
3. filter, filtrate is concentrated into muddy with slow fire, uses concentration 95% ethanol sedimentation impurity again, filters, and behind the concentrated filtrate, adds 3～5 times of amount distilled water, stirs evenly heated and boiled;
4. after the cooling, with the less impurity of petroleum ether extraction polarity, the liquid heat after the extraction is to boiling, and after the liquid cooling, transferring pH value with concentration 20% sodium hydroxide is 10～11;
5. vacuum filtration, it is 1.5～4 that filtrate is transferred pH value with the hydrochloric acid of concentration 3mol/L, leaves standstill 11～13 hours, separates out precipitation, vacuum filtration, with distilled water flushing 3 times, crude flavonoid powder;
6. crude flavonoid powder is dissolved in dehydrated alcohol, filters, 80 ℃ of water-baths of filtrate are waved except that ethanol, get the reddish-brown paste, add 3～10% distilled water recrystallizations, suction filtration, and 80 ℃ of vacuum-dryings of crystallisate get pure flavones to constant weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB01129972XA CN1137115C (en) | 2001-11-24 | 2001-11-24 | Process for extracting flavone from pomelo peel |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB01129972XA CN1137115C (en) | 2001-11-24 | 2001-11-24 | Process for extracting flavone from pomelo peel |
Publications (2)
| Publication Number | Publication Date |
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| CN1356327A CN1356327A (en) | 2002-07-03 |
| CN1137115C true CN1137115C (en) | 2004-02-04 |
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| Application Number | Title | Priority Date | Filing Date |
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| CNB01129972XA Expired - Fee Related CN1137115C (en) | 2001-11-24 | 2001-11-24 | Process for extracting flavone from pomelo peel |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101066986B (en) * | 2007-06-05 | 2010-05-26 | 浙江省农业科学院 | Process of extracting flavone from side product of orange processing |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100455647C (en) * | 2003-01-21 | 2009-01-28 | 上海爱普香料有限公司 | Method for preparing water-soluble essence in orange smell in high concentration |
| AU2010308571B2 (en) | 2009-10-22 | 2016-10-13 | Tpc-Api Llc | Methods of making and using compositions comprising flavonoids |
| US8637569B2 (en) | 2009-10-22 | 2014-01-28 | Api Genesis, Llc | Methods of increasing solubility of poorly soluble compounds and methods of making and using formulations of such compounds |
| AU2013233943B2 (en) * | 2012-03-14 | 2017-10-19 | Izun Pharmaceuticals Corp | Novel methods and compositions for treatment of disease |
| CN113105513A (en) * | 2021-03-25 | 2021-07-13 | 华南农业大学 | Process for extracting flavone from shaddock peel |
| CN114097881A (en) * | 2021-11-09 | 2022-03-01 | 安徽曦强乳业集团有限公司 | Anti-aging yogurt containing flavonoid compounds and preparation method thereof |
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2001
- 2001-11-24 CN CNB01129972XA patent/CN1137115C/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101066986B (en) * | 2007-06-05 | 2010-05-26 | 浙江省农业科学院 | Process of extracting flavone from side product of orange processing |
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| CN1356327A (en) | 2002-07-03 |
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Owner name: MEIYAN, MEI COUNTY, GUAN DONG CYANOBACTERIA CO., Free format text: FORMER OWNER: MEIYAN INST OF HI-TECH SPIRULINA, MEIZHOU CITY, GUANGDONG Effective date: 20051118 |
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Effective date of registration: 20051118 Address after: 514759, Meixian, Guangdong province goose Yang Town Patentee after: Meiyan Blue-Green Algal Co., Ltd., Mei County, Guangdong Prov. Address before: 514759, Meixian, Guangdong province goose Yang Town Patentee before: Meiyan Inst of Hi-Tech Spirulina, Meizhou City, Guangdong |
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Owner name: YANGZIJIANG PHARMACEUTICAL GROUP GUANGZHOU HAIRUI Free format text: FORMER OWNER: GUANGDONG MEI COUNTY MEIYAN CYANOBACTERIA CO., LTD. Effective date: 20090508 |
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Effective date of registration: 20090508 Address after: No. 31 Xiangshan Road, Guangzhou Science Town, Guangzhou hi tech Development Zone Patentee after: Yangzijiang Pharmaceutical Group Guangzhou Hairui Pharmaceutical Co.,Ltd. Address before: Wild Goose Town, Guangdong, Meixian Patentee before: Meiyan Blue-Green Algal Co., Ltd., Mei County, Guangdong Prov. |
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Granted publication date: 20040204 Termination date: 20131124 |