CN101024638A - Technology for extracting Baicalin - Google Patents
Technology for extracting Baicalin Download PDFInfo
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- CN101024638A CN101024638A CN 200610054842 CN200610054842A CN101024638A CN 101024638 A CN101024638 A CN 101024638A CN 200610054842 CN200610054842 CN 200610054842 CN 200610054842 A CN200610054842 A CN 200610054842A CN 101024638 A CN101024638 A CN 101024638A
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- noroxylin
- baicalin
- acid
- obtains
- pressurized hydrolysis
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Abstract
The invention relates to a method to make baicalin aglycon from baicalin. It uses baicalin as raw material, and mixing 3-30% acid to make solution containing 1-20% baicalin. In the pressure proofing and acid proofing reactor, taking pressure hydrolysis (pressure at 0.1-100bar), taking inert gas protection, reacting for 0.1-8 hours at 60-140 degree centigrade, cooling to room temperature, filtering to gain baicalin aglycon raw material, taking organic solvent purification process, the baicalin aglycon would be gained.
Description
Technical field
The present invention relates to the bulk drug extraction process of Chinese medicine, specifically is a kind of noroxylin extraction process.
Background technology
The root of large-flowered skullcap is the dry root of labiate root of large-flowered skullcap Scutellaria baicalensis Georgi, one of conventional Chinese medicine material that records for Chinese Pharmacopoeia.Its property hardship, cold, return lung, courage, spleen, large intestine, small intestinl channel, have heat-clearing and damp-drying drug, eliminating fire and detoxication, hemostasis, antiabortive effect.The effective constituent of the root of large-flowered skullcap is flavonoid compound (more than 90%), mainly contains baicalin (baicalin), noroxylin (baicalein), wogonoside (wogonside), wogonin (wogonin), qroxylin A (oroxylin A) etc.
Modern age, pharmacological effect studies show that, Radix Scutellariae extract and chemical ingredients thereof have multiple and stronger physiologically active, noroxylin has the anti-inflammatory anti-allergic, can be used for treating the tetter that is caused by damp and hot, as dermatitis, eczema, erythema, male pattern baldness, skin whitening etc.; Noroxylin has the cholagogic diuretic properties, and (Yuan Changqi edits " natural pharmaceutical resources Application and Development ".P362, Jiangsu Science Press), having stronger antitumor action, antisepsis and anti-inflammation suppresses the pancreatin activity, removes free radical, (Chinese Pharmacological journals 17 (6): 713 (2001)) such as anticoagulation and antithrombotic formation.Noroxylin drug effect in many aspects is stronger than baicalin, body is absorbed easily the bioavailability height.Therefore, noroxylin has excellent application value.
The content of noroxylin is lower in the baikal skullcap root, is mainly baicalin, and the baicalin hydrolysis loses a part glucuronic acid and promptly obtains noroxylin.Noroxylin is almost insoluble in water, and is dissolved in methyl alcohol, ethanol, ethyl acetate, acetone and other organic solvent, and oxidation easily can be oxidized to quinones substance rapidly under the meta-alkalescence condition in water, and color is green by xanthochromia, becomes brownish black at last, and is very unstable.The extracting method of noroxylin has open and report at present, long strong acid hydrolysis method (a kind of method for preparing scutellarin is arranged, patent No. CN1155591C), though this method is simple, but use the strong acid of high density, and the long-time heating boiling, energy consumption is big, and aglycon is increased labile factor.The extraction of noroxylin also has a kind of high pressure extraction method (extracting method of baicaligenin and the effect in anti-inflammatory, analgesia thereof, number of patent application 03127601.6), adopt the pressure methanol extraction of pressure at 200MPa and 600Mpa, the barotolerance problem of industrial equipment has suitable difficulty at present.Therefore, adopt the method (Chinese patent application number 200310109290.5,200310110338.4,200410024693.4) of enzymolysis many at present, technology is easier, mild condition, but also have the extraction conversion and the not high problem of utilization ratio of radix scutellariae medicinal materials.
Summary of the invention
The object of the invention is at the deficiencies in the prior art, adopts the method for pressurized hydrolysis, but provides a kind of and extract that transformation efficiency height, cost are low, good stability, technology is easy and the noroxylin extraction process of suitability for industrialized production.The pressurizing hydrolysis utilisation technology of medical manufacturing enterprise at home is very ripe, as at the inositol production industry.
The present invention is achieved by the following technical solutions: be raw material with the baicalin; acid (or sour ethanolic soln) with 3-30% is mixed with the solution that contains baicalin 1-20%; in withstand voltage acid proof reaction vessel; pressurized hydrolysis (pressure 0.1-100bar), rare gas element was protected, 60-140 ℃ of reaction 0.1-8 hour; behind the cool to room temperature; water filters and to obtain the noroxylin crude product, and the organic solvent purification process that the noroxylin crude product can doubly be measured with its 1-10 obtains the noroxylin highly finished product.
Described 3-30% acid (or sour ethanolic soln) is meant sulfuric acid, hydrochloric acid, phosphoric acid and acetate with pure water (or 15-65% ethanol) preparation.Heat, add the hydrolysis that acid can both promote glycosides, under the boiling situation, pressurization more can promote the hydrolysis, particularly pressure of glycosides to reach more than the 4bar, the better effects if of glycosides hydrolysis, and hydrolysis time can shorten greatly, impels the carrying out of hydrolysis reaction.Under at acidic conditions, general pressure vessel is corroded easily, and this moment, internal tank will be used anticorrosives such as lass lining, inner liner polytetrafluoroethylene or titanium material.
Described rare gas element is meant nitrogen, argon gas, carbonic acid gas, preferred nitrogen.Under nitrogen protection, can prevent the oxidized of noroxylin effectively more.
Described purification process, be meant one or more mixed organic solvents with ethanol, propyl alcohol, butanols, methyl alcohol, ethyl formate, ethyl acetate, acetone, butanone, dissolving noroxylin crude product carries out repeated multiple times (1-6 time) dissolving or extraction, purification process, with methyl alcohol or ethyl alcohol recrystallization, obtain the noroxylin highly finished product more than 80% again.
Embodiment
The present invention is described in detail below in conjunction with the embodiment of the invention.
Embodiment 1:
Be mixed with 600 milliliters of 7% the aqueous solution with concentrated hydrochloric acid, add baicalin 20 grams, stir, place in the autoclave of 1 liter of volume, feed nitrogen, the heating simultaneously of boosting, between 90 ℃-110 ℃, refluxed 2.5 hours, keep-up pressure, after reaction finishes at 5bar, the solution cooled and filtered gets lurid noroxylin crude product, with 300 milliliters methyl alcohol heating for dissolving, filter, be evaporated to driedly, use 85% ethyl alcohol recrystallization again, vacuum-drying obtains noroxylin.
Embodiment 2:
The ethanol solution of sulfuric acid (containing ethanol 45%) of configuration 7% is 3000 milliliters earlier, adding baicalin 150 grams stirs, place in the acid proof autoclave of 5 liters of volumes, feeding nitrogen boosts, and heating simultaneously refluxed 1.0 hours at 70-100 ℃, keep-up pressure at 12bar, after reaction finished, the solution cooled and filtered got lurid baicalin crude product, the pure water that adds 500 milliliters in the crude product stirs evenly, add 1000 milliliters of ethyl acetate again and shake up extraction, remove water layer, repeat 2 times, organic layer merges, be evaporated to driedly, vacuum-drying separates to obtain noroxylin.
Embodiment 3:
The aqueous sulfuric acid of configuration 10% is 550 milliliters earlier, add 20 gram baicalins, place in the autoclave of 1 liter of inner liner polytetrafluoroethylene, feeding nitrogen boosts, and heating simultaneously refluxed 1.5 hours at 80-100 ℃, keep-up pressure at 25bar, after reaction finished, the solution cooled and filtered got lurid noroxylin crude product, the pure water that adds 100 milliliters in the crude product stirs evenly, add 200 milliliters of ethyl acetate again and shake up extraction, remove water layer, repeat 2 times, organic layer merges, be evaporated to driedly, vacuum-drying separates to obtain noroxylin.
Embodiment 4:
500 milliliters of the phosphoric acid solutions of configuration 8%, add baicalin 20 grams, stir, place in 1 liter the acid-resistant reacting kettle, squeeze out the air of still with small amount of nitrogen, flowing steam with 120 ℃ directly feeds, reacted 3 hours, and keep-uped pressure, after reaction finishes at 0.5-1bar, the solution cooled and filtered, use pure water rinsing repeatedly, get lurid noroxylin crude product, crude product adds 200 milliliter 75% alcohol reflux dissolving, filter, filtrate decompression is concentrated into 100 milliliters, and cooling is filtered, vacuum-drying separates obtaining noroxylin.
Claims (8)
1. a pressurized hydrolysis baicalin obtains the method for noroxylin, it is characterized in that using the pressurized hydrolysis baicalin, the preparation noroxylin.
2. pressurized hydrolysis baicalin according to claim 1 obtains the method for noroxylin; it is characterized in that: be raw material with the baicalin; acid (or sour ethanolic soln) with 3-30% is mixed with the solution that contains baicalin 1-20%; in withstand voltage acid proof reaction vessel; pressurized hydrolysis (pressure 0.1-100bar); rare gas element is protected; 60-140 ℃ of reaction 0.1-8 hour; behind the cool to room temperature; water filters and obtains the noroxylin crude product; the noroxylin crude product can obtain the noroxylin highly finished product with the organic solvent purification process of its 1-10 amount.
3. pressurized hydrolysis baicalin according to claim 2 obtains the method for noroxylin, it is characterized in that: carry out pressurized hydrolysis in the withstand voltage reaction vessel of acid proof again, pressure is at 0.1-100bar.
4. the described pressurized hydrolysis baicalin of claim 2 obtains the method for noroxylin, it is characterized in that: adopt 3-30% acid, be meant sulfuric acid, hydrochloric acid, phosphoric acid and acetate with the pure water preparation.
5. pressurized hydrolysis baicalin according to claim 2 obtains the method for noroxylin, and its feature also is: adopt 3-30% acid ethanolic soln, be meant sulfuric acid, hydrochloric acid, phosphoric acid and acetate with the preparation of 15-65% ethanol.
6. pressurized hydrolysis baicalin according to claim 2 obtains the method for noroxylin, it is characterized in that: described rare gas element is meant nitrogen, argon gas, carbonic acid gas, preferred nitrogen.
7. pressurized hydrolysis baicalin according to claim 2 obtains the method for noroxylin, it is characterized in that: 60-140 ℃ of reaction 0.1-8 hour, type of heating can be a direct heating, as greater than 100 ℃ the circulation water vapors, also can use the indirect heating mode, as electricity, radiation, microwave, steam or oil bath heating.
8. pressurized hydrolysis baicalin according to claim 2 obtains the method for noroxylin, it is characterized in that: the organic solvent purification process that the noroxylin crude product can doubly be measured with its 1-10, obtain the noroxylin highly finished product, described organic solvent purification process, be meant one or more mixed organic solvents with ethanol, propyl alcohol, butanols, methyl alcohol, ethyl formate, ethyl acetate, acetone, butanone, dissolving noroxylin crude product carries out purification process, again with methyl alcohol or ethyl alcohol recrystallization.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200610054842 CN101024638A (en) | 2006-02-18 | 2006-02-18 | Technology for extracting Baicalin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200610054842 CN101024638A (en) | 2006-02-18 | 2006-02-18 | Technology for extracting Baicalin |
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| CN101024638A true CN101024638A (en) | 2007-08-29 |
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| CN 200610054842 Pending CN101024638A (en) | 2006-02-18 | 2006-02-18 | Technology for extracting Baicalin |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101785570A (en) * | 2010-03-16 | 2010-07-28 | 吉林农业大学 | Natural Scutellaria baicalensis phenolic acid food additive and preparation and application thereof |
| CN101591321B (en) * | 2009-06-25 | 2011-08-17 | 昆明制药集团股份有限公司 | Method for preparing 5,6,7,4'-tetrahydroxyflavone |
| CN101434593B (en) * | 2007-11-14 | 2013-05-29 | 中国医学科学院药物研究所 | Two crystal substances of baicalin, and preparations, pharmaceutical composition and uses thereof |
| WO2014204104A1 (en) * | 2013-06-20 | 2014-12-24 | Korea Institute Of Science And Technology | Method of producing compound having decreased sugar from glycoside, extract, and pharmaceutical and food compositions including the compound |
| CN104840490A (en) * | 2008-10-31 | 2015-08-19 | 比诺里卡公司 | Plant extract hydrolysates and antibacterial product containing the same |
| CN106038691A (en) * | 2016-06-22 | 2016-10-26 | 广西玉兰制药有限公司 | Processing method for radix scutellariae serving as raw medicament of Gonglao Quhuo tablets |
-
2006
- 2006-02-18 CN CN 200610054842 patent/CN101024638A/en active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101434593B (en) * | 2007-11-14 | 2013-05-29 | 中国医学科学院药物研究所 | Two crystal substances of baicalin, and preparations, pharmaceutical composition and uses thereof |
| CN104840490A (en) * | 2008-10-31 | 2015-08-19 | 比诺里卡公司 | Plant extract hydrolysates and antibacterial product containing the same |
| US20150258161A1 (en) * | 2008-10-31 | 2015-09-17 | Bionorica Se | Plant extract hydrolysates and antibacterial product containing the same |
| CN101591321B (en) * | 2009-06-25 | 2011-08-17 | 昆明制药集团股份有限公司 | Method for preparing 5,6,7,4'-tetrahydroxyflavone |
| CN101785570A (en) * | 2010-03-16 | 2010-07-28 | 吉林农业大学 | Natural Scutellaria baicalensis phenolic acid food additive and preparation and application thereof |
| WO2014204104A1 (en) * | 2013-06-20 | 2014-12-24 | Korea Institute Of Science And Technology | Method of producing compound having decreased sugar from glycoside, extract, and pharmaceutical and food compositions including the compound |
| KR20140147595A (en) * | 2013-06-20 | 2014-12-30 | 한국과학기술연구원 | Method of producing a compound having decreased sugar from a glycoside compound and an extract, pharmaceutical and food composition comprising the compound |
| KR101601160B1 (en) * | 2013-06-20 | 2016-03-08 | 한국과학기술연구원 | Method of producing a compound having decreased sugar from a glycoside compound and an extract, pharmaceutical and food composition comprising the compound |
| CN106038691A (en) * | 2016-06-22 | 2016-10-26 | 广西玉兰制药有限公司 | Processing method for radix scutellariae serving as raw medicament of Gonglao Quhuo tablets |
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Open date: 20070829 |