CN101343305A - Preparation method for astragaloside - Google Patents
Preparation method for astragaloside Download PDFInfo
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- CN101343305A CN101343305A CNA2007100436788A CN200710043678A CN101343305A CN 101343305 A CN101343305 A CN 101343305A CN A2007100436788 A CNA2007100436788 A CN A2007100436788A CN 200710043678 A CN200710043678 A CN 200710043678A CN 101343305 A CN101343305 A CN 101343305A
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Abstract
The invention aims to provide an Astragaloside IV preparation method with simple operation, high yield and high purity. In order to achieve the purposes of the method, the method adopts the specific technical proposal as follows: the preparation method of Astragaloside IV takes a traditional Chinese medicine of astragalus root as a raw material, and comprises the steps of water extraction, alkali treatment, adsorption by macroporous adsorptive resin, washing, rinsing by diluted alcohol liquid, elution of Astragaloside IV by alcohol liquid with rather high concentration, concentration and crystallization. The Astragaloside IV prepared by the method has the advantages of light color and high purity, and the preparation method has the advantages of high yield, low production cost, and simple, convenient and standard process.
Description
Technical field
The present invention relates to a kind of preparation method of medicine, being specifically related to a kind of is the method for the high yield high-purity astragaloside of feedstock production with the Chinese medicine astragalus.
Background technology
The Radix Astragali is the dry root of leguminous plants Radix Astagali Astragalus membranaceus (Fisch.) Bge.var.mongholicus (Bge.) Hsiao or Radix Astragali Astragalusmembranaceus (Fisch.) Bge., be traditional tonic medicine commonly used, the tool invigorating QI to consolidate the body surface resistance, the diuresis detoxification, the effect of expelling pus and promoting granulation, beginning is stated from Shennong's Herbal, is Chinese medicine extremely common in the tcm prescription, and the frequency of using in the Chinese patent medicine is also very high.
Radix Astragali extract is the yellow powder shape.Have strengthening immunity, antifatigue, anti-mutation protects the liver, and suppresses the effect of osteoclast.
A large amount of pharmaceutical research report Radix Astragali saponin constituents are main effective constituent in the Radix Astragali, comprise Cyclosiversioside F (total Astragloside), triterpene glucoside (triterpene glycosides), astragalus polysaccharides (polysaccharides).Wherein, representative composition is Cyclosiversioside F (astragaloside IV), have raise immunity, anti-inflammatory, ease pain, protect the liver, anti-oxidant, anti-ageing, antitumor, cardiac stimulant, hypoglycemic, improve multiple pharmacologically actives such as hemorheology.
The content of Cyclosiversioside F in Milkvetch Root is extremely low, is about 0.04%, and extraction separation is very difficult, and this has restricted the deep development of Cyclosiversioside F; Can only prepare (surplus blast .RP-HPLC preparative chromatography is separated Cyclosiversioside F for Zhang Jian, Zhang Zhen sea) in a small amount with RP-HPLC, production cost is very high, is not suitable for suitability for industrialized production.
Chinese patent application numbers 200310108915.6 discloses a kind of preparation method of Cyclosiversioside F, by preparation Cyclosiversioside Fs such as extraction, desugar, decolourings.Chinese patent application numbers 200510020977.0 discloses a kind of preparation method of Cyclosiversioside F, behind the extraction using alcohol, enrichment, decon, basic hydrolysis, extraction and purifying.But this method step is more, preparation method's trouble.Chinese patent application numbers 200610012687.6 discloses a kind of preparation method of Cyclosiversioside F, adopts and extracts, and steps such as ethanol decolorization, basic hydrolysis obtain Cyclosiversioside F, have simplified intermediate steps, but yield is not high.
Summary of the invention
The purpose of this invention is to provide a kind of easy and simple to handle, productive rate is high, purity is high Cyclosiversioside F preparation method.
In order to reach purpose of the present invention, the concrete technical scheme that is adopted is as follows: the preparation method of Cyclosiversioside F, it is characterized in that, with the Chinese medicine astragalus is raw material, comprises that water extraction, alkaline purification, absorption with macroporous adsorbent resin, washing impurity, rare pure liquid washes impurity, higher concentration alcohol liquid wash-out Cyclosiversioside F, concentrates and crystallisation step.
The preparation method of Cyclosiversioside F specifically comprises the steps: astragalus root is pulverized, and uses water extraction; Merge each several part water extract, use alkaline purification, filtration or centrifugal, filtrate or supernatant liquor directly add on the macroporous adsorptive resins, with deionized water flush away carbohydrate, salt, liposoluble ingredient, are 20%～50% ethanol flush away part water-soluble impurity with concentration again; Be 70%～90% ethanol elution Cyclosiversioside F composition with concentration at last, 70%～90% ethanol eluate is concentrated to small volume, and centrifugal must the precipitation with rare lower alcohol recrystallization, gets Cyclosiversioside F.
The water extract is 2～24 hours with the alkaline purification time, transfers pH to 7.5～12.0 then, goes up macroporous adsorptive resins again.The best alkaline purification time is 10～24 hours, transfers pH to 7.5～8.0 then, goes up macroporous adsorptive resins again.Its used alkali is one or more the mixing in calcium hydroxide, sodium hydroxide, potassium hydroxide, yellow soda ash, salt of wormwood, sodium bicarbonate, saleratus, lime carbonate or the ammoniacal liquor.The best approach is preferably in aqueous extract and adds calcium hydroxide and make into saturated solution.
Alkali treatment method in aqueous extract, add alkali or alkaline solution make the pH value of solution value be 8～14 or＞14, be preferably pH value＞10.
Used macroporous adsorbent resin is D101 or HPD100 or AB-8 or HP20 or HPD300 or HPD100A or XAD-2 or XAD-4 or HPD400 or HPD400A or ZTC-1 or Didaion HP20.
Be a kind of in decocting method or the heating reflux method wherein with the method for water extraction.
The carbon number of the lower alcohol that the present invention adopts is C1～C3, as is one or more the mixing in methyl alcohol, ethanol, the propyl alcohol.Be preferably ethanol.
Among the present invention, the structure of the Cyclosiversioside F of indication is as follows:
Removing Cyclosiversioside F (Astragaloside IV) in the Radix Astragali is main saponin(e, also has very a spot of structure following saponin constituent similarly:
Difference on these saponin(es and the Cyclosiversioside F comparative structure is the having or not or what branch of ethanoyl on sugar chain only.In the saponin(e of (2)～(5), the content of Astragaloside II compares other more than three.Astragaloside II sample (Chem.Pharm.Bull. with the confession of Wang Hui Kandy, 1983,31 (2): 698～708) use ammonia treatment after the thin-layer chromatography inspection, its converted product is Astragaloside IV, and along with the prolongation Astragaloside II of alkaline purification time can progressively be converted into Astragaloside IV fully.Converted product is differentiated through thin-layer chromatography, Vanillin sulfuric acid test solution color reaction, fusing point test, infrared spectra and is Astragaloside IV.Moreover the HPLC collection of illustrative plates of comparison alkaline purification front and back sample, there is the peak height of several chromatographic peaks to reduce, and the content of Astragaloside IV increases, and may be that these constituents such as Astragaloside II in the Milkvetch Root, Astragaloside I, IsoastragalosideII, Acetylastragaloside I are converted into due to the Astragaloside IV.Illustrate that alkaline purification helps the increase of Astragaloside IV amount, this also is that Pharmacopoeia of People's Republic of China nineteen ninety-five version (an one) Radix Astragali adopts alkali treatment method to carry out the reason that Astragaloside content is measured.
Macroporous adsorbent resin has the good adsorption selectivity to organism, in the absorption Cyclosiversioside F carbohydrate content is removed.The physico-chemical property of macroporous adsorbent resin is stable, and is better to organic selectivity, is not subjected to the influence of inorganic salts and strong ion low molecular compound.Generally speaking, acidic cpd in basic solution by desorption, basic cpd in acidic solution by desorption.And the pigment composition in the plant milk extract mostly is acidic cpd, so uses the alkaline purification aqueous extract before the upper prop, is convenient to wash discolor element and liposoluble ingredient with water from macroporous adsorptive resins.And Cyclosiversioside F is a neutral compound, and as mentioned above,, help the increase of Astragaloside IV amount through alkaline purification, help removing impurity Cyclosiversioside F is attracted on the resin column to greatest extent, improved the rate of transform and the product yield of Cyclosiversioside F greatly.
Cyclosiversioside F is at the 70-90% of macroporous adsorptive resins alcohol wash-out position, and after concentrating, Cyclosiversioside F is separated out owing to solubleness is less in the lower concentration alcoholic solution.
The Cyclosiversioside F of the inventive method preparation is of light color, purity is high, and the preparation method has that yield height, production cost are low, the characteristics of the easy standard of technology.
Embodiment
For technique means, creation characteristic that the present invention is realized, reach purpose and effect is easy to understand, below in conjunction with embodiment, further set forth the present invention.
The method that from Chinese medicine astragalus, prepares Cyclosiversioside F of the present invention, comprise that water extraction, alkaline purification, absorption with macroporous adsorbent resin, washing, rare pure liquid are washed, higher concentration alcohol liquid wash-out Cyclosiversioside F, concentrate, all steps of crystallization, its concrete technology is as follows: astragalus root is pulverized, used water extraction; Merge each several part water extract, use alkaline purification, filtration or centrifugal, filtrate or supernatant liquor directly add on the macroporous adsorptive resins, with deionized water flush away carbohydrate, salt, the liposoluble ingredient of 8～10 times of column volumes, again with a part of water-soluble impurity of 20%～50% ethanol flush away of 5～8 column volumes; Be 80%～90% ethanol elution Cyclosiversioside F composition with concentration at last, concentration is that 70%～90% ethanol eluate is concentrated to small volume, centrifugal must the precipitation, and this precipitation Diluted Alcohol recrystallization gets Cyclosiversioside F, and purity is 95～98%.
The present invention has compared multiple extraction purifying Astragaloside IV method, as alcohol extracting, water carry, alkaline purification be divided into join on macroporous adsorptive resins pre-treatment and the post handle, the concentration and the treatment time of various alkali, and with patent CN1669566 and CN1544458 in the preparation method of Cyclosiversioside F compare.
The amount such as the following table of concrete experimental technique and Cyclosiversioside F:
Remarks:
1. above-mentioned 14 groups of experiments are all used the corresponding solvent refluxing extraction 3 times, and each 8 times of amounts were extracted 1 hour.
2. macroporous adsorbent resin amount used when going up sample is all consistent with the eluent elution volume.
3. after going up sample, the amount of the aqueous solution of used alkali is 5 times of column volumes when carrying out alkaline purification on macroporous adsorbent resin.
Above-mentioned 14 groups of experimental datas show:
The extracting method of Cyclosiversioside F with water extraction than good with 80% extraction using alcohol.
2. better than carrying out alkaline purification on the post with the alkaline purification aqueous extract before the post.
3. the kind of alkali is best with saturated calcium hydroxide, and 1% potassium hydroxide takes second place.
The alkaline purification time with 16 hours better, overlong time or too short all bad.
All methods are compared and drawn as drawing a conclusion: the extraction process of Cyclosiversioside F the best is the water heating and refluxing extraction, and the water extract adds Ca (OH)
2Pressed powder makes it become Ca (OH) in right amount
2Saturated solution, room temperature was placed 16 hours, and is centrifugal, and supernatant liquor is regulated pH to 8 with dilute hydrochloric acid solution, joins on the macroporous adsorbent resin, in succession with deionized water and 40% ethanol flush away impurity; At last with 80%-90% ethanol elution Cyclosiversioside F composition.
Embodiment 1:
After astragalus root 1kg pulverized, water heating and refluxing extraction 3 times added 10 times of water refluxing extraction 1 hour for the first time, adds 8 times of water refluxing extraction 0.5 hour for the second time, for the third time.United extraction liquid adds Ca (OH)
2Pressed powder makes it become Ca (OH) in right amount
2Saturated solution, room temperature were placed 16 hours, and be centrifugal, and supernatant liquor is regulated pH to 8 with dilute hydrochloric acid solution, joins on the HPD100 macroporous adsorbent resin, with 10 liters deionized-distilled water flush away carbohydrate, salt, again with 5 liter 40% alcohol flush away impurity.With 3 liter 80% alcohol wash-out Cyclosiversioside F, elutriant is concentrated to small volume again, and the centrifugal Cyclosiversioside F that obtains gets Cyclosiversioside F 1.9 grams through the Diluted Alcohol recrystallization, and content is 98%.
Embodiment 2:
After astragalus root 1kg pulverized, water heating and refluxing extraction 3 times added 12 times of water refluxing extraction 1.5 hours for the first time, adds 10 times of water refluxing extraction 1 hour for the second time, for the third time.United extraction liquid adds Ca (OH)
2Pressed powder makes it become Ca (OH) in right amount
2Saturated solution, room temperature were placed 20 hours, and be centrifugal, and supernatant liquor is regulated pH to 8 with dilute hydrochloric acid solution, joins on the D101 macroporous adsorbent resin, with 14 liters deionized-distilled water flush away carbohydrate, salt, again with 5 liter 40% alcohol flush away impurity.With 3 liter 80% alcohol wash-out Cyclosiversioside F, elutriant is concentrated to small volume again, and the centrifugal Cyclosiversioside F that obtains gets Cyclosiversioside F 2.1 grams through the Diluted Alcohol recrystallization, and content is 95%.
More than show and described ultimate principle of the present invention, principal character and advantage of the present invention.The technician of the industry should understand; the present invention is not restricted to the described embodiments; that describes in the foregoing description and the specification sheets just illustrates principle of the present invention; the present invention also has various changes and modifications without departing from the spirit and scope of the present invention, and these changes and improvements all fall in the claimed scope of the invention.The claimed scope of the present invention is defined by appending claims and equivalent thereof.
Claims (12)
1, the preparation method of Cyclosiversioside F is characterized in that, is raw material with the Chinese medicine astragalus, comprises water extraction, alkaline purification, absorption with macroporous adsorbent resin, washes with water earlier, rare pure liquid is washed, higher concentration alcohol liquid wash-out Cyclosiversioside F then, and elutriant concentrates and crystallisation step.
2, the preparation method of Cyclosiversioside F as claimed in claim 1 is characterized in that, comprises the steps: astragalus root is pulverized, and uses water extraction; Merge the water extract, use alkaline purification, filtration or centrifugal, filtrate or supernatant liquor directly add on the macroporous adsorptive resins, with deionized water flush away carbohydrate, salt, liposoluble ingredient, are 20%～50% ethanol flush away part water-soluble impurity with concentration again; Be 70%～90% ethanol elution Cyclosiversioside F composition with concentration at last, 70%～90% ethanol eluate is concentrated to small volume, places, and centrifugal must the precipitation with rare lower alcohol recrystallization, gets Cyclosiversioside F.
3, the preparation method of Cyclosiversioside F as claimed in claim 2 is characterized in that, is a kind of in decocting method or the heating reflux method with the method for water extraction wherein.
4, the preparation method of Cyclosiversioside F as claimed in claim 2 is characterized in that, the carbon number of described lower alcohol is C1～C3, in methyl alcohol, ethanol, the propyl alcohol one or more.
5, the preparation method of Cyclosiversioside F as claimed in claim 2 is characterized in that, described lower alcohol is an ethanol.
6, the preparation method of Cyclosiversioside F as claimed in claim 2 is characterized in that, described water extract is 2～24 hours with the alkaline purification time, transfers pH to 7.5～12.0 then, goes up macroporous adsorptive resins again.
7, the preparation method of Cyclosiversioside F as claimed in claim 2 is characterized in that, described water extract is 10～24 hours with the alkaline purification time, transfers pH to 7.5～8.0 then, goes up macroporous adsorptive resins again.
8, the preparation method of Cyclosiversioside F as claimed in claim 2, it is characterized in that, the used alkali of described alkaline purification includes but not limited to following reagent, the mixing of one or more in calcium hydroxide, sodium hydroxide, potassium hydroxide, yellow soda ash, salt of wormwood, sodium bicarbonate, saleratus, lime carbonate or the ammoniacal liquor.
9, the preparation method of Cyclosiversioside F as claimed in claim 2 is characterized in that, the used alkali of described alkaline purification is calcium hydroxide.
10, as the preparation method of the described Cyclosiversioside F of each claim of claim 2, it is characterized in that, described alkali treatment method in aqueous extract, add alkali or alkaline solution make the pH value of solution value be 8～14 or＞14.
As the preparation method of the described Cyclosiversioside F of each claim of claim 2, it is characterized in that 11, described alkali treatment method makes pH value of solution value＞10 for adding alkali or alkaline solution in aqueous extract.
12, as the preparation method of the described Cyclosiversioside F of each claim of claim 2, it is characterized in that, used macroporous adsorbent resin, include but not limited to following resin, D101 or HPD100 or AB-8 or HP20 or HPD300 or HPDI00A or XAD-2 or XAD-4 or HPD400 or HPD400A or ZTC-1 or Didaion HP20.
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| CN101817861A (en) * | 2009-12-09 | 2010-09-01 | 江苏省中国科学院植物研究所 | Method for preparing high-purity astragaloside for treating diabetes nephropathy and peripheral neuritis of diabetes complications |
| CN101940610A (en) * | 2010-08-19 | 2011-01-12 | 药都制药集团股份有限公司 | Preparation method of astragalus extractive |
| CN101781354B (en) * | 2009-01-16 | 2012-01-04 | 劲牌有限公司 | Production method for preparing astragaloside A |
| CN101775056B (en) * | 2010-01-28 | 2012-07-04 | 东北林业大学 | Method for extracting, separating and purifying Astragaloside IV from Astragalus mongholicus |
| CN102993261A (en) * | 2012-12-15 | 2013-03-27 | 武汉伊恩生物材料有限公司 | Technology for preparing high-purity astragaloside based on flocculant and defoamer |
| CN103655600A (en) * | 2013-12-18 | 2014-03-26 | 成都中医药大学 | Drug composition for treating cancers, preparation method and applications |
| CN105481934A (en) * | 2015-12-02 | 2016-04-13 | 上海景峰制药有限公司 | Astragaloside bulk drug and preparation method thereof |
| CN105541954A (en) * | 2015-12-02 | 2016-05-04 | 上海景峰制药有限公司 | Radix astragali extract with high purity astragaloside |
| CN106083979A (en) * | 2016-06-17 | 2016-11-09 | 浙江工业大学 | Cycloastragenol extract and preparation method and application thereof |
| CN110204588A (en) * | 2019-06-12 | 2019-09-06 | 劲牌有限公司 | A method of preparing Astragaloside IV |
| CN110423262A (en) * | 2019-05-23 | 2019-11-08 | 齐齐哈尔医学院 | A kind of Astragalus Root P.E preparation method rich in Astragaloside IV |
| RU2706697C1 (en) * | 2018-12-28 | 2019-11-20 | Федеральное государственное бюджетное учреждение науки Федеральный исследовательский центр "КОМИ научный центр Уральского отделения Российской академии наук" | Extract of astragalus roots |
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| CN113637046A (en) * | 2021-07-13 | 2021-11-12 | 安徽康信制药股份有限公司 | Method for extracting astragaloside with high extraction rate |
| CN117298052A (en) * | 2023-10-16 | 2023-12-29 | 广东医科大学 | Preparation method and application of oral astragaloside IV nano preparation |
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| CN1319538C (en) * | 2004-03-19 | 2007-06-06 | 天津药物研究院 | Preparation method of Astragaloside material medicine, the material medicine and preparation |
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| CN101781354B (en) * | 2009-01-16 | 2012-01-04 | 劲牌有限公司 | Production method for preparing astragaloside A |
| CN101817861A (en) * | 2009-12-09 | 2010-09-01 | 江苏省中国科学院植物研究所 | Method for preparing high-purity astragaloside for treating diabetes nephropathy and peripheral neuritis of diabetes complications |
| CN101817861B (en) * | 2009-12-09 | 2015-03-04 | 江苏省中国科学院植物研究所 | Method for preparing high-purity astragaloside for treating diabetes nephropathy and peripheral neuritis of diabetes complications |
| CN101775056B (en) * | 2010-01-28 | 2012-07-04 | 东北林业大学 | Method for extracting, separating and purifying Astragaloside IV from Astragalus mongholicus |
| CN101940610A (en) * | 2010-08-19 | 2011-01-12 | 药都制药集团股份有限公司 | Preparation method of astragalus extractive |
| CN102993261A (en) * | 2012-12-15 | 2013-03-27 | 武汉伊恩生物材料有限公司 | Technology for preparing high-purity astragaloside based on flocculant and defoamer |
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| CN105541954A (en) * | 2015-12-02 | 2016-05-04 | 上海景峰制药有限公司 | Radix astragali extract with high purity astragaloside |
| CN105481934A (en) * | 2015-12-02 | 2016-04-13 | 上海景峰制药有限公司 | Astragaloside bulk drug and preparation method thereof |
| CN106083979A (en) * | 2016-06-17 | 2016-11-09 | 浙江工业大学 | Cycloastragenol extract and preparation method and application thereof |
| RU2706697C1 (en) * | 2018-12-28 | 2019-11-20 | Федеральное государственное бюджетное учреждение науки Федеральный исследовательский центр "КОМИ научный центр Уральского отделения Российской академии наук" | Extract of astragalus roots |
| CN110423262A (en) * | 2019-05-23 | 2019-11-08 | 齐齐哈尔医学院 | A kind of Astragalus Root P.E preparation method rich in Astragaloside IV |
| CN110204588A (en) * | 2019-06-12 | 2019-09-06 | 劲牌有限公司 | A method of preparing Astragaloside IV |
| CN111777656A (en) * | 2020-07-21 | 2020-10-16 | 山西大学 | Method for extracting astragaloside from fresh astragalus |
| US20220024969A1 (en) * | 2020-07-21 | 2022-01-27 | Shanxi University | Method for extracting astragaloside iv from fresh radix astragali |
| CN111777656B (en) * | 2020-07-21 | 2023-04-18 | 山西大学 | Method for extracting astragaloside from fresh astragalus |
| CN113637046A (en) * | 2021-07-13 | 2021-11-12 | 安徽康信制药股份有限公司 | Method for extracting astragaloside with high extraction rate |
| CN113637046B (en) * | 2021-07-13 | 2024-04-19 | 安徽康信制药有限公司 | Astragaloside IV extraction method with high extraction rate |
| CN117298052A (en) * | 2023-10-16 | 2023-12-29 | 广东医科大学 | Preparation method and application of oral astragaloside IV nano preparation |
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Address after: 201418 No. 438, Lane 58, Yan gun Road, Shanghai, Fengxian District Patentee after: Shanghai new Kang Pharmaceutical Co., Ltd. Address before: 201418 No. 438, Lane 58, Yan gun Road, Shanghai, Fengxian District Patentee before: Shanghai Xinkang Pharmaceutical Factory |
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Effective date of registration: 20170607 Address after: 200234 Xuhui District, Guilin Road, No. 100, Patentee after: Shanghai Normal University Address before: 201418 No. 438, Lane 58, Yan gun Road, Shanghai, Fengxian District Patentee before: Shanghai new Kang Pharmaceutical Co., Ltd. |
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Granted publication date: 20120516 Termination date: 20190711 |