CN1634951A - Process for extracting camptothecin - Google Patents
Process for extracting camptothecin Download PDFInfo
- Publication number
- CN1634951A CN1634951A CN 200410072869 CN200410072869A CN1634951A CN 1634951 A CN1634951 A CN 1634951A CN 200410072869 CN200410072869 CN 200410072869 CN 200410072869 A CN200410072869 A CN 200410072869A CN 1634951 A CN1634951 A CN 1634951A
- Authority
- CN
- China
- Prior art keywords
- camptothecin
- extracting method
- resin
- extracting
- ethanolic soln
- 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.)
- Granted
Links
Landscapes
- Treatment Of Liquids With Adsorbents In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The invention discloses a process for extracting vincosidelactam. The vincosidelactam product is obtained by steps of common camptotheca fruit diacolation or thermal extraction between 25-80DEG C using ethanol solution, extracting solution adsorption in a resin column filled with macroporous adsorptive resin, scrubbing and desorption using ethanol aqueous solution, effluent inspissation and recrystallization. The process is simple, and has a high extraction rate without environmental pollution.
Description
Technical field
The present invention relates to the extracting method of macroporous adsorbent resin in traditional Chinese medicine ingredients separation, Application in Purification, particularly a kind of camptothecin.The present invention utilizes the macroporous resin chromatography, by simple production technique, obtains the camptothecin product of higher degree.
Technical background
Scientist has just found the existence of vincoside-lactam, but has not caused enough attention in the extraction separation research to camplotheca acuminata (Camptotheca) alkali.Vincoside-lactam has cytotoxic activity to the P388 white cell, does not study in great detail but its pharmaceutical use and clinical efficacy thereof done.According to the literature (Xu Rensheng, Zhao Zhiyuan, Lin Longze, chemical journal, 1977,35 (3,4): 193), the separation of vincoside-lactam can be adopted solvent extraction and alumina column chromatography method, the process complexity, yield is low.The report that utilizes multiple macroporous resin companion method purifying Fructus Camptothecae Acuminatae glycosides is also arranged in recent years, and (it is clear etc. that history is done for Wang Ruifang, Li Jiazheng.SCI, 2003,24 (8): 1534), but the increase of step has not only increased cost greatly, has also reduced productive rate.
Camptothecin, colourless needle, 210 ℃ of fusing points (decomposition), water insoluble and common organic solvents can be dissolved in methyl alcohol, propylene glycol and dimethyl sulfoxide (DMSO), and the placement gradual change is brown in air.Camptothecin has remarkable antitumour activity, and good water solubility, and toxic side effect is little, is expected to become a kind of important cancer therapy drug.
The Fructus Camptothecae Acuminatae powder adds in the hot alcohol extract, and the content of vincoside-lactam is far above camptothecine, and the content of camptothecin, in view of vincoside-lactam has antitumour activity and content is higher thereby has important research and development and is worth up to 0.27% in the Fructus Camptothecae Acuminatae.Separating vincoside-lactam in addition from Fructus Camptothecae Acuminatae also has great importance to the camplotheca acuminata resource that makes full use of China's abundant.
The chemosynthesis complex steps of camptothecin, yield are low, and no actual production is worth.The separation and purification camptothecin is expected to become the main stream approach of preparation camptothecin in the Fructus Camptothecae Acuminatae, and is convenient to industrial operation.About bibliographical information not being arranged so far by mentioning the separation camptothecin in the Fructus Camptothecae Acuminatae.
Summary of the invention
The extracting method that the purpose of this invention is to provide a kind of camptothecin, it is to utilize the macroporous resin adsorption chromatography by extraction separation camptothecin in the Fructus Camptothecae Acuminatae, to make full use of the camplotheca acuminata resource of China's abundant.Advantage of the present invention is that technology is simple, good product quality, and the extraction yield height, abundant raw material, cost is low, the no three wastes, free from environmental pollution, economic benefit is big.
Technical process of the present invention is: Fructus Camptothecae Acuminatae is pulverized the back and is extracted with aqueous ethanolic solution.Extracting solution concentrates through rotary evaporation, and cooled and filtered gets transparent crude extract.Dress AL-2 resin in exchange column is behind the Fructus Camptothecae Acuminatae extract upper prop, earlier with the prewashing of finite concentration aqueous ethanolic solution, to remove a large amount of impurity; Use the aqueous ethanolic solution drip washing of higher concentration again, get the camptothecin effluent liquid.The effluent liquid of camptothecin revolves to steam to be concentrated into separates out small amount of solid, places cooling and separates out a large amount of needle-like crystals, filters.Needle filters with 50% aqueous ethanolic solution ultrasonic dissolution, and filtrate is revolved inspissation and contracted, once more recrystallization.Repeatedly behind the recrystallization, crystal is become colorless by faint yellow.
The extracting method of camptothecin of the present invention is described in detail as follows: comprise the steps:
1) with the Fructus Camptothecae Acuminatae raw material pulverizing, extract with ethanolic soln diacolation or ethanolic soln heat, concentrate through rotary evaporation, be cooled to the room temperature after-filtration, get transparent extract.
2) will clarify extracting solution and feed in the resin column that macroporous adsorbent resin (AL-2 polymeric adsorbent, Tianjin Ourui Biology Technology Co., Ltd. produces) is housed and adsorb, with aqueous ethanolic solution washing and desorb; The flow velocity of absorption, washing, desorb be 0.5-2.5 bed volume/hour.
3) effluent liquid of camptothecin revolves to steam to be concentrated into and separates out small amount of solid, and placement is cooled to room temperature and separates out a large amount of needle-like crystals.
4) needle filters with 50% aqueous ethanolic solution ultrasonic dissolution, and filtrate is revolved inspissation and contracted, and recrystallization gets the camptothecin product once more.
It is 25-80 ℃ that described ethanolic soln heat is extracted.
The volume of described Fructus Camptothecae Acuminatae raw material weight and resin is 2～4: 1 (gram: milliliter).
Described resin column footpath and post height ratio are 1: 5～30.
Described washings is the ethanol of 5%-35%, and described stripping liquid is the ethanolic soln of 40%-90%.
The present invention utilizes the macroporous resin adsorption chromatography by extraction separation camptothecin in the Fructus Camptothecae Acuminatae, has made full use of the camplotheca acuminata resource of China's abundant.Only, just can obtain pure product camptothecin product by " absorption---wash-out---recrystallization " simple production technique.Technology of the present invention is simple, good product quality, and the extraction yield height, abundant raw material, cost is low, the no three wastes, free from environmental pollution, economic benefit is big.
Embodiment:
Embodiment 1
Getting 20g Fructus Camptothecae Acuminatae pulverizing back extracts with 50 ℃ of heating of aqueous ethanolic solution of 50%.Extracting solution concentrates through rotary evaporation, is cooled to the room temperature after-filtration, gets transparent crude extract.Dress AL-2 resin 10mL in internal diameter is the exchange column of 1.5cm is behind the Fructus Camptothecae Acuminatae crude extract 300mL upper prop, earlier with the prewashing of 300mL30% aqueous ethanolic solution, to remove impurity; Use the aqueous ethanolic solution drip washing of 300mL50% again, get the camptothecin effluent liquid.The effluent liquid of camptothecin revolves to steam to be concentrated into separates out small amount of solid, and placement is cooled to room temperature and separates out a large amount of needle-like crystals, filters.Needle filters with 50% aqueous ethanolic solution ultrasonic dissolution, and filtrate is revolved inspissation and contracted, recrystallization once more, high-performance liquid chromatogram determination, camptothecin purity 98.6%.
Embodiment 2
Getting 10g Fructus Camptothecae Acuminatae pulverizing back extracts with 80 ℃ of heating of aqueous ethanolic solution of 50%.Extracting solution concentrates through rotary evaporation, and cooled and filtered gets transparent extract.Dress AL-2 polymeric adsorbent 7mL (wet bulb) in the exchange column of internal diameter 0.9cm, with the flow velocity upper prop (BV: bed volume) of purification liquid (105mL) with about 2BV/h, washing post with 2BV, use the drip washing of 150mL30% aqueous ethanolic solution again, use the aqueous ethanolic solution drip washing of 150mL50% again, get the camptothecin effluent liquid.The effluent liquid of camptothecin revolves to steam to be concentrated into separates out small amount of solid, places cooling and separates out a large amount of needle-like crystals, filters.Needle filters with 50% aqueous ethanolic solution ultrasonic dissolution, and filtrate is revolved inspissation and contracted, recrystallization once more, high-performance liquid chromatogram determination, camptothecin purity 99.0%.
Embodiment 3
Getting 200g Fructus Camptothecae Acuminatae pulverizing back extracts with 70 ℃ of heating of aqueous ethanolic solution of 70%.Extracting solution concentrates through rotary evaporation, and cooled and filtered gets transparent extract.Dress AL-2 polymeric adsorbent 100mL (wet bulb) in the exchange column of internal diameter 4cm, with the flow velocity upper prop (BV: bed volume) of purification liquid (1000mL) with about 2BV/h, washing post with 2BV, use the drip washing of 100mL30% aqueous ethanolic solution again, use the aqueous ethanolic solution drip washing of 150mL60% again, get the camptothecin effluent liquid.The effluent liquid of camptothecin revolves to steam to be concentrated into separates out small amount of solid, places cooling and separates out a large amount of needle-like crystals, filters.Needle filters with 50% aqueous ethanolic solution ultrasonic dissolution, and filtrate is revolved inspissation and contracted, recrystallization once more, high-performance liquid chromatogram determination, camptothecin purity 98.9%.
Claims (5)
1, a kind of extracting method of camptothecin is characterized in that it comprises the steps:
1) with the Fructus Camptothecae Acuminatae raw material pulverizing, extract with ethanolic soln diacolation or ethanolic soln heat, concentrate through rotary evaporation, be cooled to the room temperature after-filtration, get transparent extract;
2) will clarify extracting solution and feed in the resin column that macroporous adsorbent resin is housed and adsorb, with aqueous ethanolic solution washing and desorb; The flow velocity of absorption, washing, desorb be 0.5-2.5 bed volume/hour;
3) effluent liquid of camptothecin revolves to steam to be concentrated into and separates out small amount of solid, and placement is cooled to room temperature and separates out a large amount of needle-like crystals;
4) needle filters with 50% aqueous ethanolic solution ultrasonic dissolution, and filtrate is revolved inspissation and contracted, and recrystallization gets the camptothecin product once more.
2, the extracting method of camptothecin according to claim 1 is characterized in that it is 50-80 ℃ that described ethanolic soln heat is extracted.
3, the extracting method of camptothecin according to claim 1 is characterized in that the volume of described Fructus Camptothecae Acuminatae raw material weight and resin is 2～4: 1.
4, the extracting method of camptothecin according to claim 1 is characterized in that described resin column footpath and post height ratio are 1: 5～30.
5, the extracting method of camptothecin according to claim 1 is characterized in that described washings is the ethanol of 5%-35%, and described stripping liquid is the ethanolic soln of 40%-90%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410072869 CN1295239C (en) | 2004-11-25 | 2004-11-25 | Process for extracting camptothecin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410072869 CN1295239C (en) | 2004-11-25 | 2004-11-25 | Process for extracting camptothecin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1634951A true CN1634951A (en) | 2005-07-06 |
| CN1295239C CN1295239C (en) | 2007-01-17 |
Family
ID=34846798
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200410072869 Expired - Fee Related CN1295239C (en) | 2004-11-25 | 2004-11-25 | Process for extracting camptothecin |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1295239C (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100421564C (en) * | 2006-07-28 | 2008-10-01 | 浙江林学院 | Pesticide prepn produced with camptotheca material and its use |
| CN102786568A (en) * | 2012-07-26 | 2012-11-21 | 江苏康缘药业股份有限公司 | Vincoside lactam preparation method |
| CN103446172A (en) * | 2013-08-30 | 2013-12-18 | 苏州天南星生物科技有限公司 | Application of fructus camptothecae acuminatae extractive vincoside lactam |
| CN106518940A (en) * | 2016-11-07 | 2017-03-22 | 辽宁科技大学 | Method for purifying vincoside lactam |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101313914B (en) * | 2007-05-29 | 2011-07-06 | 江苏康缘药业股份有限公司 | Uses and preparations of common camptotheca fruit glycosides of common camptotheca fruit extract |
-
2004
- 2004-11-25 CN CN 200410072869 patent/CN1295239C/en not_active Expired - Fee Related
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100421564C (en) * | 2006-07-28 | 2008-10-01 | 浙江林学院 | Pesticide prepn produced with camptotheca material and its use |
| CN102786568A (en) * | 2012-07-26 | 2012-11-21 | 江苏康缘药业股份有限公司 | Vincoside lactam preparation method |
| CN102786568B (en) * | 2012-07-26 | 2015-07-01 | 江苏康缘药业股份有限公司 | Vincoside lactam preparation method |
| CN103446172A (en) * | 2013-08-30 | 2013-12-18 | 苏州天南星生物科技有限公司 | Application of fructus camptothecae acuminatae extractive vincoside lactam |
| CN106518940A (en) * | 2016-11-07 | 2017-03-22 | 辽宁科技大学 | Method for purifying vincoside lactam |
| CN106518940B (en) * | 2016-11-07 | 2020-09-01 | 辽宁科技大学 | Method for purifying vincoside-lactam |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1295239C (en) | 2007-01-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN108752231B (en) | Method for extracting theanine from sweet tea and simultaneously extracting rubusoside and tea polyphenol | |
| CN101260131A (en) | Method for extracting iridoid active site and monomer from eucommia bark | |
| CN112472727B (en) | Method for co-producing ginkgo leaf extract, terpene lactone and shikimic acid | |
| CN102225958A (en) | Scutellarin purifying method | |
| CN104418743B (en) | A kind of method of slightly getting refining chlorogenic acid thing from Japanese Honeysuckle | |
| CN101037467A (en) | Method for separating purifying ursolic acid from loquat leaf | |
| CN102146083A (en) | Method for separating and extracting cepharanthine | |
| CN104327127A (en) | Method for preparing angroside C, aucubin and harpagide through separation and purification by high-speed countercurrent chromatography | |
| CN102228515B (en) | Separation and enrichment method of total flavones and total alkaloids of Lotus Plumule | |
| CN102351926A (en) | Method for preparing arctiin | |
| CN109879919B (en) | Method for separating and preparing three flavonoid glycosides from spina date seeds | |
| CN101234147B (en) | Method of preparing total flavones of tropaeolum for injections | |
| CN110668923A (en) | Extraction and separation method of high-purity cannabidiol | |
| CN1295239C (en) | Process for extracting camptothecin | |
| CN107722080A (en) | A kind of method that ursin is extracted in the leaf from purple bergenia herb | |
| CN103159807B (en) | A kind of Ramulus Mori extract and preparation method thereof | |
| CN104193758A (en) | Method for preparing wedelolactone monomeric compounds extracted from eclipta | |
| CN101250104A (en) | Method for extracting high-pure shikimic acid from scarlet octagonal fruit | |
| CN102920727B (en) | Method for preparing extracts rich in vitexin rhamnoside and vitexin glucoside | |
| CN102241574B (en) | Method for preparing high-purity protocatechualdehyde from salvia miltiorrhiza | |
| CN113354697A (en) | Method for separating and purifying pectolinarin and linarin | |
| CN113440547A (en) | Method for separating and purifying Japanese thistle herb total glycosides by adopting macroporous resin series dynamic axial compression column | |
| CN101974014B (en) | Manufacturing technology for extracting ginkalide A and C from root and bark of maidenhair tree | |
| CN101565445B (en) | Method for preparing high-purity veratramine and jervine | |
| CN100345875C (en) | Preparation method of polar group-containing absorptive resin and application thereof in preparation of high-purity sanguinarin |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C19 | Lapse of patent right due to non-payment of the annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee | ||
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20070117 |