CN1239096A - Process for preparing camptothecine - Google Patents
Process for preparing camptothecine Download PDFInfo
- Publication number
- CN1239096A CN1239096A CN99112767A CN99112767A CN1239096A CN 1239096 A CN1239096 A CN 1239096A CN 99112767 A CN99112767 A CN 99112767A CN 99112767 A CN99112767 A CN 99112767A CN 1239096 A CN1239096 A CN 1239096A
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- CN
- China
- Prior art keywords
- camptothecine
- production method
- extraction
- raw material
- adsorbent resin
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- 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.)
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
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- Medicines Containing Plant Substances (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A process for preparing camptothecine uses the dendrophilous leaf and fruit as raw material and includes crushing raw material, seeping in alcohol, supercritical CO2 extraction of residual matter, concentrating the seeping liquid and extracting liquid, chromatographic analysis with macroreticular resin and recrystallizing. Its advantages are less environmental pollution, low toxic damage to workers, high output rate and high purity.
Description
The present invention relates to a kind of is major ingredient with the leaf of Common Camptotheca, and fruit is the processing method of auxiliary material production camptothecine.
Camptothecine (Camptothecin CPT) is faint yellow plate crystal, molecular formula: C
20H
16N
2O
4, molecular weight 348.3, molecular structural formula:
Camptothecine is a kind of alkaloid that obtains that extracts from plant, has broad-spectrum anti-tumor activity, is the parent compound of present several camptothecin antineoplastic agents of having used.
At present, camptothecine is generally extracted from Nyssaceae (Nyssaceae) plant camptotheca acuminata (Camp-totheca acuminata) and is obtained.The extracting method that Patent Office of the People's Republic of China discloses a kind of camptothecine on May 8th, 1996, this patent of invention are to be that raw material extracts camptothecine with fruit of camplotheca acuminata or root skin.Its adopt abrasive dust → poach → boil liquid to concentrate → paste → ethanol separate gummy impurity → separate out crude product → chloroform mixed solution repeatedly recrystallization obtain the operational path of product.Yet the production method of above-mentioned production camptothecine is a raw material with the Camptotheca acuminata root skin, need to destroy the camplotheca acuminata forest reserves, and be that raw material is subject to seasonal restrictions again with the fruit.Simultaneously, this invention is carried out recrystallization with the chloroform mixed solution producers is poisoned greatly, and product yield low (2/10000), purity low (92%).
The object of the invention is to provide a kind of season limit that can break away from raw material supply, realize Sustainable utilization of resources, and the environmental pollution degree is low, producers are poisoned little, the camptothecine production method that product yield and purity are high.
In order to achieve the above object, the present invention is major ingredient with the leaf of Common Camptotheca, and fruit is auxiliary material obtains product behind the leftover materials after pulverizing → ethanol percolation → supercritical carbon dioxide extraction diacolation extraction → concentrated gained percolate and extraction liquid → macroporous adsorbent resin column chromatography → recrystallization a operational path.
Advantage of the present invention is:
1, with the leaf of Common Camptotheca be major ingredient, fruit of camptotheca acuminata is an auxiliary material production camptothecine.Raw material is gathered conveniently, and the camplotheca acuminata resource is not had destruction, has realized Sustainable utilization of resources, has changed the situation that raw material supply is subject to seasonal restrictions in original technology.
2, the leftover materials after the supercritical carbon dioxide extraction method ethanol extraction is extracted are adopted in this invention, accomplished that organic solvent-free is residual in the residue, greatly reduce the environmental pollution in the production process, provide a supercritical carbon dioxide extraction method to extract the field new approach in application at effective ingredients in plant.
3, this invention is the raw material production camptothecine with the leaf of Common Camptotheca, and product yield is 2/10000, can reach 3/10000 with the fruit for the raw produce yield.
4, camptothecine content reaches 97.5% in the product.
5, the big organic solvents of toxicity such as chloroform are not used in this invention in process of production, and are little to producers' murder by poisoning.
Describe in further detail below in conjunction with embodiments of the invention:
A kind of production method of camptothecine is characterized in that: be main raw material with the leaf of Common Camptotheca, fruit is an auxiliary material.Raw material obtains the operational path of product behind the leftover materials after pulverizing → ethanol percolation → supercritical carbon dioxide extraction diacolation extraction → concentrated gained percolate and extraction liquid → macroporous adsorbent resin column chromatography → recrystallization.
The condition of described supercritical carbon dioxide extraction is: extraction temperature 30-45 ℃, and extracting pressure 20-35MPa, separation temperature 40-55 ℃, flash trapping stage pressure 5-10MPa, secondary separating pressure 5MPa.
Described extracting solution is concentrated into the 1/2-1/4 of original volume.
Described macroporous adsorbent resin adopts the inertia macroporous adsorbent resin.
The used strippant of described macroporous adsorbent resin column chromatography can be the organic solvent of nontoxic or low toxicity such as ethyl acetate, acetone, ethanol, methylene dichloride, acetate, propyl carbinol.
Described recrystallization solvent is acetone or acetate.
The used alcohol concn of described diacolation is the 50-80% aqueous ethanolic solution, and consumption is 6-10 a times of raw material.
The present invention adds 100 liter of 60% alcohol immersion with 12 kilograms of leaf of Common Camptotheca powder to begin diacolation after 3 days, collect percolate, leftover materials extracted 2 hours with 24 liters * 2 supercritical carbon dioxide extraction equipment, extraction conditions is: 35 ℃ of extraction temperature, extracting pressure 35MPa, 45 ℃ of separation temperatures, carbon dioxide flow 90kg/h, separating pressure are 5MPa.Merge percolate and extraction liquid, decompression recycling ethanol, to the concentrated solution volume be 1/2 of original volume.Concentrated solution directly adsorbs by the inertia macroporous adsorptive resins, it is colourless substantially to be washed with distilled water to washings after the absorption, uses the acetone desorb then, collects to merge the stripping liquid that contains camptothecine, separate out the camptothecine crude product after concentrating, after acetone recrystallization obtains the camptothecine product.
Claims (7)
1, a kind of production method of camptothecine is characterized in that; With the leaf of Common Camptotheca is main raw material, and fruit is an auxiliary material.Raw material obtains the operational path of product behind the leftover materials after pulverizing → ethanol percolation → supercritical carbon dioxide extraction diacolation extraction → concentrated gained percolate and extraction liquid → macroporous adsorbent resin column chromatography → recrystallization.
2, according to the described camptothecine production method of claim 1, it is characterized in that; The condition of supercritical carbon dioxide extraction is; Extraction temperature 30-45 ℃, extracting pressure 20-35MPa, separation temperature 40-55 ℃, flash trapping stage pressure 5-10MPa, secondary separating pressure 5MPa.
3, according to the described camptothecine production method of claim 1, extracting solution is concentrated into the 1/2-1/4 of original volume.
4, according to the described camptothecine production method of claim 1, macroporous adsorbent resin adopts the inertia macroporous adsorbent resin.
5, according to claim 1 or 4 described camptothecine production methods, the used strippant of macroporous adsorbent resin column chromatography can be the organic solvent of nontoxic or low toxicity such as ethyl acetate, acetone, ethanol, methylene dichloride, acetate, propyl carbinol.
6, according to the described camptothecine production method of claim 1, recrystallization solvent is acetone or acetate.
7, according to the described camptothecine production method of claim 1, the used alcohol concn of diacolation is the 50-80% aqueous ethanolic solution, and consumption is 6-10 a times of raw material.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN99112767A CN1075502C (en) | 1999-03-17 | 1999-03-17 | Process for preparing camptothecine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN99112767A CN1075502C (en) | 1999-03-17 | 1999-03-17 | Process for preparing camptothecine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1239096A true CN1239096A (en) | 1999-12-22 |
| CN1075502C CN1075502C (en) | 2001-11-28 |
Family
ID=5276032
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN99112767A Expired - Fee Related CN1075502C (en) | 1999-03-17 | 1999-03-17 | Process for preparing camptothecine |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1075502C (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006064517A3 (en) * | 2004-12-16 | 2007-07-05 | Cymbio Pharma Pvt Ltd | Methods for the purification of 20(s)-camptothecin |
| CN102453035A (en) * | 2010-10-25 | 2012-05-16 | 温州大学 | Extraction and preparation method for camptothecin |
| CN102731520A (en) * | 2012-07-12 | 2012-10-17 | 东北林业大学 | Method for extracting camptothecin from seeds of camptotheca acuminate by supercritical carbon dioxide |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5440055A (en) * | 1993-03-12 | 1995-08-08 | Aphios Corporation | Method and apparatus for extracting taxol from source materials |
| CN1121920A (en) * | 1994-10-26 | 1996-05-08 | 四川省广汉市松林生化厂 | Method for extracting camptothecin |
-
1999
- 1999-03-17 CN CN99112767A patent/CN1075502C/en not_active Expired - Fee Related
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006064517A3 (en) * | 2004-12-16 | 2007-07-05 | Cymbio Pharma Pvt Ltd | Methods for the purification of 20(s)-camptothecin |
| CN102453035A (en) * | 2010-10-25 | 2012-05-16 | 温州大学 | Extraction and preparation method for camptothecin |
| CN102453035B (en) * | 2010-10-25 | 2014-07-02 | 温州大学 | Extraction and preparation method for camptothecin |
| CN102731520A (en) * | 2012-07-12 | 2012-10-17 | 东北林业大学 | Method for extracting camptothecin from seeds of camptotheca acuminate by supercritical carbon dioxide |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1075502C (en) | 2001-11-28 |
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| 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 |