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Method for producing 10-DAB (deacetylbaccatin) III at high yield by using taxus media

A technology of Taxus mandiensis and extract is applied in the field of high yield 10-DAB III of Taxus mandiensis, which can solve the problems of large amount of solvent and single raw material, and achieve the effects of convenient operation and easy production conditions.

Inactive Publication Date: 2017-02-15
CHONGQING BEISHENG PHARMA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The main disadvantages of this method are: 1. the raw material used is single, which is cephalomannine; 2. the purification process of 10-deacetylbaccatin III adopts the method of column chromatography, and the solvent consumption is large

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] A methanol aqueous solution with a volume fraction of 40% and a volume / mL of 5 times the mass / g of Taxus Media was used to stir and extract Taxus Media for 2 hours, and the extract was obtained by filtration, and the extract was concentrated under reduced pressure. For the extract, add methanol with a volume / mL 5 times the weight of the extract / g to the extract and stir to dissolve to obtain a dissolving solution. Add 0.1 times the weight of the extract to the dissolving solution, and stir and acidify at 0°C for 1 hour. An acidified solution is obtained. Sodium hydroxide is added to the acidified solution to neutralize to neutrality. Then add 1 times the weight of the extract hydrazine hydrate, stir and hydrolyze at 0°C for 2 hours to obtain the hydrolyzed solution. Add an aqueous solution containing 5% sodium hydroxide and 5% ammonium chloride to the final solution until the pH is neutral, and then concentrate under reduced pressure until the concentrated solution is vis...

Embodiment 2

[0031] An ethanol solution with a volume fraction of 99.5% and volume / mL 30 times the mass / g of Taxus Media was used for stirring and extraction of Taxus media for 8 hours, filtered to obtain the extract, and the extract was concentrated under reduced pressure. Extract, add 20 times the volume / mL of the extract weight / g to the extract, and stir to dissolve to obtain a solution. Add 1 times the weight of the extract to the solution and stir at 40°C. Acidify for 24 hours to obtain an acidified solution. Add sodium hydroxide to neutralize the acidified solution and add hydrazine hydrate 5 times the weight of the extract. Stir and hydrolyze for 72 hours at 60°C to obtain a hydrolyzed solution. Add an aqueous solution containing 20% ​​potassium hydroxide and 20% ammonium nitrate to the hydrolyzed solution until the pH is neutral, and then concentrate under reduced pressure until the concentrated solution is viscous. The volume / mL is the extract weight / g 30 times the chloroform was ...

Embodiment 3

[0033] A methanol solution with a volume fraction of 80% and a volume / mL of 20 times the mass / g of Taxus Media was used for stirring and extraction of Taxus media for 4 hours, filtered to obtain the extract, and the extract was concentrated under reduced pressure. For the extract, add tetrahydrofuran 12 times the weight of the extract to the extract and stir and dissolve to obtain a solution. Add 0.5 times the weight of the extract to the solution of acetic acid and stir and acidify at 20°C for 12 hours to obtain an acidified solution. Add sodium hydroxide to the acidified solution to neutralize it and add hydrazine hydrate 3 times the weight of the extract. Stir and hydrolyze at 40°C for 30 hours to obtain a hydrolyzed solution. Add the content to the hydrolyzed solution. An aqueous solution of 10% sodium hydroxide and 10% ammonium sulfate until the pH is neutral, and then concentrated under reduced pressure until the concentrated solution is viscous. Add dichloromethane 20 tim...

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Abstract

The invention relates to a method for producing 10-DAB (deacetylbaccatin) III at a high yield by using taxus media. The method for producing 10-DAB III at the high yield by using taxus media provided by the invention comprises the following steps of performing stirring extraction on the taxus media by using a solution; performing reduced pressure concentration to obtain an extract; adding organic solvents into the extract; performing stirring dissolution to obtain a dissolving solution; adding acid into the dissolving solution for acidizing an acidified solution; adding alkali into the acidified solution for neutralization; then, adding hydrazine hydrate, and performing stirring for hydrolyzation; adding reaction terminating agents until the solution is neutral to obtain hydrolysate; performing reduced pressure concentration on the hydrolysate to the thick state; then, performing extraction; concentrating the organic phase; then, performing re-crystallization purification to obtain a product. The content of the 10-DAB III in the 10-DAB III crude product prepared by the method is as high as 5.5 percent to 8.6 percent; the substances comprising 10-DAB III structures in the taxus media can be sufficiently used, so that the substances are changed from waste into valuable materials. The method is very suitable for industrial production. The 10-DAB III produced by the method can be used as synthesis raw materials of taxol and docetaxel to be applied in the field of medicine.

Description

Technical field [0001] The invention belongs to the field of extracting natural plant components, and particularly relates to a method for high-yield 10-DABⅢ from Taxus media. Background technique [0002] Taxus X media is a natural hybrid. Its female parent is Japanese yew (T.cuspidata) and male parent is European yew (T.baccata), which is 7-8 of domestic yew. Times the amount of growth. [0003] Taxane compounds are a class of compounds extracted from the bark, roots and leaves of the higher gymnosperm yew. They mainly contain paclitaxel, cephalomannine, 10-DABⅢ (10-deacetylbaccatin Ⅲ) Many of 7-xylosyl paclitaxel, etc., have been proven to have cytotoxicity and anti-tumor activity. However, the natural yew resources used to extract paclitaxel are limited, so the production and supply of natural paclitaxel raw materials are restricted. Far from meeting the clinical application of paclitaxel. [0004] 10-DABⅢ is the raw material for the synthesis of paclitaxel, docetaxel and caba...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D305/14
CPCC07D305/14
Inventor 潘先文张龙潘敬坤
Owner CHONGQING BEISHENG PHARMA TECH CO LTD
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