13-acetyl-9-dihydrobaccatin III extraction separation method

A separation method, acetyl technology, applied in the direction of organic chemistry, etc., to achieve remarkable separation effect, simple process, and reduce the difficulty of purification treatment

Active Publication Date: 2014-02-19
YUNNAN HANDE BIO TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] At present, the main raw material of semi-synthetic paclitaxel and docetaxel is 10-DAB. With the increase of market demand, the price of 10-DAB also keeps rising, which brings huge financial pressure to the manufacturers of synthetic paclitaxel.

Method used

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  • 13-acetyl-9-dihydrobaccatin III extraction separation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] Example 1: Take 1000g of dried Canadian branches and leaves, crush them to a particle size of 10-20 mesh, add 5L of methanol-water solution (70% concentration by mass) and soak for 12 hours before filtering, the filtrate is to be concentrated, and the filter residue is added with 3L of methanol water solution again After soaking for 20 hours, the filtrate was to be concentrated, and the filter residue was added to 3L methanol aqueous solution to soak for 10 hours and then filtered, and the filtrate obtained by filtering was combined three times. Extract with 1L chloroform, repeat the extraction 3 times, collect and combine the chloroform layers, and concentrate the chloroform layers to dryness to obtain 50 g of chloroform extract; after the chloroform extract is dissolved in acetone, add it to a Chroma-R204 resin (400 mesh) column, and pressurize The acetone-water solution with a mass percentage concentration of 40%, 50%, and 90% is eluted sequentially at a flow rate of ...

Embodiment 2

[0015] Example 2: Take 1000g of dried Canadian branches and leaves, crush them to 10 mesh, add 7L of methanol (40% by mass concentration) to soak for 24 hours and then filter, the filtrate is to be concentrated, and the filter residue is continued to be soaked in 4L of methanol for 24 hours, and the filtrate is to be concentrated. Add 4L of methanol to the filter residue and soak for 24 hours, then filter, combine and filter the obtained filtrate for three times, concentrate the filtrate to recover methanol, add hydrochloric acid solution with a concentration of 10% by mass to adjust the pH value of the filtrate to 6, then add 1L of chloroform to extract 4 times, collect and combine the chloroform layer, and the chloroform phase was concentrated to dryness to obtain 60g chloroform extract, which was dissolved in acetone and then added to the Chroma-R204 resin (500 mesh) column, with a pressurized mass percentage concentration of 40%, 50%, and 90%. The methanol-water solution wa...

Embodiment 3

[0016] Example 3: Take 1000g of dried Canadian branches and leaves, grind them to 20 mesh, add 4L of methanol (90% concentration by mass) to soak for 8 hours and then filter, the filtrate will be concentrated, and the filter residue will continue to be soaked in 3.5L of methanol for 10 hours, repeat 3 times , combined four times to filter the obtained filtrate, after the filtrate was concentrated and recovered methanol, adding a mass percent concentration of 10% hydrochloric acid solution to adjust the pH value of the filtrate to 5.5, then adding 2L chloroform to extract 3 times, collecting and merging the chloroform layers, and concentrating the chloroform phase to dryness to obtain 57g chloroform extract, after the chloroform extract is dissolved with acetone, join in the Chroma-R204 resin (400 order) column, be the ethanol-water solution of 40%, 50%, 90% with pressurized mass percentage concentration according to hour 2 The flow rate of the column volume is eluted sequential...

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Abstract

The invention discloses a 13-acetyl-9-dihydrobaccatin III extraction separation method. The 13-acetyl-9-dihydrobaccatin III extraction separation method is characterized in that branches and leaves of Taxus canadensis Marsh are used as raw materials, 13-acetyl-9-dihydrobaccatin III having the content more than 40% is prepared by immersion, acid water extraction and resin column separation and separation effects are obvious; and the 13-acetyl-9-dihydrobaccatin III is re-crystallized to form a 13-acetyl-9-dihydrobaccatin III product having the content more than 99% and simultaneously, active taxane compounds such as 9-DHB, taxol and 10-DAB are effectively separated. The 13-acetyl-9-dihydrobaccatin III extraction separation method has simple processes and a high yield and is suitable for industrial production.

Description

technical field [0001] The invention relates to a method for extracting effective compounds from Taxus chinensis plants, especially a method for extracting and separating 13-acetyl-9-hydroxybaccatin III. Background technique [0002] Paclitaxel extracted from yew has anti-cancer and anti-cancer effects, and has no obvious adverse reactions. It is an internationally recognized plant-purified anti-cancer drug, and its clinical application has good effects on various cancers. Clinical research in the United States has proved that it has outstanding curative effect on ovarian and breast cancer. In addition, it also has certain effects on hypertension, diabetes and coronary heart disease. Paclitaxel contained in yew has a unique anti-cancer mechanism and high anti-cancer activity, which can prevent the proliferation of cancer cells and inhibit the migration of tumor cells. It is recognized as the most important anti-cancer active substance in the field of natural medicine today....

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D305/14
CPCC07D305/14
Inventor 付翠花郭占伟李仁恺
Owner YUNNAN HANDE BIO TECH
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