A method for extracting 10-deacetylbaccatin III from yew

A technology for deacetylation and yew, which is applied in the field of extracting 10-deacetyl baccatine III from yew, can solve the problems of large influence, obvious effect, large cost input, etc., and achieves reduction of production cost and extraction yield. The effect of high and low production cost

Active Publication Date: 2020-06-23
上海卓鼎生物技术有限公司
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  • Abstract
  • Description
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  • Application Information

AI Technical Summary

Problems solved by technology

[0009] (1) At present, most methods for extracting 10-desacetylbaccatin III use solvents such as methanol, ethanol or methanol water, ethanol water as extraction solvents; due to the polar nature of these solvents, various impurities in Taxus chinensis It is extracted together with 10-deacetylbaccatin III, which increases the difficulty of subsequent column chromatography, and the impurities cannot be effectively controlled; the product quality is reduced and the extraction cost is increased;
[0010] (2) According to the extraction methods in most literature patent reports, more than 90% of the impurities in the obtained methanol or ethanol paste are useless during the extraction process and need to be removed. During industrial production, it increases the difficulty of industrial production. Some use alcohol The method of sinking to remove impurities, the effect is obvious but affects the yield; some add sodium bicarbonate or weak alkaline solution to extract during extraction, which can also achieve the effect of removing impurities, but the introduction of alkali, alkali on 10-deacetyl The impact of baccatin III is relatively large, and many degradation impurities caused by weak bases are often derived during the production process; this seriously affects the quality of 10-deacetylbaccatin III and the control of production costs;
[0011] (3) Due to the use of a large amount of methanol or ethanol in the subsequent processing of the substances extracted by the traditional process, various pigments, gums, and tannins are discharged together with water, which seriously affects the water body and the environment; industrial production The investment in the environment increases the processing cost of the enterprise from another angle;
[0012] (4) The traditional extraction process requires complicated column chromatography production, which has a long production period and high cost investment

Method used

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  • A method for extracting 10-deacetylbaccatin III from yew

Examples

Experimental program
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Effect test

Embodiment 1

[0032] Example 1: The industrialized method for extracting 10-DAB from the branches and leaves of yew, the specific operation is as follows:

[0033] (1) Add 1kg of dried Taxus yunnanensis branches and leaves with 10-DAB content of about 4‰ in a 10L pot, add 5L of pure tap water, and drop 2.5 mL of glacial acetic acid at the same time, mix well and soak at 45-50℃ for 4 hours , Filter, soak the filter residue with an aqueous solution containing a stabilizer (volume concentration of 0.5‰ glacial acetic acid solution), soak twice, combine the soaking solution; use 4L ethyl acetate to extract the soaking solution, keep stirring for 1h, and let stand Take out the ethyl acetate layer, extract the remaining liquid twice with ethyl acetate, combine the three extracts, and then concentrate and dry at 60°C under reduced pressure to obtain 25.86 g of a light yellow-green solid. The content of 10-DAB is tested. 14.7%, the yield is about 95%;

[0034] (2) Dissolve 25.86 g of the above-mentione...

Embodiment 2

[0036] Example 2: The industrialized method for extracting 10-DAB from the branches and leaves of yew, the specific operation is as follows:

[0037] (1) Add 10kg of dried Taxus yunnanensis branches and leaves with a 10-DAB content of about 4‰ to a 50L pot, add 60L of pure tap water, and drop 48mL of glacial acetic acid at the same time, mix well and soak for 5 hours at 40-45°C. Filter, soak the filter residue with an aqueous solution containing a stabilizer (volume concentration of 0.8‰ glacial acetic acid aqueous solution), soak for 3 times, combine the soaking solution; extract the soaking solution with 35L ethyl acetate, keep stirring for 0.8h, and let stand The ethyl acetate layer was taken out, the remaining liquid was extracted 3 times again, and the 4 extracts were combined, and then concentrated and dried under reduced pressure at 65°C to obtain 300.1 g of light yellow-green solid. The content of 10-DAB was determined to be 12.8%. The rate is about 96.3%;

[0038] (2) Dis...

Embodiment 3

[0040] Example 3: The industrialized method for extracting 10-DAB from the branches and leaves of yew, the specific operation is as follows:

[0041] (1) Add 1kg of dried Taxus yunnanensis branches and leaves with a 10-DAB content of about 4‰ to a 10L pot, add 7L of pure tap water, and drop 7 mL of citric acid at the same time, mix well and soak at 45-50℃ for 3 hours , Filter, soak the filter residue with an aqueous solution containing a stabilizer (volume concentration of citric acid is 1‰), soak twice, combine the soaking liquid; extract the soaking liquid with 6L ethyl acetate, stir continuously for 0.5h, and let stand The ethyl acetate layer was taken out, the remaining liquid was extracted 3 times again, and the 4 extracts were combined, and then concentrated and dried under reduced pressure at 70°C to obtain 26.3 g of a light yellow-green solid. The content of 10-DAB was determined to be 14.5%. The rate is about 95%;

[0042] (2) Dissolve 26.3g of the above-mentioned light y...

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Abstract

The invention discloses a method for extracting 10-deacetylbaccatin III from taxus chinensis. The method comprises the following steps: soaking and extracting 10-deacetylbaccatin III in taxus chinensis by adopting an aqueous solution containing a stability maintainer; and extracting, performing discoloring and flocculating treatment, recrystallizing and the like, thereby obtaining the high-purity10-deacetylbaccatin III. The method disclosed by the invention is clean, low in cost, non-harsh in extraction conditions, less in by-products, less in pigments and high in extraction rate, and is applicable to industrialized production and market popularization and application.

Description

Technical field [0001] The invention relates to an industrial production method for extracting 10-deacetylbaccatine III from the branches and leaves of Taxus yunnanensis. Background technique [0002] 10-Deacetylbaccatine III is a natural taxane substance contained in yew. It is the starting material or intermediate for the production of docetaxel, semi-synthetic paclitaxel and cabazitaxel. [0003] 10-Deacetyl baccatine Ⅲ, CAS NO: 32981-86-5, the structural formula is as follows: [0004] [0005] According to statistics, there are about 76 million cancer patients in the world, and 10 million new ones are added every year. In 2007, there were 7.6 million patients who died of malignant tumors, accounting for 12% of the total deaths. In developed countries, the number of deaths from malignant tumors It accounts for 21.6% of the total deaths. In China, the incidence of malignant tumors is particularly rapid. At present, there are about 4.5 million cancer patients in my country. The i...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D305/14
CPCC07D305/14
Inventor 马回民杨青春胡倩马怀虎
Owner 上海卓鼎生物技术有限公司
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