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Method for preparing secondary steroidal saponin and diosgenin by catalyzing, oxidizing and degrading steroid general saponin

A technology of steroidal saponins and steroidal saponins, applied in chemical instruments and methods, preparation of steroids, organic chemistry, etc., can solve the problems of reducing production costs, environmental pollution, etc., reduce side reactions, and facilitate separation and purification , easy separation and recycling effect

Inactive Publication Date: 2010-09-29
中山以诺生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of the present invention is to provide a kind of method for preparing steroidal sapogenin and secondary steroidal saponin in neutral medium in order to overcome the deficiencies in the prior art, this preparation method effectively reduces production cost, and avoids serious environmental pollution problems

Method used

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  • Method for preparing secondary steroidal saponin and diosgenin by catalyzing, oxidizing and degrading steroid general saponin
  • Method for preparing secondary steroidal saponin and diosgenin by catalyzing, oxidizing and degrading steroid general saponin

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preparation example Construction

[0035] Preparation method of steroidal total saponins

[0036] (1) Preparation of total saponins of Dioscorea: take Dioscorea decoction pieces as raw material, extract three times with 70%, 80% and 90% ethanol respectively after crushing, recycle ethanol after merging until a large amount of microcrystalline precipitates, and collect microcrystalline by filtration Solid (a); Add 95% ethanol to the filtrate until no precipitate separates out, filter to remove the precipitate, concentrate the filtrate under reduced pressure to dry solid (b), combine solids a and b to obtain thick dioscin; use 85% ethanol from crystallization Alternatively, it is eluted with water and 80% ethanol on a macroporous resin column, and the ethanol fraction is collected to obtain refined total saponins.

[0037] (2) Preparation of total saponins from stems and leaves of Chonglou: take the stems and leaves of the aerial part of Chonglou as raw material, extract with ethanol after crushing, reclaim the w...

Embodiment 1

[0040] The preparation method of embodiment 1 dioscin / pachyphylloside (Ia2)

[0041] (1) In a 1L autoclave, add 20g of dioscin total saponins, dissolve in 100mL of 85-90% ethanol, add 2g of active oxygen catalyst ENO100 or ENO200, fill in 0.2MPa oxygen under airtight conditions, and gradually heat up to 90-100°C, after 10 hours of reaction, lower the temperature and pressure to normal temperature and pressure, open the reactor and pour out the reaction solution, filter to remove the catalyst and a small amount of insoluble matter, and concentrate the filtrate until most of the ethanol is evaporated, and a large amount of white solid Precipitated, filtered, washed with water, dried, extracted with petroleum ether (60-80°C) to remove a small amount of saponin (Ia1), and the remaining solid was recrystallized with 95% ethanol to obtain 6.6-7.0g of the product , white microcrystalline solid Ia2 with a purity of 92% (HPLC).

[0042] (2) In a 1L autoclave, add 20g of total saponins...

Embodiment 2

[0043] The preparation method of embodiment 2 dioscin / pachyphylloside (Ia3)

[0044] (1) In a 1L autoclave, add 20g of dioscin total saponins, dissolve in 100mL of 85-90% ethanol, add 1g of active oxygen catalyst ENO100 or ENO200, fill in 0.1MPa oxygen under airtight conditions, and gradually heat up to 80-90°C, after 7 hours of reaction, lower the temperature and pressure to normal temperature and pressure, open the reactor and pour out the reaction solution, filter to remove the catalyst and a small amount of insoluble matter, and concentrate the filtrate until most of the ethanol is evaporated, and a large amount of white solid Precipitated, filtered and washed with water, dried, and then eluted with 70-85% ethanol on a silica gel column to obtain 1.4-1.6 g of Ia2 with a purity of 92% and 7.8-8 g of white microcrystalline with a purity of 93% (HPLC) Solid Ia3.

[0045] (2) In a 1L autoclave, add 20g of total saponins from the stems and leaves of Pachyphylla, dissolve in 10...

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Abstract

The invention discloses a method for preparing secondary steroidal saponin and diosgenin by catalyzing, oxidizing and degrading steroid general saponin, which comprises the following steps of: A. preparing a steroid general saponin extract; B. dissolving the steroid general saponin extract into 70-90% of methanol or ethanol solution, fully activating ordinary oxygen by adopting oxygen activation catalysts ENO100 and ENO200 containing mixed-valence transition metals, and then acting with the glycosidic bond of the steroid general saponin extract; C. controlling the oxidation and degradation degrees of the glycosidic bond by controlling the oxidation and degradation temperature and the oxygen pressure, and achieving the purpose of respectively preparing the secondary steroidal saponin and steroidal diosgenin; and D. separating and purifying by adopting a neutral medium after oxidation and degradation to obtain the secondary steroidal saponin and the steroidal diosgenin, wherein all the reactions are carried out in the neutral medium. The invention aims to provide a method for preparing the steroidal diosgenin and the secondary steroidal saponin, which effectively lowers the production cost and avoids the serous environmental pollution problem.

Description

technical field [0001] The invention relates to a method for preparing secondary steroidal saponins and sapogenins by catalytic oxidation and degradation of steroidal total saponins. Background technique [0002] Steroidal saponins (Steroidal Saponins) are a class of important biologically active substances in plants, and the study of steroidal saponins has always occupied an important position in natural product chemistry. There have been many reports on the isolation, identification and structure determination of steroidal saponins. According to incomplete statistics, about 200 kinds of natural steroidal saponins in nearly 150 kinds of plants have been studied, and it is found that steroidal saponins can be divided into spirosteroidal saponins and furostanyl saponins according to the structure of their aglycones, and the glycosides of steroidal saponins The element is spirosterol or furostanol with 27 carbon atoms. Steroidal saponins are mostly found in monocotyledonous ...

Claims

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Application Information

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IPC IPC(8): C07J75/00C07J71/00
Inventor 余佩华邓跃敏
Owner 中山以诺生物科技有限公司
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