Bionic synthesizing method for chemosterilant

The technology of biomimetic synthesis and synthesis method is applied in the field of biomimetic synthesis of sterile agent gossypol, can solve the problems of inability to obtain industrialized production, low yield and the like, and achieves good economic benefits, development prospects, and yield improvement effects.

Inactive Publication Date: 2009-07-08
SHANDONG HENGLIDA CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Add 0.5% gossypol leaching solution with glacial acetic acid for precipitation and place to form gossypol acetate coarse powder with a yield of <5%. It can be seen that the yield of the existing artificial extraction method is extremely low, and the purpose of industrial production cannot be achieved

Method used

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  • Bionic synthesizing method for chemosterilant
  • Bionic synthesizing method for chemosterilant

Examples

Experimental program
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Effect test

Embodiment 1

[0032] A biomimetic synthesis method of a sterile agent, mainly comprising the steps of:

[0033] I→II, condensation reaction

[0034] 3.8g N aOH was dissolved in 30 mL of anhydrous benzene to make caustic benzene solution, 27 g of diethyl succinate and 11 g of 2-isopropyl-3,4-dimethoxy-benzaldehyde were dissolved in 50 mL of benzene, and then, Add the above mixed solution under constant stirring of the alkaline benzene solution. After the mixture was heated at 50 °C for 1 h, 0.75 mL of ethanol was added. After cooling, an appropriate amount of water was added and extracted with ether. The aqueous phase was acidified and extracted with ether. The two ether extracts were combined and extracted with 250 mL of 5% aqueous sodium carbonate. The aqueous phase was acidified with dilute hydrochloric acid to give an oily product in the ether phase, which was dried over anhydrous sodium sulfate. If diethyl ether is evaporated, 14.2g of oily semi-ether product (II) can be obtained ...

Embodiment 2

[0054] A biomimetic synthesis method of a sterile agent, mainly comprising the steps of:

[0055] I→II, condensation reaction

[0056] 3.8g N a OH was dissolved in 30mL of anhydrous benzene to make a caustic benzene solution. 27 g of diethyl succinate and 11 g of 2-isopropyl-3,4-dimethoxy-benzaldehyde were dissolved in 50 mL of benzene. Then, the above mixed solution was added under constant stirring of the alkaline benzene solution. After the mixture was heated at 45 °C for 1.5 h, 0.75 mL of ethanol was added. After cooling, an appropriate amount of water was added and extracted with ether. The aqueous phase was acidified and extracted with ether. The two ether extracts were combined and extracted with 250 mL of 6% aqueous sodium carbonate. The aqueous phase was acidified with dilute hydrochloric acid to give an oily product in the ether phase, which was dried over anhydrous sodium sulfate. If diethyl ether is evaporated, 14.2g of oily semi-ether product (II) can be ob...

Embodiment 3

[0076] A biomimetic synthesis method of a sterile agent, mainly comprising the steps of:

[0077] I→II, condensation reaction

[0078] 3.8g N a OH was dissolved in 30mL of anhydrous benzene to make a caustic benzene solution. 27 g of diethyl succinate and 11 g of 2-isopropyl-3,4-dimethoxy-benzaldehyde were dissolved in 50 mL of benzene. Then, the above mixed solution was added under constant stirring of the alkaline benzene solution. After the mixture was heated at 55 °C for 1 h, 0.75 mL of ethanol was added. After cooling, an appropriate amount of water was added and extracted with ether. The aqueous phase was acidified and extracted with ether. The two ether extracts were combined and extracted with 250 mL of 5% aqueous sodium carbonate. The aqueous phase was acidified with dilute hydrochloric acid to give an oily product in the ether phase, which was dried over anhydrous sodium sulfate. If diethyl ether is evaporated, 14.2g of oily semi-ether product (II) can be obta...

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Abstract

The invention relates to the field of pharmaceutical synthesis, in particular to a biomimetic synthesis method for sterilant. The method comprises the steps of taking 2-isopropyl-3,4-dimethoxy-benzaldehyde as staring material and preparing gossypol which can be taken as male-sterilant through condensation, cyclization, saponification and other reaction. The method changes the prior situation of extracting and preparing gossypol only from natural cotton plants, initiates a way of artificially synthesizing gossypol, ensures high purity of obtained gossypol, and greatly increases product yield as compared with the prior biological extraction method.

Description

technical field [0001] The invention relates to the synthesis of a medicine, in particular to a biomimetic synthesis method of a sterile agent gossypol. Background technique [0002] Gossypol is a polyphenolic substance contained in the mature seeds and root bark of the Malvaceae plant cotton, tree cotton or upland cotton, which has the effect of inhibiting spermatogenesis and sperm motility. Sperm cells and spermatocytes are the most sensitive, so it is generally used as an effective male contraceptive or external spermicide. [0003] The traditional gossypol production method is to use cottonseed or cottonseed powder as the raw material for extraction, and to extract it from the raw material by utilizing the characteristics that gossypol is soluble in organic solvents such as methanol, ethanol, isopropanol, acetone, and carbon tetrachloride. After adopting this method, due to the low extraction efficiency, its extraction rate can only reach 0.5%, and the resulting gossypo...

Claims

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Application Information

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IPC IPC(8): C07C47/57C07C45/27
Inventor 贾元安程桂林贾臻
Owner SHANDONG HENGLIDA CHEM
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