Synthesis of pennogenin utilizing the intact skeleton of diosgenin

被引：26

作者：

Tian, WS ^{[1
]}

Xu, QH ^{[1
]}

Chen, L ^{[1
]}

Zhao, CF ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China

来源：

SCIENCE IN CHINA SERIES B-CHEMISTRY | 2004年 / 47卷 / 02期

基金：

中国国家自然科学基金;

关键词：

pennogenin; Chonglou; diosgenin; aglycone; synthesis; atom economy;

D O I：

10.1360/03yb0002

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first synthesis of pennogenin, an aglycone of bioactive components of Chinese traditional medicine named "Chonglou"(Paris), starting from diosgenin, has been reported, which displays a new strategy of utilizing the resource compounds. According to this new strategy, the full and rational utilization of the intact skeleton and functional groups of starting material has been realized in the conversion of diosgenin to pennogenin. The key step for synthesis of pennogenin is the regioselective transformation of cholest-5-en-16,22-dion-3,26-diol to cholest-5,16-dien-22-on-3,26-diol, which can be used to synthesize other bioactive steroids such as cephalostatin and OSW-1.

引用

页码：142 / 144

页数：3

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