螺甾烷衍生物转化为孕烷的机制。

Mechanism for conversion of spirosolane derivative into pregnane.

作者信息

Nohara Toshihiro, Okamoto Kahori, Matsushita Sayaka, Fujiwara Yukio, Ikeda Tsuyoshi, Miyashita Hiroyuki, Ono Masateru, Yoshimitsu Hitoshi, Kansui Hisako, Kunieda Takehisa

机构信息

Faculty of Pharmaceutical Sciences, Sojo University, Kumamoto, Japan.

出版信息

Chem Pharm Bull (Tokyo). 2008 Jul;56(7):1015-7. doi: 10.1248/cpb.56.1015.

DOI:10.1248/cpb.56.1015

PMID:18591823

Abstract

Previously, we reported an interesting reaction by which esculeogenin A [(5alpha,22S,23S,25S)-3beta,23,27-trihydroxyspirosolane], a sapogenol of tomato-saponin, esculeoside A, was easily converted into a pregnane derivative, 5alpha-pregn-16-en-3beta-ol-20-one, merely by refluxing with pyridine and water. Its chemical mechanism including air oxidation is here described.

摘要

此前，我们报道了一个有趣的反应，番茄皂苷类化合物番茄皂苷A的皂苷元薯蓣皂苷元A [（5α，22S，23S，25S）-3β，23，27-三羟基螺旋甾烷]，仅通过与吡啶和水回流，就能轻松转化为孕烷衍生物5α-孕-16-烯-3β-醇-20-酮。本文描述了其包括空气氧化在内的化学机理。