作为抗癌甾体生物碱的茄解碱、O-乙酰基茄解碱和蜀羊泉碱的高效合成。

Efficient synthesis of solasodine, O-acetylsolasodine, and soladulcidine as anticancer steroidal alkaloids.

作者信息

Zha Xiaoming, Sun Hongbin, Hao Jia, Zhang Yihua

机构信息

Center for Drug Discovery, School of Pharmacy, China Pharmaceutical University, Nanjing, Jiangsu Province, 210009, PR China.

出版信息

Chem Biodivers. 2007 Jan;4(1):25-31. doi: 10.1002/cbdv.200790003.

DOI:10.1002/cbdv.200790003

PMID:17256731

Abstract

An efficient synthesis of the steroidal alkaloids solasodine (1), O-acetylsolasodine (2), and soladulcidine (3) starting from easily available diosgenin and tigogenin in five or six steps (overall yield 25, 24, and 28%, resp.) is described. Moreover, our synthetic route provides a selective modification at C(3) of 1 and related compounds in order to carry out lead optimization on these natural antitumor steroidal alkaloids.

摘要

描述了一种从易于获得的薯蓣皂苷元和替告皂苷元出发，经五步或六步反应高效合成甾体生物碱茄解碱（1）、O - 乙酰基茄解碱（2）和蜀羊泉碱（3）的方法（总产率分别为25%、24%和28%）。此外，我们的合成路线能够对1及其相关化合物的C(3)位进行选择性修饰，以便对这些天然抗肿瘤甾体生物碱进行先导优化。