Novel cytotoxic bufadienolides derived from bufalin by microbial hydroxylation and their structure-activity relationships.

来自 Semantic Scholar

喜欢 0

阅读量：

117

作者：

Y Min，G Qu，H Guo，D Guo

展开

摘要：

Microbial transformation was used to prepare novel cytotoxic bufadienolides. Twelve products ( 3– 14) were obtained from bufalin ( 1) by the fungus Mucor spinosus. Their structures were elucidated by high-resolution mass spectroscopy (HR-MS) and extensive NMR techniques, including 1 H NMR, 13 C NMR, DEPT, 1 H– 1 H correlation spectroscopy (COSY), two dimensional nuclear Overhauser effect correlation spectroscopy (NOESY), heteronuclear multiple quantum coherence (HMQC), and heteronuclear multiple bond coherence (HMBC). Compounds 3, 4, 9 and 11– 14 are new mono- or dihydroxylated derivatives of bufalin with novel oxyfunctionalities at C-1β, C-7β, C-11β, C-12β and C-16α positions. The in vitro cytotoxic activities against human cancer cell lines of 3– 14, together with 16 biotransformed products derived from cinobufagin ( 15– 30) were determined by the MTT method, and their structure–activity relationships (SAR) were discussed.

展开

关键词：

Bufalin Bufadienolide Microbial transformation Mucor spinosus Cytotoxicity Structure–activity relationship

DOI：

10.1016/j.jsbmb.2004.01.010

被引量：

212

年份：

2004