Biosynthesis of vineomycins A1 and B2.

Publisher Website
Google Scholar
Abstract
Biosynthetic studies of the antibacterial and antitumor antibiotics vineomycins A1 (1) and B2 (2), produced by Streptomyces matensis ssp. vineus, were carried out by labeling experiments with [1-13C]- and [1,2-13C2]sodium acetate followed by 13C NMR spectroscopy. The benz[a]anthraquinone chromophore of 1 is derived from a decacetate metabolite and decarboxylation at the carboxyl end, and 2 is formed via C-C bond cleavage of 1. Isolation of rabelomycin from the fermentation broth of the same strain suggests a close biosynthetic relationship among the simple benz[a]anthraquinone antibiotics such as rabelomycin, tetrangomycin, aquayamycin, a C-glycosylated benz[a]anthraquinone and vineomycins. These biosynthetic data prompted a reconsideration of the previously published structure of the antibiotic SS-228Y, which was revised.

This publication has 0 references indexed in Scilit: