Isolation and structure elucidation of the nucleoside antibiotic strepturidin from Streptomyces albus DSM 40763

Abstract

The antibiotic strepturidin (1) was isolated from the microorganism Streptomyces albus DSM 40763, and its structure elucidated by spectroscopic methods and chemical degradation studies. The determination of the relative and absolute stereocenters was partially achieved using chiral GC/EI-MS analysis and microderivatization by acetal ring formation and subsequent 2D-NMR analysis of key 1H, 1H-NOESY NMR correlations and extraction of 1H, 13C coupling constants from 1H, 13C-HMBC NMR spectra. Based on these results, a biosynthesis model was proposed. © 2014 Japan Antibiotics Research Association All rights reserve.