Microbial hydroxylation of novobiocin and related compounds

Abstract

A new soil actinomycete (UC 5762, NRRL 11111) was found to transform novobiocin to 11-hydroxynovobiocin. The product was isolated by solvent extraction and column chromatography, and identified by IR, UV, 1H NMR and 13C NMR spectroscopy. Related structures (8,9-dihydronovobiocin, novobiocic acid and chlorobiocin) were similarly transformed to their corresponding C-ll hydroxylated analogues. The microbial process is superior to chemical (selenium dioxide) oxidation which yielded a mixture of 11-hydroxy- and 11-oxonovobiocin. © 1984, JAPAN ANTIBIOTICS RESEARCH ASSOCIATION. All rights reserved.