Pradimicins L and FL: New Pradimicin Congeners from Actinomadura Verrucosospora Subsp. Neohibisca

Abstract

Pradimicin L, a new congener of pradimicin A having the D-glucosyl-D-thomosamine moiety at the C-5 position, was isolated from Actinomadura verrucosospora subsp. neohibisca subsp. nov. The structure of pradimicin L was deduced to be N-[[(5S, 6S)-5-O-[4, 6-dideoxy-4-(methylamino)-3-O-(β-D-glucopyranosyl)-β-D-galactopyranosyl]-5, 6, 8, 13-tetrahydro-1, 5, 6, 9.14-pentahydroxyll-methoxy-3methyl-8, 13-dioxobenzo[a]naphthacene-2 yl]carthonyl]-D-alanime by MS and NMR spectrometry and degradation studies. Pradimicin FL which has the D-serine moiety instead of D-alanine was produced by directed biosynthesis in D-serine-supplemented medium. Pradimicins L and FL have a broad spectrum of in vitro antifungal activity. Pradimicin L was equiactive to pradimicin A and pradimicin FL was more active than pradimicin L. © 1993, JAPAN ANTIBIOTICS RESEARCH ASSOCIATION. All rights reserved.