PRADIMICINS L AND FL: NEW PRADIMICIN CONGENERS FROM Actinomadura verrucosospora subsp. neohibisca

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-glucopyrano...

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Bibliographic Details
Published in:Journal of antibiotics 1993/03/25, Vol.46(3), pp.387-397
Main Authors: SAITOH, KYOICHIRO, SAWADA, YOSUKE, TOMITA, KOJI, TSUNO, TAKASHI, HATORI, MASAMI, OKI, TOSHIKAZU
Format: Article
Language:English
Subjects:
Actinomycetaceae - chemistry
Anthracyclines
Antibiotics, Antineoplastic - chemistry
Antibiotics, Antineoplastic - isolation & purification
Antibiotics, Antineoplastic - pharmacology
Antifungal Agents - chemistry
Antifungal Agents - isolation & purification
Antifungal Agents - pharmacology
Fermentation
Microbial Sensitivity Tests
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Summary: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.
ISSN:0021-8820
1881-1469
DOI:10.7164/antibiotics.46.387