2"-Chartreusin-monoacetate, a New Natural Product with Unusual Anisotropy Effects from the Marine Isolate Streptomyces sp. B5525, and its 4"-Isomer

The marine Streptomycete isolates B5342 and B5525 forms, beside large amounts of the antitumor antibiotic chartreusin (1a), two chartreusin monoacetates as trace components. Whereas the chemical shift of the acetate methyl in 1c is in the normal range, the methyl group of the 2"-acetate residue...

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Published inZeitschrift für Naturforschung. B, A journal of chemical sciences Vol. 57; no. 7; pp. 823 - 829
Main Authors Maskey, R. P, Pusecker, K, Speitling, M, Monecke, P, Helmke, E, Laatsch, H
Format Journal Article
LanguageEnglish
Published Verlag der Zeitschrift für Naturforschung 01.07.2002
Subjects
Anisotropy Effects
Chartreusin
Marine Streptomycetes
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Summary:The marine Streptomycete isolates B5342 and B5525 forms, beside large amounts of the antitumor antibiotic chartreusin (1a), two chartreusin monoacetates as trace components. Whereas the chemical shift of the acetate methyl in 1c is in the normal range, the methyl group of the 2"-acetate residue in 1b and also in the tetra- and pentaacetates shows an extreme upfield shift. The structures of the monoacetates were confirmed by extensive NMR experiments, the anisotropic shift is explained by semi-empirical calculations.
ISSN:0932-0776
1865-7117
DOI:10.1515/znb-2002-0716