Abstract
Chemical analysis of an Australian Streptomyces species yielded a range of known anthracyclines and biosynthetically related metabolites, including daunomycin (1), epsilon-rhodomycinone (2), 11-hydroxyauramycinone (3), 11-hydroxysulfurmycinone (4), aklavinone (5), bisanhydro-gamma-rhodomycinone (6), and the anthraquinone 7, as well as the hitherto unreported blanchaquinone (8). The structure assigned to 8 was secured by detailed spectroscopic analysis and correlation to known analogues, such as the anthraquinone 7. This account also represents the first natural occurrence of 3, 4, and 7 and the first spectroscopic characterization of 11-hydroxysulfurmycinone (4).
MeSH terms
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Anthracyclines / chemistry
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Anthracyclines / isolation & purification
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Anthracyclines / pharmacology
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Anthraquinones / chemistry
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Anthraquinones / isolation & purification*
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Anthraquinones / pharmacology
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Anti-Bacterial Agents / chemistry
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Anti-Bacterial Agents / isolation & purification*
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Anti-Bacterial Agents / pharmacology
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Bacillus subtilis / drug effects
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Daunorubicin / chemistry
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Daunorubicin / isolation & purification
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Daunorubicin / pharmacology
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Microbial Sensitivity Tests
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Molecular Structure
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Naphthacenes / chemistry
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Naphthacenes / isolation & purification
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Naphthacenes / pharmacology
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Nuclear Magnetic Resonance, Biomolecular
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South Australia
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Streptomyces / chemistry*
Substances
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Anthracyclines
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Anthraquinones
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Anti-Bacterial Agents
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Naphthacenes
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blanchaquinone
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aklavinone
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rhodomycinone
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Daunorubicin