Abstract
Co-culture of the fungus Aspergillus fumigatus with the bacteria Streptomyces peucetius led to the induction of production of formyl xanthocillin analogues. This mixed fermentation yielded two new metabolites, fumiformamide (1) and N,N'-((1Z,3Z)-1,4-bis(4-methoxyphenyl)buta-1,3-diene-2,3-diyl)diformamide (2), together with two known N-formyl derivatives and the xanthocillin analogue BU-4704. The structures were determined by spectroscopic methods and by comparison with literature. Cytotoxic activity of all the analogues was tested on the NCI-60 cell line screen, and compound 2 exhibited significant activity against several cell lines. The analogues did not show antimicrobial activity.
Publication types
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Research Support, N.I.H., Extramural
MeSH terms
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Alkaloids / chemistry
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Alkaloids / isolation & purification*
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Alkaloids / pharmacology
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / isolation & purification*
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Antineoplastic Agents / pharmacology
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Aspergillus fumigatus / metabolism*
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Butadienes / chemistry
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Butadienes / isolation & purification
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Butadienes / pharmacology
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Coculture Techniques
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Drug Screening Assays, Antitumor
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Fermentation
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Formamides / chemistry
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Formamides / isolation & purification*
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Formamides / pharmacology
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Microbial Sensitivity Tests
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Molecular Structure
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Nitriles / chemistry
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Nitriles / isolation & purification
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Nitriles / pharmacology
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Nuclear Magnetic Resonance, Biomolecular
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Streptomyces / metabolism*
Substances
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Alkaloids
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Antineoplastic Agents
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BU 4704
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Butadienes
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Formamides
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N,N'-((1Z,3Z)-1,4-bis(4-methoxyphenyl)buta-1,3-diene-2,3-diyl)diformamide
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Nitriles
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fumiformamide