Abstract
Chemical investigation of a marine-derived actinomycete isolated from marine sediments collected off the coast of southern California and identified as a Nocardiopsis sp. (strain CNQ115) led to the isolation of two new 4-aminoimidazole alkaloids, nocarimidazoles A (1) and B (2). The chemical structures of nocarimidazoles A and B were assigned by interpretation of NMR spectroscopic data and through methylation to yield monomethyl and dimethyl derivatives. Nocarimidazoles A and B possess a 4-aminoimidazole ring combined with a conjugated carbonyl side chain, which is rarely found in microbial secondary metabolites.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Actinomycetales / chemistry*
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Alkaloids / chemistry
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Alkaloids / isolation & purification*
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Alkaloids / pharmacology
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Bacillus subtilis / drug effects
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California
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Escherichia coli / drug effects
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Humans
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Imidazoles / chemistry
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Imidazoles / isolation & purification*
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Imidazoles / pharmacology
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Klebsiella pneumoniae / drug effects
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Marine Biology
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Microbial Sensitivity Tests
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Salmonella typhimurium / drug effects
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Staphylococcus aureus / drug effects
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Staphylococcus epidermidis / drug effects
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Structure-Activity Relationship
Substances
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Alkaloids
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Imidazoles
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nocarimidazole A
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nocarimidazole B
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4-aminoimidazole