Abstract
The effectiveness of precursor-directed biosynthesis to generate diazepinomicin (1) analogues with varied ring-A substitutents was investigated by feeding commercially available, potential ring-A precursors such as fluorinated tryptophans, halogenated anthranilates, and various substituted indoles into growing actinomycete culture DPJ15 (genus Micromonospora). Two new monofluorinated diazepinomicin analogues (2 and 3) were identified and characterized by spectroscopic methods. Both derivatives showed modest antibacterial activity against the Gram-positive coccus Staphylococcus aureus with MIC values in the range 8-32 microg/mL.
MeSH terms
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Dibenzazepines / chemistry
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Dibenzazepines / isolation & purification*
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Dibenzazepines / metabolism
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Dibenzazepines / pharmacology
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Hydrocarbons, Fluorinated / chemistry
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Hydrocarbons, Fluorinated / isolation & purification*
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Hydrocarbons, Fluorinated / metabolism
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Hydrocarbons, Fluorinated / pharmacology
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Indoles / chemistry
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Indoles / isolation & purification*
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Indoles / metabolism
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Indoles / pharmacology
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Microbial Sensitivity Tests
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Micromonospora / chemistry*
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Staphylococcus aureus / drug effects
Substances
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Dibenzazepines
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Hydrocarbons, Fluorinated
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Indoles
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diazepinomicin