Abstract
Urnucratins A-C (1-3), which possess an unusual bisnaphthospiroether skeleton with one oxygen bridge and one C-C bridge and represent a new subclass of bisnaphthalenes, were isolated from the North American cup fungus Urnula craterium. Their structures, including absolute configurations, were determined by means of HRMS, NMR, and quantum chemical CD calculations. Urnucratin A (1) was found to be active against methicillin-resistant Staphylococcus aureus, vancomycin-resistant Enterococcus faecium, and Streptococcus pyogenes with MIC values of 2, 1, and 0.5 μg/mL, respectively.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-Bacterial Agents
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Ascomycota / chemistry*
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Drug Resistance, Bacterial / drug effects
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Enterococcus faecium / drug effects*
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Methicillin-Resistant Staphylococcus aureus / drug effects*
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Microbial Sensitivity Tests
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Molecular Structure
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Naphthalenes / chemistry
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Naphthalenes / isolation & purification*
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Naphthalenes / pharmacology*
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Nuclear Magnetic Resonance, Biomolecular
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Spiro Compounds / chemistry
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Spiro Compounds / isolation & purification*
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Spiro Compounds / pharmacology*
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Streptococcus pyogenes / drug effects*
Substances
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Anti-Bacterial Agents
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Naphthalenes
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Spiro Compounds
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urnucratin A
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urnucratin B
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urnucratin C