Abstract
Novel photoaffinity labeled fusidic acid analogues were obtained by a synthetic sequence employing a Wittig reaction between a fusidic acid aldehyde and benzyl bromides in the key step. Three commonly used photoreactive groups, benzophenone, trifluoromethyldiazirine, and aryl azide, were used. The photoaffinity labeled fusidic acid analogues demonstrated a potent antibacterial activity (MIC 0.016-4 microg/mL) and therefore represent a potential tool for the elucidation of the interactions between fusidic acid and its receptor EF-G.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-Bacterial Agents / chemical synthesis*
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Anti-Bacterial Agents / pharmacology
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Azides / chemical synthesis*
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Azides / pharmacology
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Benzophenones / chemical synthesis*
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Benzophenones / pharmacology
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Corynebacterium / drug effects
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Diazomethane / analogs & derivatives*
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Diazomethane / chemical synthesis*
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Diazomethane / pharmacology
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Fusidic Acid / analogs & derivatives*
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Fusidic Acid / chemical synthesis*
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Fusidic Acid / pharmacology
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Microbial Sensitivity Tests
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Photoaffinity Labels / chemical synthesis*
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Photoaffinity Labels / pharmacology*
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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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Anti-Bacterial Agents
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Azides
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Benzophenones
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Photoaffinity Labels
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Fusidic Acid
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Diazomethane