title: Synthesis and biological evaluation of photoaffinity labeled fusidic acid analogues.
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.
authors.affiliation: LEO Pharma, Industriparken 55, 2750 Ballerup, Denmark.
authors.forename: Ditte
authors.initials: D
authors.lastname: Riber
authors.forename: Musturi
authors.initials: M
authors.lastname: Venkataramana
authors.forename: Suparna
authors.initials: S
authors.lastname: Sanyal
authors.forename: Tore
authors.initials: T
authors.lastname: Duvold
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001386:Azides / Q000138:chemical synthesis* / Q000494:pharmacology; D001577:Benzophenones / Q000138:chemical synthesis* / Q000494:pharmacology; D003352:Corynebacterium / Q000187:drug effects; D003978:Diazomethane / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D005672:Fusidic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D019920:Photoaffinity Labels / Q000138:chemical synthesis* / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects; D013212:Staphylococcus epidermidis / Q000187:drug effects; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D001386:Azides; D001577:Benzophenones; D019920:Photoaffinity Labels; D005672:Fusidic Acid; D003978:Diazomethane