title: 9a,11-cyclic carbamates of 15-membered azalides.
abstract: The novel 9a,11-cyclic carbamates (13-15) of 9-deoxo-9a-aza-9a-homoerythromycin A (4) have been prepared and characterized by 1H-1H and 1H-13C 2D NMR spectroscopy. When compared to azithromycin (1) or its 6-O-methyl derivative (2), the new bicyclic 15-membered azalides exhibited substantially decreased antibacterial activities in vitro.
authors.affiliation: PLIVA, Research Institute, Prilaz baruna Filipovića, Croatia.
authors.forename: G
authors.initials: G
authors.lastname: Kobrehel
authors.forename: G
authors.initials: G
authors.lastname: Lazarevski
authors.forename: Z
authors.initials: Z
authors.lastname: Kelnerić
authors.forename: S
authors.initials: S
authors.lastname: Dokić
mesh_terms: D017963:Azithromycin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects*; D004917:Erythromycin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D013329:Structure-Activity Relationship
chemical_list: D004917:Erythromycin; D017963:Azithromycin; C057301:9-deoxy-9a-aza-9a-methyl-9a-homoerythromycin A