title: Synthesis and antibacterial activity of the tricyclic ketolides TE-802 and its analogs.
abstract: The novel 6-O-methyl tricyclic ketolides TE-802 and its analogs were synthesized by two successive cyclization reactions, 11,12-cyclic carbamate formation by intramolecular Michael addition and 9,11-diazaheptene ring construction by intramolecular dehydration reaction. These new tricyclic ketolides exhibited good in vitro antibacterial activity against not only erythromycin-susceptible strains but also erythromycin-resistant Staphylococcus aureus and Streptococcus pneumoniae, which are problematic pathogens of nosocomial and community-acquired respiratory tract infections, respectively.
authors.affiliation: Research Center, Taisho Pharmaceutical Co., Ltd., Saitama, Japan. m.kashimura@po.rd.taisho.co.jp
authors.forename: M
authors.initials: M
authors.lastname: Kashimura
authors.forename: T
authors.initials: T
authors.lastname: Asaka
authors.forename: Y
authors.initials: Y
authors.lastname: Misawa
authors.forename: K
authors.initials: K
authors.lastname: Matsumoto
authors.forename: S
authors.initials: S
authors.lastname: Morimoto
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D003500:Cyclization; D004352:Drug Resistance, Microbial; D004917:Erythromycin / Q000494:pharmacology; D048628:Ketolides; D018942:Macrolides; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013211:Staphylococcus aureus / Q000187:drug effects; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D048628:Ketolides; D018942:Macrolides; C437368:TE-802; D004917:Erythromycin