title: A new type of ketolides bearing an N-aryl-alkyl acetamide moiety at the C-9 iminoether synthesis and structure-activity relationships.
abstract: A new type of ketolides, bearing an N-aryl-alkyl acetamide moiety at the C-9 iminoether and a cyclic carbonate at the C-11,12 position was prepared and the antibacterial activities of the compounds were evaluated. Some of the derivatives showed potent antibacterial activity against both Haemophilus influenzae and Streptococcus pneumoniae, which are clinically important respiratory tract pathogens. Among the derivatives prepared, compound 5s with a quinolin-4-yl moiety was found to have potent and well-balanced activity against S. pneumoniae and H. influenzae including erythromycin-resistant strains.
authors.affiliation: Discovery Research Laboratories, Shionogi & Co., Ltd., 12-4, Sagisu 5-chome, Osaka 553-0002, Japan. takashi.nomura@shinogi.co.jp
authors.forename: Takashi
authors.initials: T
authors.lastname: Nomura
authors.forename: Tsutomu
authors.initials: T
authors.lastname: Iwaki
authors.forename: Tatsuro
authors.initials: T
authors.lastname: Yasukata
authors.forename: Koichi
authors.initials: K
authors.lastname: Nishi
authors.forename: Yukitoshi
authors.initials: Y
authors.lastname: Narukawa
authors.forename: Koichi
authors.initials: K
authors.lastname: Uotani
authors.forename: Toshihiko
authors.initials: T
authors.lastname: Hori
authors.forename: Hideaki
authors.initials: H
authors.lastname: Miwa
mesh_terms: D000081:Acetamides / Q000737:chemistry*; D000478:Alkylation; D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D004987:Ethers / Q000737:chemistry*; D048628:Ketolides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D008171:Lung Diseases / Q000188:drug therapy; D051379:Mice; D051381:Rats; D013329:Structure-Activity Relationship
chemical_list: D000081:Acetamides; D000900:Anti-Bacterial Agents; D004987:Ethers; D048628:Ketolides