title: Synthesis and structure-activity relationship studies of highly potent novel oxazolidinone antibacterials.
abstract: Novel antibacterial biaryl oxazolidinones bearing an aza-, an oxa-, or a thiabicyclo[3.1.0]hex-6-yl ring system were synthesized, and their in vitro antibacterial activity and structure-activity relationships (SAR) were evaluated. Most of the synthesized biaryl bicyclo[3.1.0]hex-6-yl oxazolidinones showed good antibacterial activity against the Gram-positive and -negative bacteria tested. Regarding SAR trends among the C-ring subtypes, the pyridyl ring was preferable to the phenyl ring. The results showed that the structural variety of the C-ring has a greater impact on antibacterial activity than that of the B-ring. A cyano group at the D-ring C-6 position plays an important role in the highly potent antibacterial activity.
authors.affiliation: Discovery Research Laboratories, Kyorin Pharmaceutical Co., Ltd., 2399-1, Nogi, Nogi-Machi, Shimotsuga-Gun, Tochigi, 329-0114, Japan.
authors.forename: Takashi
authors.initials: T
authors.lastname: Komine
authors.forename: Akihiko
authors.initials: A
authors.lastname: Kojima
authors.forename: Yoshikazu
authors.initials: Y
authors.lastname: Asahina
authors.forename: Tatsuhiro
authors.initials: T
authors.lastname: Saito
authors.forename: Hisashi
authors.initials: H
authors.lastname: Takano
authors.forename: Taku
authors.initials: T
authors.lastname: Shibue
authors.forename: Yasumichi
authors.initials: Y
authors.lastname: Fukuda
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D050296:Microbial Viability / Q000187:drug effects; D015394:Molecular Structure; D023303:Oxazolidinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D023303:Oxazolidinones