title: Synthesis and SAR study of novel 7-(pyridinium-3-yl)-carbonyl imidazo[5,1-b]thiazol-2-yl carbapenems.
abstract: A new series of 1beta-methyl carbapenems, possessing a 7-substituted imidazo[5,1-b]thiazol-2-yl group directly attached to the C-2 position of the carbapenem nucleus, was synthesized and evaluated for antibacterial activity. These compounds showed potent activities against Gram-positive bacteria, in particular methicillin-resistant Staphylococcus aureus (MRSA) and penicillin-resistant Streptococcus pneumoniae (PRSP). They also exhibited potent activity against beta-lactamase-negative ampicillin-resistant Haemophilus influenzae (BLNAR).
authors.affiliation: Pharmaceutical Research Center, Meiji Seika Kaisha, Ltd, 760 Morooka-cho, Kohoku-ku, Yokohama 222-8567, Japan. takahisa_maruyama@meiji.co.jp
authors.forename: Takahisa
authors.initials: T
authors.lastname: Maruyama
authors.forename: Yuko
authors.initials: Y
authors.lastname: Kano
authors.forename: Yasuo
authors.initials: Y
authors.lastname: Yamamoto
authors.forename: Mizuyo
authors.initials: M
authors.lastname: Kurazono
authors.forename: Katsuyoshi
authors.initials: K
authors.lastname: Iwamatsu
authors.forename: Kunio
authors.initials: K
authors.lastname: Atsumi
authors.forename: Eiki
authors.initials: E
authors.lastname: Shitara
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015780:Carbapenems / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006193:Haemophilus influenzae / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D011726:Pyridinium Compounds / Q000138:chemical synthesis* / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects*; D013237:Stereoisomerism; D013296:Streptococcus pneumoniae / Q000187:drug effects*; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D015780:Carbapenems; D011726:Pyridinium Compounds