title: Synthesis and antibacterial activity of 1beta-methylcarbapenems having a 2, 2-disubstituted-1, 3-diazabicyclo[3.3.0]octan-4-one moiety and related compounds. Part III.
abstract: The synthesis of new series of 1beta-methylcarbapenems having a 2, 2-disubstituted-1, 3-diazabicyclo[3.3.0]octan- and -[4.3.0]nonan-4-one moiety is described. Their in vitro antibacterial activities against both Gram-positive and Gram-negative bacteria were tested and the effect of the substituent of the bicyclic ring was investigated. A particular compound (16 f) bearing a hydroxymethyl group showed the most potent antibacterial activity and the compound (17 a) with a 1, 3-diazabicyclo[4.3.0]nonane moiety exhibited excellent stability against renal dehydropeptidase-I (DHP-I) to Meropenem.
authors.affiliation: Medicinal Chemistry Research Center, Korea Institute of Science and Technology, Seoul, Korea.
authors.forename: Chang-Hyun
authors.initials: CH
authors.lastname: Oh
authors.forename: Hyun-Gu
authors.initials: HG
authors.lastname: Dong
authors.forename: Han-Won
authors.initials: HW
authors.lastname: Cho
authors.forename: Sung Jin
authors.initials: SJ
authors.lastname: Park
authors.forename: Joon Hee
authors.initials: JH
authors.lastname: Hong
authors.forename: Daejin
authors.initials: D
authors.lastname: Baek
authors.forename: Jung-Hyuck
authors.initials: JH
authors.lastname: Cho
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D015780:Carbapenems / Q000138:chemical synthesis* / Q000494:pharmacology; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D007659:Ketones; D008826:Microbial Sensitivity Tests; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D015780:Carbapenems; D007659:Ketones