title: Synthesis and antibacterial activity of some novel 6-methyl- and 6-propenyl-substituted carbapenems.
abstract: The synthesis and antibacterial activity of a number of 6-methyl- and 6-propenyl-substituted carbapenems is described. The 6-(hydroxymethyl)- and 6-(aminomethyl)carbapenems possessed more potent antibacterial activity in vitro than their respective 6-(1'(R)-hydroxyethyl) or 6-(1'(R)-aminoethyl) counterparts. However, because of reduced stability, the 6-(aminomethyl)carbapenem was found to be inactive in vivo. All 6-hydroxypropenyl or 6-aminopropenyl derivatives that were prepared were less active than their respective 6-heteroethyl-substituted analogues.
authors.affiliation: Bristol-Myers Squibb Pharmaceutical Research Institute, Candiac, Quebec, Canada.
authors.forename: H
authors.initials: H
authors.lastname: Mastalerz
authors.forename: M
authors.initials: M
authors.lastname: Menard
authors.forename: E
authors.initials: E
authors.lastname: Ruediger
authors.forename: J
authors.initials: J
authors.lastname: Fung-Tomc
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D001419:Bacteria / Q000187:drug effects; D015780:Carbapenems / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D004355:Drug Stability; D004927:Escherichia coli Infections / Q000188:drug therapy; D051379:Mice; D015394:Molecular Structure; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D015780:Carbapenems