title: Synthesis and biological properties of new 1beta-methylcarbapenems containing heteroaromatic thioether moiety.
abstract: The synthesis and biological activities of a series of new 1beta-methylcarbapenems 1a-h having heteroaromatic thioether moiety at C-5 position of pyrrolidine were described. Among these compounds, 1,2,3-thiadiazole derivative 1h showed the most potent antibacterial activity and advanced pharmacokinetics in comparison with meropenem.
authors.affiliation: Medicinal Chemistry Research Center, Korea Institute of Science and Technology, Seoul 130-650, South Korea.
authors.forename: K J
authors.initials: KJ
authors.lastname: Shin
authors.forename: K D
authors.initials: KD
authors.lastname: Koo
authors.forename: K H
authors.initials: KH
authors.lastname: Yoo
authors.forename: Y K
authors.initials: YK
authors.lastname: Kang
authors.forename: S W
authors.initials: SW
authors.lastname: Park
authors.forename: D J
authors.initials: DJ
authors.lastname: Kim
mesh_terms: D000818:Animals; D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D019540:Area Under Curve; D015780:Carbapenems / Q000737:chemistry* / Q000494:pharmacology*; D015195:Drug Design; D004353:Drug Evaluation, Preclinical / Q000379:methods; D000077731:Meropenem; D008826:Microbial Sensitivity Tests; D051381:Rats; D013845:Thienamycins / Q000737:chemistry / Q000494:pharmacology
chemical_list: C442398:1-aza-6-(1-hydroxyethyl)-4-methyl-7-oxo-3-(((2-(1,2,3-thiadiazol-5-yl)thiomethyl)pyrrolidin-4-yl)thio)bicyclo(3.2.0)heptane-2-carboxylic acid; D000890:Anti-Infective Agents; D015780:Carbapenems; D013845:Thienamycins; D000077731:Meropenem