title: Synthesis of novel 6-alpha and 6-beta-alkylcarbonylmethyl substituted penems.
abstract: 6-alpha and 6-beta Alkylcarbonylmethyl penems were synthesized from 6-alpha-bromo and 6-oxo penicillanates respectively and their in vitro antibacterial activity was studied. The compounds were generally active against Gram-positive but not against Gram-negative strains, the compounds of the 6-beta series being more active. Relatively to imipenem, taken as reference compound, the penems resulted more stable towards chemical hydrolysis in Tris-HCl buffered medium (pH 7.4) but more sensitive towards dehydropeptidase-I (DHP-I).
authors.affiliation: Glaxo Research Laboratories, Verona, Italy.
authors.forename: G
authors.initials: G
authors.lastname: Pentassuglia
authors.forename: G
authors.initials: G
authors.lastname: Tarzia
authors.forename: D
authors.initials: D
authors.lastname: Andreotti
authors.forename: C
authors.initials: C
authors.lastname: Bismara
authors.forename: R
authors.initials: R
authors.lastname: Carlesso
authors.forename: D
authors.initials: D
authors.lastname: Donati
authors.forename: G
authors.initials: G
authors.lastname: Gaviraghi
authors.forename: A
authors.initials: A
authors.lastname: Perboni
authors.forename: A
authors.initials: A
authors.lastname: Pezzoli
authors.forename: T
authors.initials: T
authors.lastname: Rossi
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D006801:Humans; D015378:Imipenem / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D015378:Imipenem