title: Synthesis and beta-lactamase inhibitory activity of 6-[(1-heteroarylthioethyl-1,2,3-triazol-4-yl)-methylene]penam sulfones.
abstract: The synthesis of beta-lactamase inhibitory activity of a series of sodium 6-[(1-heteroarylthioethyl-1,2,3-triazol-4-yl)methylene]pe nicillanate, 1,1-dioxides are described. Their activity was compared with tazobactam and sulbactam. The Z-isomers were more active than the E-isomers. The in vitro activity of the Z-isomers of the phenylthiadiazole derivatives (13a and 15a) was better than sulbactam against the tested beta-lactamases and comparable to tazobactam especially against TEM-2 and cephalosporinase. But their synergistic activity with five antibiotics was inferior to tazobactam.
authors.affiliation: Faculty of Pharmacy and Pharmaceutical Sciences, University of Alberta, Edmonton, Canada.
authors.forename: C
authors.initials: C
authors.lastname: Im
authors.forename: S N
authors.initials: SN
authors.lastname: Maiti
authors.forename: R G
authors.initials: RG
authors.lastname: Micetich
authors.forename: M
authors.initials: M
authors.lastname: Daneshtalab
authors.forename: K
authors.initials: K
authors.lastname: Atchison
authors.forename: O A
authors.initials: OA
authors.lastname: Phillips
authors.forename: C
authors.initials: C
authors.lastname: Kunugita
mesh_terms: D004357:Drug Synergism; D015394:Molecular Structure; D010397:Penicillanic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013407:Sulbactam / Q000494:pharmacology; D000078142:Tazobactam; D013830:Thiadiazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D065093:beta-Lactamase Inhibitors
chemical_list: C089895:6-(1-(1-(2-(2-phenyl-1,3,4-thiadiazol-5-yl)thioethyl)-1,2,3-triazol-4-yl)methylene)penicillanic acid; C089896:6-(1-(1-(2--(2-phenyl-1,3,4-thiadiazol-5-yl)sulfonylethyl)-1,2,3-triazol-4-yl)methylene)penicillanic acid; D013830:Thiadiazoles; D065093:beta-Lactamase Inhibitors; D010397:Penicillanic Acid; D013407:Sulbactam; D000078142:Tazobactam