title: The synthesis and evaluation of 3-substituted-7-(alkylidene)cephalosporin sulfones as beta-lactamase inhibitors.
abstract: A series of 3-substituted-7-(alkylidene)cephaloporin sulfones were prepared and evaluated as inhibitors of representative class A and class C serine beta-lactamase. Appropriate substituents resulted in a 1000-fold improvement in the inhibition of the class A enzymes and a simultaneous 20-fold improvement in the inhibition of class C. These new compounds have achieved the goal of creating broad scale inhibitors in the cephalosporin series.
authors.affiliation: Department of Chemistry, Southern Methodist University, Dallas, TX 75275-0314, USA. jbuynak@mail.smu.edu
authors.forename: J D
authors.initials: JD
authors.lastname: Buynak
authors.forename: V R
authors.initials: VR
authors.lastname: Doppalapudi
authors.forename: G
authors.initials: G
authors.lastname: Adam
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis* / Q000494:pharmacology; D002511:Cephalosporins / Q000138:chemical synthesis* / Q000494:pharmacology; D016972:Enterobacter cloacae / Q000187:drug effects / Q000201:enzymology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D013211:Staphylococcus aureus / Q000187:drug effects / Q000201:enzymology; D013329:Structure-Activity Relationship; D065093:beta-Lactamase Inhibitors; D001618:beta-Lactamases
chemical_list: D000475:Alkenes; D002511:Cephalosporins; D004791:Enzyme Inhibitors; D065093:beta-Lactamase Inhibitors; C054232:beta-lactamase PC1; D001618:beta-Lactamases; C034413:beta-lactamase TEM-1