Buynak John D, Chen Hansong, Vogeti Lakshminaryana, Gadhachanda Venkat Rao, Buchanan Christine A, Palzkill Timothy, Shaw Robert W, Spencer James, Walsh Timothy R
Department of Chemistry, Southern Methodist University, Dallas, TX 75275-0314, USA.
Bioorg Med Chem Lett. 2004 Mar 8;14(5):1299-304. doi: 10.1016/j.bmcl.2003.12.037.
The synthesis and beta-lactamase inhibitory activity of four 6-(mercaptomethyl)penicillinates and the four corresponding 6-(hydroxymethyl)penicillinates are described. These penicillins include both C6 stereoisomers as well as the sulfide and sulfone oxidation states of the penam thiazolidine sulfur. All compounds were evaluated as inhibitors of representative metallo- and serine-beta-lactamases enzymes. Selected (mercaptomethyl)penicillinates are shown to inactivate both metallo- and serine-beta-lactamases and to display synergism with piperacillin against beta-lactamase producing strains.
描述了四种6-(巯基甲基)青霉素酯和四种相应的6-(羟甲基)青霉素酯的合成及其β-内酰胺酶抑制活性。这些青霉素包括C6立体异构体以及青霉烷噻唑烷硫的硫化物和砜氧化态。所有化合物均作为代表性金属β-内酰胺酶和丝氨酸β-内酰胺酶的抑制剂进行了评估。所选的6-(巯基甲基)青霉素酯可使金属β-内酰胺酶和丝氨酸β-内酰胺酶均失活，并与哌拉西林对产β-内酰胺酶菌株显示协同作用。
