Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 11, Pages 4510-4513Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo050004s
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Penicillin-resistant bacteria can often be treated through the co-administration of an antibiotic and a-lactamase inhibitor. Current inhibitors target only class A beta-lactamases. We report two new series of C3-modified penicillin sulfones, having either a simple methylene group (i.e., a homologue) or exocyclic unsaturation between the thiazolidine ring and the C3 carboxylate. The homologue has 10-fold better activity against a class C beta-lactamase than does sulbactam itself. By contrast, the exocyclic C3 unsaturated compounds are less active.
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