Synthesis and evaluation of 3-(carboxymethylidene)- and 3-(carboxymethyl)penicillinates as inhibitors of β-lactamase

被引:9
作者
Buynak, JD [1 ]
Ghadachanda, VR [1 ]
Vogeti, L [1 ]
Zhang, HM [1 ]
Chen, HS [1 ]
机构
[1] So Methodist Univ, Dept Chem, Dallas, TX 75275 USA
关键词
D O I
10.1021/jo050004s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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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页码:4510 / 4513
页数:4
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