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Spirocyclopropyl beta-lactams as mechanism-based inhibitors of serine beta-lactamases. Synthesis by rhodium-catalyzed cyclopropanation of 6-diazopenicillanate sulfone.

Abstract：

:Class A-class C mechanism-based beta-lactamase inhibitors were designed on the basis of the intermediacy of an oxycarbenium species capable of cross-linking with amino acids residues in the active site. Penams 24 and 27 were very potent against AmpC in vitro. The MIC values of 24 in combination with piperacillin against class A and class C producing organisms showed improvement over clinically used tazobactam.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Sandanayaka VP,Prashad AS,Yang Y,Williamson RT,Lin YI,Mansour TS

doi

10.1021/jm034056q

keywords:

subject

Has Abstract

pub_date

2003-06-19 00:00:00

pages

2569-71

issue

13

eissn

0022-2623

issn

1520-4804

journal_volume

46

pub_type

杂志文章

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