Synthesis and β-lactamase reactivity of α-substituted phenaceturates

…, RR Flavell, JA Sammons, M Wakselman…

Index: Adediran; Cabaret; Flavell; Sammons; Wakselman; Pratt Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 20 p. 7023 - 7033

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Citation Number: 21

Abstract

β-Lactams with 6α (penicillins) or 7α (cephalosporins) substituents are often β-lactamase inhibitors. This paper assesses the effect of such substituents on acyclic β-lactamase substrates. Thus, a series of m-carboxyphenyl phenaceturates, substituted at the glycyl α- carbon by–OMe,–CH2OH,–CO2−, and–CH2NH3+, have been prepared, and tested for their reactivity against serine β-lactamases. The latter two are novel substituents in β-lactamase ...