Tetrahedron

Asymmetric total synthesis of B-ring modified (−)-epicatechin gallate analogues and their modulation of β-lactam resistance in Staphylococcus aureus

JC Anderson, C Headley, PD Stapleton, PW Taylor

Index: Anderson, James C.; Headley, Catherine; Stapleton, Paul D.; Taylor, Peter W. Tetrahedron, 2005 , vol. 61, # 32 p. 7703 - 7711

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Citation Number: 40

Abstract

Two enantiomerically pure B-ring modified analogues of (−)-epicatechin gallate were synthesised and their modulation of β-lactam resistance using three strains of methicillin resistant Staphylococcus aureus (BB 568, EMRSA-15 and EMRSA-16) evaluated. Sub- inhibitory concentrations (12.5 and 25mg/L) of the two analogues fully sensitised each of the three MRSA strains to oxacillin, reducing the MIC to less than 0.5 mg/L, identical to levels ...