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

被引：48

作者：

Anderson, JC ^{[1
]}

Headley, C

Stapleton, PD

Taylor, PW

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

[2] Univ London, Sch Pharm, Microbiol Grp, London WC1 1AX, England

来源：

TETRAHEDRON | 2005年 / 61卷 / 32期

基金：

英国医学研究理事会;

关键词：

epicatechin gallate; asymmetric synthesis; oxacillin; MRSA;

D O I：

10.1016/j.tet.2005.05.086

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two enantiomerically pure B-ring modified analogues of (-)epicatechin gallate were synthesised and their modulation of beta-lactam resistance using three strains of methicillin resistant Staphylococcus aureus (BB 568, EMRSA-15 and EMRSA-16) evaluated. Sub-inhibitory concentrations (12.5 and 25 mg/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 achieved with ECg. Lower concentrations demonstrated that the position and degree of hydroxylation of the B-ring is important for activity. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：7703 / 7711

页数：9

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