Triketones active against antibiotic-resistant bacteria: Synthesis, structure-activity relationships, and mode of action

被引：61

作者：

van Klink, JW

Larsen, L

Perry, NB

Weavers, RT

Cook, GM

Bremer, PJ

MacKenzie, AD

Kirikae, T

机构：

[1] Univ Otago, New Zealand Inst Crop & Food Res Ltd, Dunedin, New Zealand

[2] Univ Otago, Dept Chem, Dunedin, New Zealand

[3] Univ Otago, Dept Microbiol & Immunol, Dunedin, New Zealand

[4] Univ Otago, Dept Food Sci, Dunedin, New Zealand

[5] Int Med Ctr Japan, Dept Infect Dis & Trop Med, Res Inst, Tokyo 1628655, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2005年 / 13卷 / 24期

关键词：

triketone; phloroglucinol; stucture-activity relations; antibacterial; drug-resistant; membrane; lipophilic;

D O I：

10.1016/j.bmc.2005.07.045

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A series of acylated phloroglucinols and triketones was synthesized and tested for activity against methicillin-resistant Staphylococcus aureus (MRSA), vancomycin-resistant Enterococcus faecalis (VRE) and multi-drug-resistant Mycobacterium tuberculosis (MDR-TB). A tetra-methylated triketone with a C-12 side chain was the most active compound (MIC of around 1.0 mu g/ml against MRSA) and was shown to stimulate oxygen consumption by resting cell suspensions, suggesting that the primary target was the cytoplasmic membrane. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：6651 / 6662

页数：12

共 48 条

[1]

[Anonymous], 2002, MED CHEM PRINCIPLES

[2] STRUCTURE ACTIVITY RELATIONSHIPS OF GRANDINOL - A GERMINATION INHIBITOR IN EUCALYPTUS [J].