Synthetic homoserine lactone-derived sulfonylureas as inhibitors of Vibrio fischeri quorum sensing regulator

被引：52

作者：

Frezza, Marine ^{[1
,2
]}

Soulere, Laurent ^{[1
,2
]}

Reverchon, Sylvie ^{[3
]}

Guiliani, Nicolas ^{[4
]}

Jerez, Carlos ^{[4
]}

Queneau, Yves ^{[1
,2
]}

Doutheau, Alain ^{[1
,2
]}

机构：

[1] Inst Natl Sci Appl, Inst Chim & Biochim Mol & Supramol, Chim Organ Lab, F-69621 Villeurbanne, France

[2] Univ Lyon 1, CNRS, UMR 5246, INSA Lyon,CPE Lyon,ICBMS, F-69622 Villeurbanne, France

[3] Univ Lyon 1, UMR CNRS UCBL INSA BAYER CROPSCI 5240, Unite Microbiol Adaptat & Pathogenie,INSA Lyon, F-69622 Villeurbanne, France

[4] Univ Chile, Fac Ciencias, Dept Biol, Unidad Commun Bacterian,Lab Microbiol Mol & Biote, Santiago, Chile

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2008年 / 16卷 / 07期

关键词：

QS; AHLs; analogues; antagonist; V; fischeri; molecular modelling;

D O I：

10.1016/j.bmc.2008.02.023

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 [生物化学与分子生物学]; 081704 [应用化学];

摘要：

A series of 9 homoserine lactone-derived sulfonylureas substituted by an alkyl chain, some of them bearing a phenyl group at the extremity, have been prepared. All compounds were found to inhibit the action of 3-oxo-hexanoyl-L-homoserine lactone, the natural inducer of bioluminescence in the bacterium Vibrio fischeri, the aliphatic compounds being more active than their phenyl-substituted counterparts. Molecular modelling studies performed on the most active compound in each series suggest that the antagonist activity could be related to the perturbation of the hydrogen-bond network in the ligand-protein complexes. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：3550 / 3556

页数：7

共 38 条

[1]

Controlling biofilms of gram-positive pathogenic bacteria [J].