Issue 2, 2013
From the journal:

MedChemComm

A new route towards fimbrolide analogues: importance of the exomethylene motif in LuxR dependent quorum sensing inhibition†

Mohamad Sabbah,ab   Maud Bernollin,ab   Alain Doutheau,ab   Laurent Soulère*ab  and  Yves Queneau*ab  

* Corresponding authors

a INSA Lyon, ICBMS, Bât J. Verne, 20 av A. Einstein, 69621 Villeurbanne Cedex, France
E-mail: yves.queneau@insa-lyon.fr, laurent.soulere@insa-lyon.fr
Tel: +33 4 72 43 61 69

b CNRS, UMR 5246, ICBMS, Université Lyon 1, INSA-Lyon, CPE-Lyon, Bât CPE, 43 bd du 11 novembre 1918, 69622 Villeurbanne Cedex, France

Abstract

Sixteen analogues of fimbrolides (brominated 3-substituted-5-methylene-2(5H)-furanones), naturally occurring bacterial quorum sensing (QS) inhibitors, were synthesized by a novel sequence. The importance of the methylene group, either brominated or non-brominated, in LuxR-dependent QS inhibition was demonstrated. One of the most active furanone-type QS inhibitors was identified, with an IC50 of 0.6 μM.

Graphical abstract: A new route towards fimbrolide analogues: importance of the exomethylene motif in LuxR dependent quorum sensing inhibition

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Article information

DOI
https://doi.org/10.1039/C2MD20298K
Article type
Concise Article
Submitted
03 Oct 2012
Accepted
16 Nov 2012
First published
19 Nov 2012

Med. Chem. Commun., 2013,4, 363-366

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A new route towards fimbrolide analogues: importance of the exomethylene motif in LuxR dependent quorum sensing inhibition

M. Sabbah, M. Bernollin, A. Doutheau, L. Soulère and Y. Queneau, Med. Chem. Commun., 2013, 4, 363 DOI: 10.1039/C2MD20298K

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