title: LuxR dependent quorum sensing inhibition by N,N'-disubstituted imidazolium salts.
abstract: Thirty N,N'-disubstituted imidazolium salts have been synthesized and evaluated as LuxR antagonists. Substitution on one of the imidazolium nitrogen atoms includes benzhydryl, fluorenyl or cyclopentyl substituent, and alkyl chains of various lengths on the second one. Most of these compounds displayed antagonist activity, with IC(50) reaching the micromolar range for the most active ones. The disubstituted imidazolium scaffold is thus shown to be a new pertinent pharmacophore in the field of AHL dependent QS inhibition.
authors.affiliation: INSA Lyon, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, Laboratoire de Chimie Organique et Bioorganique, Bât J. Verne, 20 av A. Einstein, 69621 Villeurbanne Cedex, France.
authors.forename: Mohamad
authors.initials: M
authors.lastname: Sabbah
authors.forename: Laurent
authors.initials: L
authors.lastname: Soulère
authors.forename: Sylvie
authors.initials: S
authors.lastname: Reverchon
authors.forename: Yves
authors.initials: Y
authors.lastname: Queneau
authors.forename: Alain
authors.initials: A
authors.lastname: Doutheau
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D015195:Drug Design; D006801:Humans; D007093:Imidazoles / Q000737:chemistry / Q000494:pharmacology; D008163:Luminescent Measurements; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D058990:Molecular Targeted Therapy; D009584:Nitrogen / Q000737:chemistry; D011485:Protein Binding; D053038:Quorum Sensing / Q000187:drug effects*; D012097:Repressor Proteins / Q000037:antagonists & inhibitors* / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D012492:Salts / Q000737:chemistry; D015534:Trans-Activators / Q000037:antagonists & inhibitors* / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D007093:Imidazoles; D012097:Repressor Proteins; D012492:Salts; D015534:Trans-Activators; C064778:LuxR autoinducer binding proteins; C031938:calmidazolium; C029899:imidazole; D009584:Nitrogen