title: AHL-dependent quorum sensing inhibition: synthesis and biological evaluation of α-(N-alkyl-carboxamide)-γ-butyrolactones and α-(N-alkyl-sulfonamide)-γ-butyrolactones.
abstract: New N-acylhomoserine lactone (AHL) analogues in which the amide function is replaced by a reverse-amide one have been studied as AHL QS modulators. The series of compounds consists of α-(N-alkyl-carboxamide)-γ-butyrolactones, α-(N-alkyl-sulfonamide)-γ-butyrolactones, and 2-(N-alkyl-carboxamide)-cyclopentanones and cyclopentanols. Most active compounds exhibited antagonist activities against LuxR reaching the 30 μM range.
authors.affiliation: INSA Lyon, ICBMS, Bât J. Verne, 20 av A. Einstein, 69621 Villeurbanne Cedex, France.
authors.forename: Mohamed
authors.initials: M
authors.lastname: Boukraa
authors.forename: Mohamad
authors.initials: M
authors.lastname: Sabbah
authors.forename: Laurent
authors.initials: L
authors.lastname: Soulère
authors.forename: Mohamed L
authors.initials: ML
authors.lastname: El Efrit
authors.forename: Yves
authors.initials: Y
authors.lastname: Queneau
authors.forename: Alain
authors.initials: A
authors.lastname: Doutheau
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000494:pharmacology*; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D001424:Bacterial Infections / Q000188:drug therapy; D006801:Humans; D008958:Models, Molecular; D053038:Quorum Sensing / Q000187:drug effects*; D012097:Repressor Proteins / Q000037:antagonists & inhibitors* / Q000378:metabolism; D015534:Trans-Activators / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: D000900:Anti-Bacterial Agents; D012097:Repressor Proteins; D015534:Trans-Activators; C064778:LuxR autoinducer binding proteins; D015107:4-Butyrolactone