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ID: ALA1142387

Journal: Bioorg Med Chem

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

Authors: Frezza M, Soulère L, Reverchon S, Guiliani N, Jerez C, Queneau Y, Doutheau A.

Abstract: 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.

CiteXplore: 18294853

DOI: 10.1016/j.bmc.2008.02.023