title: Iminosugars as a new class of cholinesterase inhibitors.
abstract: To further extend the scope of iminosugar biological activity, a systematic structure-activity relationship investigation has been performed by synthesizing and evaluating as cholinesterase inhibitors a library of twenty-three iminoalditols with different substitutions and stereochemistry patterns. These compounds have been evaluated in vitro for the inhibition of cholinesterases (different sources of acetylcholinesterase and butyrylcholinesterase). Some compounds have IC50 values in the micromolar range and display significant inhibition selectivity for butyrylcholinesterase over acetylcholinesterase. These are the first examples of iminosugar-based inhibitors of cholinesterases.
authors.affiliation: Laboratoire de Synthèse Organique et Molécules Bioactives, Université de Strasbourg/CNRS (UMR 7509), Ecole Européenne de Chimie, Polymères et Matériaux, 25 rue Becquerel, 67087 Strasbourg, France.
authors.forename: Camille
authors.initials: C
authors.lastname: Decroocq
authors.affiliation: Laboratoire de Synthèse Organique et Molécules Bioactives, Université de Strasbourg/CNRS (UMR 7509), Ecole Européenne de Chimie, Polymères et Matériaux, 25 rue Becquerel, 67087 Strasbourg, France.
authors.forename: Fabien
authors.initials: F
authors.lastname: Stauffert
authors.affiliation: ICSN-CNRS (Bat. 27)-LabEx LERMIT, 1, Avenue de la Terrasse, 91198 Gif-sur-Yvette Cedex, France.
authors.forename: Olivier
authors.initials: O
authors.lastname: Pamlard
authors.affiliation: ICOA, UMR 7311, Université d'Orléans et CNRS, rue de Chartres, BP 6759, 45067 Orléans, France.
authors.forename: Farah
authors.initials: F
authors.lastname: Oulaïdi
authors.affiliation: ICOA, UMR 7311, Université d'Orléans et CNRS, rue de Chartres, BP 6759, 45067 Orléans, France.
authors.forename: Estelle
authors.initials: E
authors.lastname: Gallienne
authors.affiliation: ICOA, UMR 7311, Université d'Orléans et CNRS, rue de Chartres, BP 6759, 45067 Orléans, France.
authors.forename: Olivier R
authors.initials: OR
authors.lastname: Martin
authors.affiliation: ICSN-CNRS (Bat. 27)-LabEx LERMIT, 1, Avenue de la Terrasse, 91198 Gif-sur-Yvette Cedex, France. Electronic address: catherine.guillou@cnrs.fr.
authors.forename: Catherine
authors.initials: C
authors.lastname: Guillou
authors.affiliation: Laboratoire de Synthèse Organique et Molécules Bioactives, Université de Strasbourg/CNRS (UMR 7509), Ecole Européenne de Chimie, Polymères et Matériaux, 25 rue Becquerel, 67087 Strasbourg, France; Institut Universitaire de France, 103 Bd Saint-Michel, 75005 Paris, France. Electronic address: philippe.compain@unistra.fr.
authors.forename: Philippe
authors.initials: P
authors.lastname: Compain
mesh_terms: D002800:Cholinesterase Inhibitors / Q000737:chemistry* / Q000494:pharmacology; D050111:Imino Sugars / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D002800:Cholinesterase Inhibitors; D050111:Imino Sugars
keywords: Alzheimer disease; Cholinesterases; Iminosugars; Inhibitors