title: Synthesis of 2-substituted beta-cyclodextrin derivatives with a hydrolytic activity against the organophosphorylester paraoxon.
abstract: Beta-cyclodextrin was substituted by an iodosobenzoic acid derivative to create a catalytic hydrolytic activity against neurotoxic organophosphorus agents. The catalytic moiety was introduced on a secondary hydroxy group at the position 2 of a glucose unit. Several beta-cyclodextrin derivatives were obtained. In these derivatives, the methylene linker occupied all potential positions on the aromatic ring. Kinetic assays were carried out with paraoxon as organophosphate model. Three regioisomers hydrolyzed paraoxon, although the paraoxon-leaving group, para-nitrophenol, was not released from the beta-cyclodextrin torus.
authors.affiliation: Laboratoire de Pharmacochimie, Département de Chimie Organique Pharmaceutique, Faculté de Médecine et de Pharmacie de Rouen, 22 Boulevard Gambetta, 76183 Rouen cedex 1, France.
authors.forename: Nicolas
authors.initials: N
authors.lastname: Masurier
authors.forename: François
authors.initials: F
authors.lastname: Estour
authors.forename: Marie-Thérèse
authors.initials: MT
authors.lastname: Froment
authors.forename: Bertrand
authors.initials: B
authors.lastname: Lefèvre
authors.forename: Jean-Claude
authors.initials: JC
authors.lastname: Debouzy
authors.forename: Bernard
authors.initials: B
authors.lastname: Brasme
authors.forename: Patrick
authors.initials: P
authors.lastname: Masson
authors.forename: Olivier
authors.initials: O
authors.lastname: Lafont
mesh_terms: D002384:Catalysis; D002800:Cholinesterase Inhibitors / Q000737:chemistry; D006868:Hydrolysis; D007306:Insecticides / Q000737:chemistry; D007700:Kinetics; D010261:Paraoxon / Q000737:chemistry*; D020011:Protective Agents / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship; D047392:beta-Cyclodextrins / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D002800:Cholinesterase Inhibitors; D007306:Insecticides; D020011:Protective Agents; D047392:beta-Cyclodextrins; D010261:Paraoxon