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Article Dans Une Revue European Journal of Medicinal Chemistry Année : 2005

Synthesis of 2-substituted β-cyclodextrin derivatives with a hydrolytic activity against the organophosphorylester paraoxon

Résumé

β-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 β-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 β-cyclodextrin torus.

Dates et versions

hal-02375825 , version 1 (22-11-2019)

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Citer

Nicolas Masurier, François Estour, Marie-Thérèse Froment, Bertrand Lefèvre, Jean-Claude Debouzy, et al.. Synthesis of 2-substituted β-cyclodextrin derivatives with a hydrolytic activity against the organophosphorylester paraoxon. European Journal of Medicinal Chemistry, 2005, 40 (7), pp.615-623. ⟨10.1016/j.ejmech.2005.02.008⟩. ⟨hal-02375825⟩
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