Masurier Nicolas, Estour François, Froment Marie-Thérèse, Lefèvre Bertrand, Debouzy Jean-Claude, Brasme Bernard, Masson Patrick, Lafont Olivier
Laboratoire de Pharmacochimie, Département de Chimie Organique Pharmaceutique, Faculté de Médecine et de Pharmacie de Rouen, 22 Boulevard Gambetta, 76183 Rouen cedex 1, France.
Eur J Med Chem. 2005 Jul;40(7):615-23. doi: 10.1016/j.ejmech.2005.02.008. Epub 2005 Apr 1.
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.
β-环糊精被碘代苯甲酸衍生物取代，以产生对神经毒性有机磷剂的催化水解活性。催化部分被引入到葡萄糖单元2位的仲羟基上。得到了几种β-环糊精衍生物。在这些衍生物中，亚甲基连接基占据了芳环上所有可能的位置。以对氧磷作为有机磷酸酯模型进行了动力学测定。三种区域异构体水解了对氧磷，尽管对氧磷的离去基团对硝基苯酚并未从β-环糊精环中释放出来。
