环糊精对苯海索对映体手性识别的分子模拟研究  

Chiral recognition of antipode of trihexyphenidyl on cyclodextrin by computer simulation

作　　者：潘和蹇[1] 何华[1,2] 郑珩[3] 刘铁兵[4] 

机构地区：[1]中国药科大学分析化学教研室,江苏南京210009 [2]药物质量与安全预警教育部重点实验室,江苏南京210009 [3]中国药科大学生命科学与技术学院,江苏南京210009 [4]浙江科技学院中德农产品加工工业研究院,浙江杭州310023

出　　处：《计算机与应用化学》2011年第2期197-202,共6页Computers and Applied Chemistry

摘　　要：本文利用α-、β-和γ-CD 3种环糊精及它们的高磺化衍生物为受体,苯海索(BH)分子的2个对映体为配体进行手性识别的计算机模拟研究,结果发现:它们之间的结合力以范德华力为主,不同环糊精分子与BH对映体分子之间结合力大小为:β-CD>γ-CD>α-CD。为了提高它们之间的手性识别能力,对苯海索分子进行结构修饰,在其羟基上连接不同的基团,用β-CD分子为受体,当加入硫酰基时手性识别能力的预测结果比未加入前增强4.34倍。同时在生理条件下对含有硫酰基的BH对映体分子与β-CD分子形成的包合物进行分子动力学模拟研究,结果发现它们之间形成的包合物稳定。结论:在苯海索对映体分子中的羟基上连接硫酰基后,β-CD分子与含有硫酰基的BH对映体分了之间的结合力与手性识别能力显著增强。Three kinds of cyclodextrins and their highly sulfated ramifications were used as receptors respectively,and the bis-enantiomers of trihexyphenidyl（BH） were used as ligand to carried out computer simulation.The results showed that the main combining power is Van Der Waals. the bonding force between the three kinds of cyclodextrins and the bis-enantiomers of trihexyphenidyl is：β-CDγ-CDα-CD.Modificating the structure of trihexphenidyl in order to increase the chiral recognizability between them.The hydroxyl of trihexphenidyl was linked with different groups,when linked with sulfonyl,β-CD as receptor,the chiral recognizability increased 4.34 times more than it did not link with sulfonyl.Stability of compounds were studied by molecular dynamics in physiological condition,the results showed that it was stabile.Conclusion：The bonding force and the chiral recognizability are obviously strengthen betweenβ-CD and bis-enantiomers of trihexyphenidyl＇s hydroxyl which linked with sulfonyl.

关 键 词：环糊精 计算机模拟 手性识别 苯海索 

分 类 号：TQ015.9[化学工程] TP391.9[自动化与计算机技术—计算机应用技术]