计算机模拟环甘油磷脂结构及其开环反应机理研究  

The Computerized Molecular Modeling of the Structure of Cyclic Glycerothiophospholipid Conjugate and Reaction Mechanism of Opening-ring

作　　者：陈四海[1] 陈雄[1] 张秋林[1] 许新华[1] 

机构地区：[1]湖南大学化学化工学院,湖南长沙410082

出　　处：《湖南大学学报（自然科学版）》2007年第1期64-66,共3页Journal of Hunan University:Natural Sciences

基　　金：国家自然科学基金资助项目(20372020)

摘　　要：利用Chem Office软件模拟环甘油替加氟磷脂缀合物的稳定构像的三维立体模型,模型显示1,3,2-二氧磷杂戊烷的端碳原子具有较少的空间位阻.在室温及KOH存在下,对甲苯硫酚能有效地与环甘油替加氟磷脂缀合物反应.通过比较反应物和产物31 PNMR,13CNMR及DEPT,得出了开环反应是发生在五元环的端碳原子上.The three-dimensional stereo-structure of cyclic glycerothiophospholipid conjugate was modeled via the software of ChemOffice, which showed there was less stereo-hindrance at the terminal carbon of 1,2,3- dioxaphospholane of cyclic glycerothiophospholipid conjugate. In the presence of KOH at room temperature, p- MeC6H4SH could react efficiently with cyclic glycerothiophospholipid conjugate to give corresponding ring-open- ing products. Comparing the 31 p NMR, 13 C NMR and DEPT of reactant with those of ring-opening products, we reached the conclusion that the nucleophilic opening ring occurred at the terminal carbon having less stereohindrance.

关 键 词：分子模拟 环甘油替加氟磷脂缀合物 亲核开环反应 

分 类 号：R916.41[医药卫生—药学]