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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
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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.
作者 陈四海 陈雄 张秋林 许新华
机构地区 湖南大学化学化工学院
出处 《湖南大学学报（自然科学版）》 EI CAS CSCD 北大核心 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)
关键词 分子模拟 环甘油替加氟磷脂缀合物 亲核开环反应 computerized molecular modeling cyclic glycerothiophospholip nucleophilic opening ring
分类号 R916.41 [医药卫生—药学]
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参考文献8

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二级参考文献7

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共引文献9

湖南大学学报（自然科学版）
2007年 第1期

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