物理化学学报 >> 2003, Vol. 19 >> Issue (10): 938-943.doi: 10.3866/PKU.WHXB20031011

研究论文 上一篇    下一篇

5-芳基乙内酰脲类化合物QSERR研究

张兵;商志才;赵文娜;邹建卫;胡桂香;俞庆森   

  1. 浙江大学化学系,杭州 310027;浙江大学宁波理工学院,宁波 315104
  • 收稿日期:2003-04-04 修回日期:2003-06-18 发布日期:2003-10-15
  • 通讯作者: 商志才 E-mail:shangzc@mail.hz.zj.cn

Quantitative Structure-enantioselective Retention Relationships Study of 5-arylhydantoins

Zhang Bing;Shang Zhi-Cai;Zhao Wen-Na;Zou Jian-Wei;Hu Gui-Xiang;Yu Qing-Sen   

  1. Chemistry Department, Zhejiang University, Hangzhou 310027; Ningbo Institute of Technology, Zhejiang University, Ningbo 355104
  • Received:2003-04-04 Revised:2003-06-18 Published:2003-10-15
  • Contact: Shang Zhi-Cai E-mail:shangzc@mail.hz.zj.cn

摘要: 用多元线性回归分析对50个在Pirkle型手性固定相色谱柱上手性拆分的乙内酰脲类化合物进行了QSRR(quantitative structure-rentention relationship)和QSERR( quantitative-structure enantioselective rentention relationship)研究 .所选的2D和3D描述参数由分子力学和量子化学计算得到.回归结果表明,R和S异构体与识别剂的相互作用的确存在差异.这些方程不仅有助于推测被识别剂和识别剂之间的结合方式,还可以定量的预测结构相近的类似物的拆分可能性,为设计合成新的识别剂和被识别剂都提供了一定的理论依据.

关键词: 保留因子, 分离因子, 手性识别, 定量结构-保留关系, 手性固定相

Abstract: Quantitative structure-retention relationships(QSRR ,retention factors k1 and k2 for the first and second eluted enantiomer) as well as quantitative enantioselective retention relationships (QSERR, separation factor α) for a series of 50 chiral 5-arylhydantoins on the Pirkle-type chiral stationary phases are derived by the multiple linear regression analyses calculations using 2D and 3D molecular descriptors including those obtained by quantum chemical calculations. Different interactions between the different configuration and the CSP (chiral state phase) have been detected. The models will be useful to speculate the combining mode between the CSP and the analogues as well as to quantitatively prognosticate the separation of other 5-arylhydanoin analogues on Pirkle type chiral stationary phases.

Key words: Retention factor, Separation factor, Chiral recognition, Quantitive structure-retentionship relationship, Chiral state phases(CSPs)