Quantitative Correlation of Chromatographic Retention and Acute Toxicity for Alkyl(1-phenylsulfonyl) Cycloalkane Carboxylates and Their Structural Parameters by DFT  

作　　者：WANGZun-Yao HANXiang-Yun WANGLian-Sheng 

机构地区：[1]SchooloftheEnvironment,NanjingUniversity,Jiangsu210093,China／／SchoolofChemicalandBiologicalEngineering,YanchengInstituteofTechnology,Jiangsu224003,China [2]SchooloftheEnvironment,NanjingUniversity,Jiangsu210093,China [3]SchoolofChemicalandBiologicalEngineering,YanchengInstituteofTechnology,Jiangsu224003,China

出　　处：《Chinese Journal of Structural Chemistry》2005年第7期851-857,740,共8页结构化学（英文）

基　　金：This work was financially supported by the National Basic Research Program of China (2003CB415002), the China Postdoctoral Science Foundation (No. 2003033486) and the Natural Science Research Fund of University in Jiangsu (04KJB150149)

摘　　要：Twenty eight alkyl(1-phenylsulfonyl) cycloalkane carboxylates were computed at the B3LYP/6-31G* level. Based on linear solvation energy theory, two quantitative correlation equations of the molecular structures of alkyl(1-phenylsulfonyl) cycloalkane carboxylate com- pounds to their chromatographic retention (capacity factor lgKW) and the toxicity for photo- bacterium phosphoreum (–lgEC50) were developed by using the molecular structural parameters as theoretical descriptors (r2 = 0.9501, 0.9488). The two quantitative correlation equations were consequently cross validated by leave-one-out (LOO) validation method with q2 of 0.9113 and 0.9281, respectively. The result showed that the two equations achieved in this work by B3LYP/6-31G* are both more advantageous than those from AM1, and can be used to predict the lgKW and –lgEC50 of congeneric organics.Twenty eight alkyl(1-phenylsulfonyl) cycloalkane carboxylates were computed at the B3LYP/6-31G* level. Based on linear solvation energy theory, two quantitative correlation equations of the molecular structures of alkyl(1-phenylsulfonyl) cycloalkane carboxylate com- pounds to their chromatographic retention (capacity factor lgKW) and the toxicity for photo- bacterium phosphoreum (–lgEC50) were developed by using the molecular structural parameters as theoretical descriptors (r2 = 0.9501, 0.9488). The two quantitative correlation equations were consequently cross validated by leave-one-out (LOO) validation method with q2 of 0.9113 and 0.9281, respectively. The result showed that the two equations achieved in this work by B3LYP/6-31G* are both more advantageous than those from AM1, and can be used to predict the lgKW and –lgEC50 of congeneric organics.

关 键 词：chromatographic retention acute toxicity photobacterium density functional theory method linear solvation energy theory quantitative structure-property relationship (QSPR) quantitative structure-activity relationships (QSAR) 

分 类 号：O625.7[理学—有机化学]