苯胺和苯酚对大型溞Daphnia magna Straus毒性的定量结构-活性分析(英文)  

Quantitative structure-activity analyses of anilines and phenols toxicity to Daphnia magna Straus

作　　者：蒋司同[1] 聂长明[1,2] 林英武[1] 石春雨[1] 

机构地区：[1]南华大学化学化工学院,湖南衡阳421001 [2]Laboratoire de Chimie et Physique Quantique UMR 5626-IRSAMC University of Paul Sabatier,118,Route de Narbonne 31062 Toulouse Cedex 04,France

出　　处：《计算机与应用化学》2011年第6期797-800,共4页Computers and Applied Chemistry

基　　金：Supported by foundation of excellent phD thesis in Hunan province to DrC-MNie([2008]68);plan item in Hunan provincial science＆technology department(06FJ4104)~~

摘　　要：本文旨在对苯胺和苯酚对大型溞Daphnia magna Straus毒性,进行定量结构-活性关系(QSARs)研究并进行相关的预测。由多元线性回归分析(MLR)方法得到的几个主要的QSARs关系模型揭示,在苯胺和苯酚对大型溞毒性中,正辛醇/水分配系数(1ogK_(ow))是1个决定性因素。而单纯的利用logK_(ow)进行模型建立并不能得到很好的结果,在logK_(ow)模型的基础上,通过引入其它极性和/或电性参数可以大大提前模型的稳定性和预测能力,本文中所引用的极性参数为价电子数(NVE),电性参数有苯环碳原子Mulliken电荷之和(Q_A)、最低非占据轨道能量(E_(LUMO))和最高占据轨道能量(E_(HOMO))。总体而言,通过引入1～2个参数即可获得稳定满意的关系模型。此外,引入5个参数可获得最佳关系模型[_pEC_(50)=0.054NVE+0.394 logK_(ow)-5.863 E_(HOMO)+7.730 E_(LUMO)+0.182 Q_A-1.062,N=34,R^2=0.9328]。本文同时就与QSARs密切相关的参数进行了进一步讨论,为苯胺和苯酚毒性的分子机制提供了新信息。This paper was aimed at developing quantitative structure-activity relationships（QSARs）for predicting the toxicity of anilines and phenols to Daphnia magna Straus.As analyzed by a method of multiple linear regression（MLR）,the resultant QSARs revealed that octanol/water partition coefficient（logK（ow））is a major determining parameter.A model with logK（ow）was further improved by adding other polarity and/or electronic parameters,such as the number of valence electrons（NVE）,the sum of Mulliken charge of C atoms on benzene ring（QA）,the energy of the lowest unoccupied molecular orbital（E（LUMO））and the highest occupied molecular orbital（E（homo））-In general,more stable and satisfactory models could be established by adding one or two additional parameters.Moreover,a best model was obtained by using five parameters[pEC（50）= 0.054 NVE ＋ 0.394 logK（ow）-5.863 E（HOMO）＋ 7.730 E（LUMO）＋ 0.182 QA-1.062,N=34,R^2= 0.9328].The parameters associated with QSARs were further discussed in this study,shedding new light on the mechanism of toxicity for anilines and phenols.

关 键 词：苯胺 苯酚 QSAR QA NVE 

分 类 号：O63[理学—高分子化学]