Prediction of Stability for Polychlorinated Biphenyls in Transformer Insulation Oil Through Three-dimensional Quantitative Structure-activity Relationship Pharmacophore Model and Full Factor Experimental Design

作     者：XU Zheng CHEN Ying QIU Youli GU Wenwen LI Yu 

作者机构：School of Electrical and Electronic Engineering North China Electric Power University Beijing 102206 t~ R. China Environmental Research Academy North China Electric Power University Beijing 102206 P. R. China 

基　　金：Supported by the Fundamental Research Funds for the Central Universities of China in 2013 the Key Projects in the National Science & Technology Pillar Program of China in the 11th Five-year Plan Period 

出 版 物：《Chemical Research in Chinese Universities》 (高等学校化学研究（英文版）)

年 卷 期：2016年第32卷第3期

页      码：348-356页

摘      要：Based on the obtained data of half-lives（t1/2） for 31 polychlorinated biphenyl congeners（PCBs）, 3D quantitative structure-activity relationship（QSAR） pharmacophore was used to establish a 3D QSAR model to predict the t1/2 values of the remaining 178 PCBs, using the structural parameters as independent variables and lgt1/2 values as the dependent variable. Among this process, the whole data set（31 compounds） was divided into a training set（24 compounds） for model generation and a test set（7 compounds） for model validation. Then, the full factor experimental design was used to research the potential second-order interactional effect between different substituent positions, obtaining the final regulation scheme for PCB. At last, a 3D QSAR pharmacophore model was established to validate the reasonable regulation targeting typical PCB with respect to half-lives and thermostability. As a result, the cross-validation correlation coefficient（q2） obtained by the 3D QSAR model was 0.845（〉0.5） and the coefficient of determination（r2） obtained was 0.936（〉0.9）, indicating that the models were robust and predictive. CoMSIA analyses upon steric, electrostatic and hydrophobic fields were 0.7%, 85.9%, and 13.4%, respectively. The electrostatic field was determined to be a primary factor governing the tt/2. From CoMSIA contour maps, tl/2 increased when substi- tuents possessed electropositive groups at the 2＇-, 3-, Y-, 5- and 5＇- positions and electronegative groups at the 3-, 3＇-, 5-, 6- and 6＇- positions, which could increase the PCB stability in transformer insulation oil. Modification of two typical PCB congeners（PCB-77 and PCB-81） showed that the lgtl/2 for three selected modified compounds increased by 13%（average ratio） compared with that of each congener and the thermostability of them were higher, validating the reasonability of the regulatory scheme obtained from the 3D QSAR model. These results are expected to be beneficial in predicting tl/2 values of PCB homologues and d

主 题 词：Polychlorinated biphenyl Stability Half-life Three-dimensional quantitative structure-activity relationship pharmacophore Insulation oil, Full factor experimental design 

学科分类：090403[090403] 08[工学] 080203[080203] 09[农学] 0904[农学-动物医学类] 0802[工学-机械学] 

核心收录：

D　O　I：10.1007/s40242-016-5461-7

馆 藏 号：203170734...