Quantitative Structure-Property Relationship for Polychlorinated Biphenyls: Toxicity and Structure by Density Functional Theory

doi:10.6023/A1109302

Acta Chimica Sinica ›› 2012, Vol. 70 ›› Issue (08): 949-960.DOI: 10.6023/A1109302 Previous Articles Next Articles

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基于密度泛函理论计算的多氯联苯毒性的定量结构-性质关系研究

龙杰义, 易海波, 刘星楷, 汪易非

湖南大学化学化工学院长沙 410082

投稿日期:2011-09-30 修回日期:2011-12-16 发布日期:2012-01-20
通讯作者: 易海波 E-mail:hbyi@hnu.edu.cn
基金资助:
国家自然科学基金委基础科学人才培养基金项目(No. J0830415).

Quantitative Structure-Property Relationship for Polychlorinated Biphenyls: Toxicity and Structure by Density Functional Theory

Long Jieyi, Yi Haibo, Liu Xingkai, Wang Yifei

College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082

Received:2011-09-30 Revised:2011-12-16 Published:2012-01-20
Supported by:
Project suppotted by the National Fundamental Fund Project Subsidy Funds of Personnel Training, National Natural Scicence Fundation of China (No. J0830415).

Polychlorinated biphenyls (PCBs) with hydrophobicity, lipophilicity and high toxicity, are a group of synthetic persistent organic contaminants, and have caused people widespread concern. In this work, density functional theory (DFT) was employed to calculate some structural parameters of PCBs, such as the negative charge density of the benzene ring (Q), ELUMO, electrophilicity index (ω), and the relationship of toxicity of PCBs with coplanarity, the number of substituted chlorines (N_Cl), Q, and ω was also investigated. Using SPSS17 program, the relevancy of these structural parameters with n-octanol-water partition coefficients (K_OW) was analyzed, and multiple linear regression equations of lg K_OW for PCBs were constructed. Tests of these quantitative structure-property relationship (QSPR) equations were performed to ensure the stability using cross-validation method, and those equations were also used to predict the toxicity of PCBs. The established QSPR equation based on N_Cl and ω is simple and reliable, and the predicted lg K_OW values of PCBs agree well with experimental results.

Key words: PCBs, substituted number, electrophilicity index, n-octanol-water partition coefficient, QSPR

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Long Jieyi, Yi Haibo, Liu Xingkai, Wang Yifei. Quantitative Structure-Property Relationship for Polychlorinated Biphenyls: Toxicity and Structure by Density Functional Theory[J]. Acta Chimica Sinica, 2012, 70(08): 949-960.

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基于密度泛函理论计算的多氯联苯毒性的定量结构-性质关系研究

Quantitative Structure-Property Relationship for Polychlorinated Biphenyls: Toxicity and Structure by Density Functional Theory

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