QSAR Modeling of Toxicity of Quaternary Ammonium Compounds to Chlorella pyrenoidosa Using 2D and 3D Descriptors

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摘要

To investigate the relationships between structures and toxicities of 13 quaternary ammonium compounds (QACs) to Chlorella pyrenoidosa, 2D- and 3D-QSAR models were built. The 2D-QSAR model included two parameters: averaged polarizability (α) and total connectivity (Tcon). Furthermore, 3D-QSAR models were proposed by using comparative molecular field analysis (CoMFA) and molecular similarity index analysis (CoMSIA). All these models were robust and predictive. To our interest, 3D-QSAR model suggested that the hydrophobicity of substituents was the dominating factor for the toxicities, electrostatic effect was the secondly important, and steric field gave the least contribution. Comparatively, the predictive ability of 3D-QSAR model is slightly more advantageous than that of 2D-QSAR. They can be used complementally in the toxicity description of this kind of compounds.

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	金浩
	花书贵
	冯明宝
	陈磊

关键词 ： QSAR, quaternary ammonium compounds, toxicity, CoMSIA, CoMFA

Abstract：To investigate the relationships between structures and toxicities of 13 quaternary ammonium compounds (QACs) to Chlorella pyrenoidosa, 2D- and 3D-QSAR models were built. The 2D-QSAR model included two parameters: averaged polarizability (α) and total connectivity (Tcon). Furthermore, 3D-QSAR models were proposed by using comparative molecular field analysis (CoMFA) and molecular similarity index analysis (CoMSIA). All these models were robust and predictive. To our interest, 3D-QSAR model suggested that the hydrophobicity of substituents was the dominating factor for the toxicities, electrostatic effect was the secondly important, and steric field gave the least contribution. Comparatively, the predictive ability of 3D-QSAR model is slightly more advantageous than that of 2D-QSAR. They can be used complementally in the toxicity description of this kind of compounds.

Key words： QSAR quaternary ammonium compounds toxicity CoMSIA CoMFA

收稿日期: 2015-07-20 出版日期: 2015-12-14

基金资助:This project was supported by the Environmental Science and Technology Innovation Team project of Jiangsu province,
and the Natural Science Foundation of the Jiangsu Higher Education Institutions of China (No. 13KJB150012)

通讯作者: jinhao0508@126.com E-mail: jinhao0508@126.com

引用本文:

金浩;花书贵;冯明宝;陈磊. QSAR Modeling of Toxicity of Quaternary Ammonium Compounds to Chlorella pyrenoidosa Using 2D and 3D Descriptors[J]. 结构化学, 2015, 34(12): 1793-1802.
JIN Hao;HUA Shu-Gui;FENG Ming-Bao;CHEN Lei. QSAR Modeling of Toxicity of Quaternary Ammonium Compounds to Chlorella pyrenoidosa Using 2D and 3D Descriptors. CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2015, 34(12): 1793-1802.

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http://manu30.magtech.com.cn/jghx/CN/ 或 http://manu30.magtech.com.cn/jghx/CN/Y2015/V34/I12/1793

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