Estimation and Prediction of Bio-concentration Factors of Nonionic Organic Chemicals in Fish by Molecular Shape Index and Benzene Ring Factor
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摘要: 通过分子形状指数(mK)及苯环因子(G)建立有机物生物富集因子(BCF)的良好QSAR模型,计算了165种非离子性有机物的分子形状指数(1K、2K).基于分子母体及取代基的结构特征——苯环因子(G).将1K、G与122种非离子性有机物在鱼体中的生物富集因子(1gBCF)拟合,建立数学模型,相关系数(R)取0.955.该模型通过Jackknife法检验具有总体稳健性,对其他有机物的生物富集因子具有良好的估算与预测能力.结果表明,分子形状指数与苯环因子不仅对于非离子性有机物在鱼体中的生物富集因子的表征具有合理性与有效性,而且与其疏水性参数具有良好的相关性.Abstract: Kier's molecular shape indices(1K,2 K) are calculated for 165 nonionic organic compounds.On the basis of the characteristics of substituents and conjugated matrix,a novel molecular structure parameter-benzene ring factor(G) is defined and calculated for 165 molecules in this paper.A satisfactory relationship between the fish bio-concentration factor(BCF) of 122 nonionie organic compounds and 1K,G is expressed as:lgBCF=-1.433+0.4011K+1.897G,R=0.955,F=623.47,S=0.454,which could provide estimation and prediction for the BCF of nonionic organic chemicals.Furthermore,the model is examined to validate overall robustness with Jackknife tests.All these regression results showed that the new parameter G and molecular shape indices have good rationality and efficiency for the fish bio-concentration factor.It is concluded that the 1K,2K and G will be used widely in quantitative structure-property/activity relationship (QSPR/QSAR) research.
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