Assessment of long-range transport potential of polychlorinated Naphthalenes based on three-dimensional QSAR models

作者：Wang, Xiaolei; Gu, Wenen; Guo, Ermin; Cui, Chunyue; Li, Yu^*

来源：Environmental Science and Pollution Research, 2017, 24(17): 14802-14818.

DOI：10.1007/s11356-017-8967-8

• Polychlorinated naphthalenes
• Migration ability
• Evaluation standard for long-range transport potential
• Octanol-air partition coefficient
• Subcooled liquid vapor pressure
• 3D-QSAR
• Molecule design

Experimentally determined octanol-air partition coefficients (K-OA) for 43 polychlorinated naphthalene (PCN) congeners and experimentally determined subcooled liquid vapor pressures (P-L) for 17 PCN congeners were used with comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) to generate three-dimensional quantitative structure-activity relationship (3D-QSAR) models. The data were used to predict K-OA values for the other 32 congeners and P-L values for the other 58 congeners. The CoMFA and CoMSIA model contour maps showed that the electrostatic fields of the PCN molecules are the most important factors affecting the K-OA and P-L values. The long-range transport potentials of several PCN homologs were assessed using the following grading system: high mobility (MoCNs), relatively high mobility (DiCNs to TeCNs), relatively low mobility (PeCNs to HeCNs) and low mobility (HeCNs and OCN). The PCN-2 molecule was modified using the contour maps of the two models, and the results showed that introducing an electronegative R-1 substituent increased the K-OA value but introducing an electropositive R-6 substituent decreased the P-L value. PCN-2 was in the high mobility class, but introducing these substituents moved the long-range transport potentials of the modified molecules to the relatively high mobility class.

• 出版日期2017-6
• 单位华北电力大学（保定）; 青岛农业大学; 华北电力大学