US EPA

6967517 

Journal Article 

3D-QSAR Model of Polybrominated Biphenyls Tri-effect Modified by Standard Deviation Standardization Method and Its Application in Environmental Friendly Molecular Modification 

Yang Luze; Liu Miao; , 

2019 

1 

Gaodeng Xuexiao Huaxue Xuebao / Chemical Journal of Chinese Universities
ISSN: 0251-0790 

HIGHER EDUCATION PRESS 

BEIJING 

2471-2479 

10.7503/cjcu20190402 

WOS:000504320800007 

A CoMFA model of tri-effect comprehensive values of infrared vibration intensity, bioconcentration and toxicity of PBBs via standard deviation method was constructed. The influence of PBBs' molecular force fields on comprehensive values were analyzed to determine substitution sites. And the modification for PBB-153 with easy infrared detection, low bioconcentration and toxicity was accomplished. The CoMFA model had a good fitting and predicting ability on PBBs comprehensive values of infrared vibration intensity, bioconcentration and toxicity and had a good stability, the influencing force fields were electrostatic fields (E, 59.9%) and steric fields(S, 40.1%), respectively. Five substituents with higher electropositivity than Br were selected for single and double substitution of the target molecule PBB-153 according to the contour maps of CoMFA model, and six PBB-153 derivatives with increased tri-effect comprehensive values were screened. Predicting or calculating results of single effect of PBB derivatives indicated that the constructed CoMFA model can be applied to the modification of PBBs molecules. In addition, the flame retardancy and environmental friendliness of designed derivatives was comparable to the target molecule and the stability of derivatives was well. The results of 2D-QSAR model showed that the influence trends of dipole moment, maximum negative charge and the number of ortho Br atomic on the three single effects and comprehensive values were consistent.