title: Docking and 3D-QSAR studies on the Ah receptor binding affinities of polychlorinated biphenyls (PCBs), dibenzo-p-dioxins (PCDDs) and dibenzofurans (PCDFs).
abstract: Polychlorinated biphenyls (PCBs), dibenzo-p-dioxins (PCDDs) and dibenzofurans (PCDFs) binding with the aryl hydrocarbon receptor (AhR) have been correlated with many toxic responses. Hence, it is very necessary to study the interactions between these ligands and AhR for further understanding of the mechanism of toxicity. In this study, an integrated molecular docking and 3D-QSAR approach was employed to investigate the binding interactions between PCBs, PCDDs, PCDFs and AhR. From molecular docking, hydrogen-bonding and hydrophobic interactions were observed to be characteristic interactions between compounds and AhR. Based on the mechanism of interactions, an optimum 3D-QSAR model with good robustness (Q(CUM)(2)=0.907) and predictability (Q(EXT)(2)=0.863) was developed by partial least squares. Additionally, the developed QSAR model indicated that the molecular size, shape profiles, polarizability and electropological states of compounds were related to the binding affinities to AhR.
authors: Key Laboratory of Coastal Environment Processes, Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, PR China.
authors: Fei
authors: F
authors: Li
authors: Xuehua
authors: X
authors: Li
authors: Xiaoli
authors: X
authors: Liu
authors: Linbao
authors: L
authors: Zhang
authors: Liping
authors: L
authors: You
authors: Jianmin
authors: J
authors: Zhao
authors: Huifeng
authors: H
authors: Wu
mesh_terms: D001572:Benzofurans / Q000737:chemistry / Q000378:metabolism; D004147:Dioxins / Q000737:chemistry / Q000378:metabolism; D006860:Hydrogen Bonding; D057927:Hydrophobic and Hydrophilic Interactions; D008958:Models, Molecular; D011078:Polychlorinated Biphenyls / Q000737:chemistry* / Q000378:metabolism*; D021281:Quantitative Structure-Activity Relationship; D018336:Receptors, Aryl Hydrocarbon / Q000737:chemistry* / Q000378:metabolism*
chemical_list: D001572:Benzofurans; D004147:Dioxins; D018336:Receptors, Aryl Hydrocarbon; C023614:dibenzofuran; D011078:Polychlorinated Biphenyls; C020887:dibenzo(1,4)dioxin