Application of TLSER method in predicting the aqueous solubility and n-octanol/water partition coefficient of PCBs,PCDDs and PCDFs  

作　　者：HUANGJun YUGang ZHANGZu-lin WANGYi-lei ZHUWei-hua WUGuo-shi 

机构地区：[1]DepartmentofEnvironmentalScienceandEngineering,POPsResearchCenter.TsinghuaUniversity,Beijing100084.China [2]DepartmentofChemistry,TsinghuaUniversity,Beijing100084,China

出　　处：《Journal of Environmental Sciences》2004年第1期21-29,共9页环境科学学报（英文版）

基　　金：TheNationalKeyBasicResearchFoundationofChina (No .G1 9990 4 571 1 )

摘　　要：The theoretical linear solvation energy relationship(TLSER) approach was adopted to predict the aqueous solubility and n -octanol/water partition coefficient of three groups of environmentally important chemicals-polychlorinated biphenyls(PCBs), polychlorinated dibenzodioxins and dibenzofurans(PCDDs and PCDFs). For each compound, five quantum parameters were calculated using AM1 semiempirical molecular orbital methods and used as structure descriptors: average molecular polarizability(α), energy of the lowest unoccupied molecular orbit( E _ LUMO ), energy of the highest occupied molecular orbit( E _ HOMO ), the most positive charge on a hydrogen atom( q _+), and the most negative atomic partial charge( q _-) in the solute molecule. Then standard independent variables in TLSER equation was extracted and two series of quantitative equations between these quantum parameters and aqueous solubility and n -octanol/water partition coefficient were obtained by stepwise multiple linear regression(MLR) method. The developed equations have both quite high accuracy and explicit meanings. And the cross-validation test illustrated the good predictive power and stability of the established models. The results showed that TLSER could be used as a promising approach in the estimation of partition and solubility properties of macromolecular chemicals, such as persistent organic pollutants.The theoretical linear solvation energy relationship(TLSER) approach was adopted to predict the aqueous solubility and n -octanol/water partition coefficient of three groups of environmentally important chemicals-polychlorinated biphenyls(PCBs), polychlorinated dibenzodioxins and dibenzofurans(PCDDs and PCDFs). For each compound, five quantum parameters were calculated using AM1 semiempirical molecular orbital methods and used as structure descriptors: average molecular polarizability(α), energy of the lowest unoccupied molecular orbit( E _ LUMO ), energy of the highest occupied molecular orbit( E _ HOMO ), the most positive charge on a hydrogen atom( q _+), and the most negative atomic partial charge( q _-) in the solute molecule. Then standard independent variables in TLSER equation was extracted and two series of quantitative equations between these quantum parameters and aqueous solubility and n -octanol/water partition coefficient were obtained by stepwise multiple linear regression(MLR) method. The developed equations have both quite high accuracy and explicit meanings. And the cross-validation test illustrated the good predictive power and stability of the established models. The results showed that TLSER could be used as a promising approach in the estimation of partition and solubility properties of macromolecular chemicals, such as persistent organic pollutants.

关 键 词：persistent organic pollutants(POPs) quantitative structure property   relationship(QSPR) theoretical linear solvation energy relationship(TLSER) polychlorinated biphenyls (PCBs) polychlorinated dibenzo- p -dioxins(PCDDs) polychlorinated di 

分 类 号：X832[环境科学与工程—环境工程]