Predicting physico-chemical properties of polychlorinated diphenyl ethers (PCDEs): potential persistent organic pollutants (POPs).
Polychlorinated diphenyl ethers (PCDEs) have received more and more concerns as a category of potential persistent organic pollutants (POPs). Modeling its environmental fate and exposure assessment require a number of fundamental physico-chemical properties. However, the experimental data are currently limited due to the difficulty in analysis caused by the complexity of PCDE congeners. As an alternative, the quantitative structure property relationship (QSPR) approach could be used. In this paper, twelve kinds of molecular connectivity indices (MCIs) of all 209 possible molecular structure patterns of PCDEs were calculated. Based on 106 PCDEs with three observed physico-chemical properties-vapour pressure (P0L), aqueous solubility (Sw) and n-octanol/water (Kow) and their MCIs data, a series of QSPR equations were established using multiple linear regression (MLR) method. As a result, three equations with best performance were selected mainly from the view of high regression coefficient (R) and low standard error(SE). All of them showed significant relationship and high accuracy. With these equations the properties of other 103 patterns of PCDEs without the reported observed values were predicted. Furthermore, three partition properties for PCDE congeners-Henry' s Law constants (H), partition coefficients between gas/water (Kgw) and gas/n-octanol (Kgo) were calculated according to the internal relationship among these six properties. These observed and predicted values, in contrast with the criteria listed in the Stockholm treaty about POPs which has been signed by more than ninety countries in May 2001, illustrated that most of PCDEs congeners are potential persistent organic pollutants. As all descriptors/predictors are derived just from the molecular structure itself and without the import of any empirical parameters, this method is impersonal and promising for the estimation of physico-chemical properties of PCDEs.
Huang
Jun
J
Department of Environmental Science and Engineering, POPs Research Center, Tsinghua University, Beijing 100084, China.
Yu
Gang
G
Yang
Xi
X
Zhang
Zu-lin
ZL
D020003:1-Octanol; D004785:Environmental Pollutants / Q000032:analysis*; D055768:Halogenated Diphenyl Ethers; D016014:Linear Models; D008956:Models, Chemical; D010647:Phenyl Ethers / Q000737:chemistry*; D021281:Quantitative Structure-Activity Relationship; D012995:Solubility
D004785:Environmental Pollutants; D055768:Halogenated Diphenyl Ethers; D010647:Phenyl Ethers; C021244:polychlorinated diphenyl ethers; D020003:1-Octanol