Use of theoretical descriptors in predicting aryl hydrocarbon (Ah) receptor binding affinity of dibenzofurans: A hierarchical QSAR approach

TOXI 95

Denise Mills, dmills@nrri.umn.edu and Subhash C. Basak, sbasak@nrri.umn.edu. Center for Water and the Environment, Natural Resources Research Institute, University of Minnesota, 5013 Miller Trunk Hwy, Duluth, MN 55811
Dibenzofurans are widespread environmental contaminants which are produced mainly as undesirable by-products in natural and industrial processes. The toxic effects of these compounds are thought to be mediated through binding to the aryl hydrocarbon (Ah) receptor. In this study, we have used our HiQSAR approach in the development of QSAR models to predict Ah receptor binding affinity utilizing a set of 34 dibenzofurans. Topostructural (TS), topochemical (TC), geometrical (3D), and ab initio (sto-3g) quantum chemical indices have been utilized, alone and hierarchically, in the development of the QSAR models. Results indicate that the TS and TC descriptors explain most of the variance in the data. The addition of 3D and quantum chemical descriptors results in only slight improvement in the predictive capability of the models.
 

Poster Session and Awards
6:00 PM-10:00 PM, Tuesday, August 21, 2007 BCEC -- 204 A/B, Poster

Division of Chemical Toxicology

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007