Frontier density pattern of dibenzofurans: A relation between structures and toxicity

Abstract

Electron densities of highest occupied molecular orbitals (HOMO) of 135 congeners of chlorinated dibenzofurans and a nonchlorinated dibenzofuran are calculated. Electron densities of HOMO are localized mainly on out of plane π orbitals of 12 carbons and an oxygen in dibenzofuran structure. Multivariate statistical analysis with principal component analysis is performed for HOMO densities of 136 congeners of dibenzofurans to extract the pattern of HOMO density distributions. It was found that all of the most toxic dibenzofurans are involved in the group that has large negative values of the third principal component score. © 2003 Elsevier B.V. All rights reserved.