||Comparative Analysis of the Electrostatic Potentials of Some Structural Analogues of 2,3,7,8-Tetrachlorodibenzo-p-dioxin and of Related Aromatic Systems.
Murray, J. S. ;
Evans, P. ;
Politzer., P. ;
||New Orleans Univ., LA. Dept. of Chemistry.;Health Effects Research Lab., Research Triangle Park, NC.
Electrostatic charge ;
Aromatic compounds ;
Quantum chemistry ;
Atomic orbitals ;
Hazardous materials ;
Comparative evaluations ;
||Most EPA libraries have a fiche copy filed under the call number shown. Check with individual libraries about paper copy.
||An ab initio STO-5G computational analysis of the electrostatic potentials of four structural analogs of the highly toxic 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) and four related aromatic systems (benzo(a)pyrene, benz(a)anthracene and two isomeric benzoflavones) was carried out. The systems, to varying degrees, induce aryl hydrocarbon hydroxylase activity and are believed to interact with the same cytosolic receptor in initiating their biochemical responses. It was found that a high degree of activity appears to require negative potentials that are non-overlapping above all or most of the lateral regions, with an observed optimum range of magnitudes. In systems with central oxygens, it is required that the negative oxygen potentials be small and weak; however, oxygen negative regions in the molecule are not necessary for high activity. The observed differences between the potential patterns of the four aromatic systems and those of TCDD and its active analogs may reflect an inherent dissimilarity in the nature of their interactions with the cytosolic receptor.
||Pub. in International Jnl. of Quantum Chemistry, v37 p271-289 Feb 90. Sponsored by Health Effects Research Lab., Research Triangle Park, NC.
|NTIS Title Notes
||Reprint: Comparative Analysis of the Electrostatic Potentials of Some Structural Analogues of 2,3,7,8-Tetrachlorodibenzo-p-dioxin and of Related Aromatic Systems.
||99F; 57Y; 57B
||PC A03/MF A01