ISSN:
0020-7608
Keywords:
Computational Chemistry and Molecular Modeling
;
Atomic, Molecular and Optical Physics
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A set of 20 nitropolycyclic aromatic hydrocarbons, whose mutagenicity has been determined in the Ames test, has been studied using octanol-water partition coefficients (P) as a measure of relative hydrophobicity and molecular orbital energies to account for variation in their electronic characteristics. A good structure-activity relationship was found using log P and ∊LUMO. The latter were taken from the results of ab initio calculations performed by Maynard, Pedersen, Posner, and McKinney [7] and were also calculated by the MNDO method. The dependence of mutagenicity on hydrophobicity was found to be similar to that observed for triazenes [2]. ∊LUMO values calculated by MNDO and STO-3G were found to be strongly correlated, and the role of hydrophobicity in correlating mutagenicity was not significantly affected by the molecular orbital model employed.
Additional Material:
4 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/qua.560340202
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