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Molecular orbital calculations and quantitative structure-activity relationships for some polyaromatic hydrocarbons.

D F Lewis
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Abstract

1. Correlations between biological activity and electronic structure for 7 polyaromatic hydrocarbons are reported. 2. Molecular orbital (MO) calculations by the MINDO/3 method indicate that the hydrophobic parameter, log P (the logarithm of the octanol/water partition coefficient) exhibits a parallelism with total electrophilic superdelocalizability, and a similar relationship is shown with protein binding. 3. Inhibition of dimethylnitrosamine (DMN) demethylase activity is linearly related to total nucleophilic superdelocalizability, and other correlations are shown with mutagenicity and benzo[a]pyrene hydroxylase (AHH) activity.

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Aryl Hydrocarbon HydroxylasesChemical PhenomenaChemistry, PhysicalCytochrome P-450 CYP2E1Molecular ConformationOxidoreductases, N-DemethylatingPolycyclic CompoundsSerum AlbuminStructure-Activity RelationshipJournal Article

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D F Lewis. 1987. Molecular orbital calculations and quantitative structure-activity relationships for some polyaromatic hydrocarbons.. https://doi.org/10.3109/00498258709047165

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