Molecular orbital calculations and quantitative structure-activity relationships for some polyaromatic hydrocarbons.
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.
Department of Biochemistry, University of Surrey, Guildford, England.
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D001189:Aryl Hydrocarbon Hydroxylases / Q000378:metabolism; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D019392:Cytochrome P-450 CYP2E1; D008968:Molecular Conformation; D010089:Oxidoreductases, N-Demethylating / Q000378:metabolism; D011083:Polycyclic Compounds / Q000032:analysis*; D012709:Serum Albumin / Q000032:analysis / Q000378:metabolism; D013329:Structure-Activity Relationship
D011083:Polycyclic Compounds; D012709:Serum Albumin; D019392:Cytochrome P-450 CYP2E1; D001189:Aryl Hydrocarbon Hydroxylases; D010089:Oxidoreductases, N-Demethylating