Regular ArticleMetabolic Activation of the Potent Carcinogen Dibenzo[a,h]anthracene by cDNA-Expressed Human Cytochromes P450
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Construction of a fused grid-based template system of CYP2C9 and its application
2022, Drug Metabolism and PharmacokineticsRefined CYP2E1<sup>∗</sup> Template<sup>∗∗</sup> system to decipher the ligand-interactions
2021, Drug Metabolism and PharmacokineticsCitation Excerpt :The differences in stability of bi-molecule sittings among chrysene derivatives might yield the dissimilar outcome. CYP2E1 mediates mainly the 5,6-oxidation of dibenzo[a,h]anthracene (DBahA) [42]. A placement of DBahA for the 5,6-oxidation was available at Rings E-D-B-eAB-eA as an angled-placement (Fig. 6L).
Versatile applicability of a grid-based CYP3A4 Template to understand the interacting mechanisms with the small-size ligands; part 3 of CYP3A4 Template study
2020, Drug Metabolism and PharmacokineticsPrediction of regioselectivity and preferred order of metabolisms on CYP1A2-mediated reactions part 3: Difference in substrate specificity of human and rodent CYP1A2 and the refinement of predicting system
2019, Drug Metabolism and PharmacokineticsCitation Excerpt :Similar inconsistencies from the order of placements were apparent for the 10,11-oxidations of 7-methylbenz[c]acridine (7-MBcAC) and 7,12-dimethylbenzo[a]anthracene (DMBA). Both the 10,11-oxidations were not significantly detected in hCYP1A2 systems [50,51]. In addition, the abundance of the 10,11-oxidation of benzo[a]anthracene was less than those of the 8,9-oxidation (Data not shown, Rings E-eC1-eC4-eC6) and the 5,6-oxidation (Data not shown, Rings D-E-eC1-eC4).
Reconstitution of CYP3A4 active site through assembly of ligand interactions as a grid-template: Solving the modes of the metabolism and inhibition
2019, Drug Metabolism and PharmacokineticsCitation Excerpt :Dibenzo[a,h]anthracene is metabolized to primarily the 5,6-dihydrodiol, and to the 3,4- and 1,2-dihydrodiols in the decreasing order. Three regio-isomeric phenols and one di-phenol are also detected in recombinant CYP3A4 system [18]. Couple placements of dibenzo[a,h]anthracene were constructed on Core Template of CYP3A4 (Fig. 4).
Prediction of regioselectivity and preferred order of metabolisms on CYP1A2-mediated reactions. Part 1. Focusing on polycyclic arenes and the related chemicals
2016, Drug Metabolism and PharmacokineticsCitation Excerpt :Setting of Gatekeeper at Fjord was further verified with other substrates. CYP1A2 mediates the 3,4-oxidation of DBahA [16]. The placement for the 3,4-oxidation is available at Rings eEa-E-eC1-eC4-eC6 (Fig. 7G).