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Glusker JP , Carrell HL , Katz AK , Afshar CE
Structural studies of PAHs and their metabolites
Polycyclic Aromatic Compounds. 1999 ;14 :87-98
PMID: ISI:000086076000011   
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The carcinogenicity of benzo[a]pyrene (BaP) derivatives varies with the substituents they contain. The effects of these substituents on the geometric structures of the PAHs have been examined by X-ray diffraction studies. Data presented include bond lengths and angles. deviations from planarity in the bay region, and non-bonded H .... H distances, Structures in the sequence BaP, 11-methylBaP and dibenzo[a,l]pyrene illustrate the increased nonplanarity of the PAHs as the carcinogenicity increases. For comparison, the geometry of 7,12,- dimethylbenz[a]anthracene (DMBA) is also discussed. The structures of a diol epoxide of 5,6-dimethylchrysene and the product of the reaction of the diol epoxide of 5-methylchrysene with methanol are also presented. These show how the bay-region methyl group affects the structure, and presumably also the reactivity of the diol epoxide.
Times Cited: 0 English Article 297HC POLYCYCL AROMAT COMPOUND