Abstract
Although chrysene and its other monomethyl derivatives are only marginal carcinogens, the 5-methyl derivative is highly carcinogenic. These compounds are examined within the framework of recent biochemical evidence regarding in vivo metabolic transformations, using theoretical reactivity indices. Several possible reasons are advanced for the high activity of the 5-methyl derivative: (1) the 5-methyl substituent blocks a K region, inhibiting a diversionary pathway, (2) the 5-methyl derivative is more effective in transforming from its 7,8-dihydrodiol to its dihydrodiol “bay region” epoxide form, and (3) this derivative forms a more stable carbonium ion.
Published Version
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