Question

Propose a mechanism that makes the PAH Anthracene a potential carcinogen: NB:there's already an answer to this using the Bay Region Mechanism, I'm more interested in the Meso-Region Mechanism if it applies. And please include images if possible.

Answer 1

Answer:

Anthracene is carcinodenic compound ,the Carcinogenic activity increased by Meso-region substitution and forms carbonium ion at meso- regions.

The Meso-region mechanism explained in Below attached images , Gothrough!

* PAH'S - Anthracene - Poly Cyclic Aromatic Hydro Carbon's Anthracene * Anthracene is carcinogenic 1 The Carcinogenic activity in powcylic aromatic hydro Carbon's (Pati's) - Anthracene, the substituents at meso - groups - regions of Exceptional Activity whether located in aromatic nucleus (or an side chain. 2) The meso-region theory Proposes that Chemical and bio Chemical Pathways of activation of both unsubstituted and meso-substituted PAH's are essentially the same. 3) There are three substitution reactions in the first biochemical step. Skp i. The methylation of censubstituted PAHS - Anthracene at a meso - Center. Stepto Hydroxylation of meso - region netky (group is followed by the formation of reactive Ester, bearing a good leaving group. M

Step all). The leaving group leaves and generate reactive Carboniam ton. The carbonicom ion would be expected to react with critical nucleophiles to initiate the chain of Cellular events which results in Cancer. When a substitheat blocks a meso-region of Anthracene, the Carano genic activity is reallaced on Deach Vated. methylation Anthracene Hydroxylation 2CH₂OH OS03H 42 Do not H2504 (6503H Reacts with Necleophile осна Anthracene Esky Carbonicemion at meso-region