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Synthesis of Adducts of o-Quinone Metabolites of Carcinogenic Polycyclic Aromatic Hydrocarbons with 2‘-Deoxyribonucleosides

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journal contribution
posted on 17.03.2005, 00:00 by Qing Dai, Chongzhao Ran, Ronald G. Harvey
The first syntheses of the adducts formed in the reactions of o-quinone metabolites of carcinogenic polycyclic aromatic hydrocarbons (BPQ and BAQ) at 2‘-deoxyadenosine and 2‘-deoxyguanosine sites in DNA are reported. These syntheses entail Pd-catalyzed coupling of protected amine derivatives of catechols with suitably protected halopurine analogues of 2‘-deoxyribonucleosides.