Synthesis of adducts of o-quinone metabolites of carcinogenic polycyclic aromatic hydrocarbons with 2'-deoxyribonucleosides

Q Dai, C Ran, RG Harvey

Index: Dai, Qing; Ran, Chongzhao; Harvey, Ronald G. Organic Letters, 2005 , vol. 7, # 6 p. 999 - 1002

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Citation Number: 21

Abstract

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.