Synthesis of the N2-deoxyguanosine adduct of the potent dietary mutagen IQ.

Stover JS, Rizzo CJ
Org Lett. 2004 6 (26): 4985-8

PMID: 15606116 · DOI:10.1021/ol047851m

[structure: see text] After bioactivation, the potent dietary mutagen 2-amino-3-methylimidazo[4,5-f]-quinoline (IQ) reacts with DNA to give two regioisomeric adducts of deoxyguanosine. The synthesis of the minor N2-adduct has been achieved utilizing the Buchwald-Hartwig palladium-catalyzed N-arylation reaction as the key step.

MeSH Terms (6)

Alkylation Catalysis Deoxyguanosine Molecular Structure Palladium Quinolines

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