A number of novel guanine derivatives containing heterocyclic moieties at the O 6-position have been synthesized using a purine quaternary salt which reacts with alkoxides under mild conditions. Initially O 6-substituents were investigated in which the benzene ring of the known agent, O 6-benzylguanine, was replaced by unsubstituted heterocyclic rings. The ability of these agents to inactivate the DNA repair protein O 6-alkylguanine-DNA ...