Synthesis and biological activities of O6-alkylguanine derivatives

The synthesis of some biologically active O6-alkylguanine derivatives was achieved by alkoxylation of 2-amino-6-chloropurine with sodium alkoxides in polar aprotic solvent (DMSO) conditions. The starting material 2-amino-6-chloropurine was prepared by chlorination of 2,9-diacetylguanine (obtained from acetylation of commercially available guanine) by PEG-2000 phase transfer catalysis. The structures of the products were deduced from elemental analysis and spectral data (IR, 1H NMR, and mass spectra). All the title compounds were screened for their antifungal activities, and some of the compounds showed promising activities. KEY WORDS: O6-Alkylguanine derivatives, 2-Amino-6-chloropurine, Synthesis, Fungicidal activity Bull. Chem. Soc. Ethiop. 2010, 24(3), 425-432.