SYNTHESIS AND BIOLOGICAL ACTIVITY OF DERIVATIVES OF GUANOSINE 3',5'-CYCLIC PHOSPHATE

Methyl, n-butyl 2'-TBDMS-N~2-DMF-guanosine 3', 5'-cyclic phosphate and 2'-TBDMS-N~2-DMF-guanosine 3', 5'-cyclic diethyl-phosphoramidate were synthesized by reation of protected guanosine with trivalent phosphorus reagents in the presence of tetrazole followed by oxidation. The reaction occurred stereospecifically.Protected guanosine 3', 5'-cyclic phosphotriesters and N, N'-diethylphosphoramidate were shown to have inhibitary activity on the synthesisof DNA and RNA in mouse liver tumor cell. Diastereoisomers of n-butyl N²-substituted guanosine 3', 5'-cyclic phosphate have been shown to activate adenylate cyclase in vitro.