SYNTHESIS OF MIMICS TO 5-(2''-THIENYL)-2',3'-BETA-DIDEOXYURIDINE TRIPHOSPHATE

A series of 5'-amido derivatives of 5-(2 ''-thienyl)-2',3',5'-beta-tri deoxyuridine were prepared. The compounds were tested for their inhibi tion of cellular DNA polymerase a and HIV-RT. The succinic fumaric and maleic acid derivatives of 5-(2 ''-thienyl)-2',3',5'-beta-trideoxyuri dine were investigated. None of the compounds inhibited HIV-RT. The fu maric acid derivative inhibited DNA pol alpha with IC50 33 mu g ml(-1) . The succinic acid derivative was about half as active with IC50 76 m u g ml(-1). The 5'-N-acyl derivatives also were structurally compared to the monomethyl ester of the triphosphate using the Sybyl program.