Synthesis, Structure, and Antiparasitic Activity of Sulfamoyl Derivatives of Ribavirin

Article abstract of DOI:10.1021/jm00163a008

The triazole nucleoside derivatives 1-(5'-O-sulfamoyl-β-D-ribofuranosyl)<1,2,4>triazole-3-carboxamide (2), 1-(5'-O-sufamoyl-β-D-ribofuranosyl)<1,2,4>triazole-3-thiocarboxamide (3), and 1-(5'-O-sulfamoyl-β-D-ribofuranosyl)<1,2,4>triazole-3-carbonitrile (4) were synthesized.Suitable protected triazole nucleosides were converted to their corresponding 5'-sulfamoyl derivatives, which on subsequent deprotection gave the desired compounds in good yields.The structures of compounds 2-4 were confirmed by X-ray crystallographic analysis.All three compounds showed significant activity in vitro, while 2 showed significant activity in vivo against Leishmania donovani and Trypanosoma brucei.