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  • Title: Synthesis, structure, and antiparasitic activity of sulfamoyl derivatives of ribavirin.
    Author: Kini GD, Henry EM, Robins RK, Larson SB, Marr JJ, Berens RL, Bacchi CJ, Nathan HC, Keithly JS.
    Journal: J Med Chem; 1990 Jan; 33(1):44-8. PubMed ID: 2296034.
    Abstract:
    The triazole nucleoside derivatives 1-(5'-O-sulfamoyl-beta-D-ribofuranosyl) [1,2,4]triazole-3-carboxamide (2), 1-(5'-O-sulfamoyl-beta-D-ribofuranosyl) [1,2,4]triazole-3-thiocarboxamide (3), and 1-(5'-O-sulfamoyl-beta-D-ribofuranosyl)-[1,2,4]triazole-3- carbonitrile (4) were synthesized. Suitably 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 antiparasitic activity in vitro, while 2 showed significant activity in vivo against Leishmania donovani and Trypanosoma brucei.
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