title: Synthesis of tetrazole ribonucleosides and their evaluation as antiviral agents. 2. 5-Amino-1-(beta-D-ribofuranosyl)-1H-tetrazole and 5-amino-2-(beta-D-ribofuranosyl)-2H-tetrazole.
abstract: Synthesis of 5-amino-1-(beta-D-ribofuranosyl)-1H-tetrazole and 5-amino-2-(beta-D-ribofuranosyl)-2H-tetrazole is described. X-Ray crystallography was first used to establish the stereochemical configuration of the two isomers. By conducting 13C NMR analysis on these isomers with known structures, i.e., N1beta, a correlation is developed for determining the N-ribosyl attachment site of tetrazole ribonucleosides. Results are also presented on antiviral testing of these synthetic 5-aminotetrazole ribonucleosides against influenza A2/Asian/J305 virus infection in mice.
mesh_terms: D000640:Amitrole / Q000138:chemical synthesis / Q000627:therapeutic use; D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000627:therapeutic use; D001393:Azoles / Q000138:chemical synthesis*; D051379:Mice; D008958:Models, Molecular; D008968:Molecular Conformation; D009976:Orthomyxoviridae Infections / Q000188:drug therapy; D012263:Ribonucleosides / Q000138:chemical synthesis* / Q000627:therapeutic use; D013777:Tetrazoles / Q000138:chemical synthesis* / Q000627:therapeutic use
chemical_list: D000998:Antiviral Agents; D001393:Azoles; D012263:Ribonucleosides; D013777:Tetrazoles; D000640:Amitrole