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.

• Authors: M S Poonian, E F Nowoswiat, J F Blount, M J Kramer
• Journal: Journal of medicinal chemistry (J Med Chem) Vol. 19 Issue 8 Pg. 1017-20 (Aug 1976) ISSN: 0022-2623 [Print] United States
• PMID: 966248 (Publication Type: Journal Article)

Chemical References

• Antiviral Agents
• Azoles
• Ribonucleosides
• Tetrazoles
• Amitrole

Topics

• Amitrole (chemical synthesis, therapeutic use)
• Animals
• Antiviral Agents (chemical synthesis, therapeutic use)
• Azoles (chemical synthesis)
• Mice
• Models, Molecular
• Molecular Conformation
• Orthomyxoviridae Infections (drug therapy)
• Ribonucleosides (chemical synthesis, therapeutic use)
• Tetrazoles (chemical synthesis, therapeutic use)