5′-Nor Carbocyclic Ribavirin

Tuncbilek M., Schneller S. W.

Nucleosides, Nucleotides and Nucleic Acids, vol.22, no.11, pp.1995-2001, 2003 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 22 Issue: 11
  • Publication Date: 2003
  • Doi Number: 10.1081/ncn-120026401
  • Journal Name: Nucleosides, Nucleotides and Nucleic Acids
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1995-2001
  • Keywords: 1,2,4-Triazole, Antiviral, Carbocylic nucleoside
  • Ankara University Affiliated: Yes

Abstract

An efficient synthesis of 5′-nor carbocyclic ribavirin (4) is described in 13 steps from conveniently available (+)-(1R,4S)-4-hydroxy-2-cyclopenten-1-yl acetate (6). Compound 4 was evaluated against the following viruses: herpes simplex type 1 and 2, vaccinia, cowpox, smallpox, Ebola, hepatitis B, hepatitis C, adenovirus type 1, influenza A (H1N1 and H3N2), influenza B, parainfluenza type 3, Pichinde, Punta Toro A, respiratory syncytial, rhinovirus type 2, Venezuelan equine encephalitis, yellow fever, and West Nile. No activity was found nor was there any cytotoxicity to the viral host cells.