C-Nucleosides To Be Revisited.

Abstract

Two new C-nucleoside analogues, BCX4430, an imino-C-nucleoside, and GS-6620, a phosphoramidate derivative of 1'-cyano-2'-C-methyl-4-aza-7,9-dideazaadenosine C-nucleoside, have been recently described as effective against filovirus infections (Marburg) and hepatitis C virus (HCV), respectively. The first C-nucleoside analogues were described about half a century ago. The C-nucleoside pseudouridine is a natural component of RNA, and various other C-nucleoside analogues have been reported previously for their antiviral and/or anticancer potential, the most prominent being pyrazofurin, tiazofurin, and selenazofurin. In the meantime, showdomycin, formycin, and various triazole, pyrazine, pyridine, dihydroxyphenyl, thienopyrimidine, pyrazolotriazine, and porphyrin C-nucleoside analogues have been described. It would be worth revisiting these C-nucleosides and derivatives thereof, including their phosphoramidates, for their therapeutic potential in the treatment of virus infections and, where appropriate, cancer as well.

• Authors: Erik De Clercq
• Journal: Journal of medicinal chemistry (J Med Chem) Vol. 59 Issue 6 Pg. 2301-11 (Mar 24 2016) ISSN: 1520-4804 [Electronic] United States
• PMID: 26513594 (Publication Type: Journal Article, Review)

Chemical References

• Antineoplastic Agents
• Antiviral Agents
• Nucleosides
• Nucleotides
• Purine Nucleosides
• Pyrrolidines
• Triazines
• Pseudouridine
• Adenine
• Adenosine
• Alanine
• galidesivir
• GS-6620

Topics

• Adenine (analogs & derivatives)
• Adenosine (analogs & derivatives)
• Alanine
• Animals
• Antineoplastic Agents (pharmacology)
• Antiviral Agents (pharmacology)
• Humans
• Nucleosides (pharmacology)
• Nucleotides (pharmacology)
• Pseudouridine (pharmacology)
• Purine Nucleosides (pharmacology)
• Pyrrolidines
• Triazines (pharmacology)