Synthesis of novel 6-azapyrimidine acyclic nucleoside analogues and antiviral evaluation

Malina Jasamai, Claire Simons, Jan Balzarini

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Acyclic nucleosides have been of considerable interest since the approval of aciclovir by the FDA to be used as an antiviral agent in the 1990s. The acyclic moieties and the bases used in the experiment were either available commercially or synthesized using literature methods. Vorbruggen coupling method was utilized involving reaction of persilylated heterocyclic bases with the appropriate acyclic moiety in the presence of a Lewis acid catalyst. A series of novel 6-azapyrimidine acyclic oxosugar nucleosides was successfully synthesized with a promising yield (more than 50%). An efficient method of protection and deprotection was also investigated.

Original languageEnglish
Pages (from-to)535-541
Number of pages7
JournalNucleosides, Nucleotides and Nucleic Acids
Volume29
Issue number7
DOIs
Publication statusPublished - Jul 2010

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Nucleosides
Antiviral Agents
Lewis Acids
Acyclovir
Catalysts
Experiments

Keywords

  • 6-azapyrimidine acyclic nucleosides
  • Antiviral
  • coupling
  • deprotection

ASJC Scopus subject areas

  • Genetics
  • Biochemistry
  • Molecular Medicine

Cite this

Synthesis of novel 6-azapyrimidine acyclic nucleoside analogues and antiviral evaluation. / Jasamai, Malina; Simons, Claire; Balzarini, Jan.

In: Nucleosides, Nucleotides and Nucleic Acids, Vol. 29, No. 7, 07.2010, p. 535-541.

Research output: Contribution to journalArticle

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