Synthesis and biological evaluation of novel 2'-deoxy-4'-thio-imidazole nucleosides

Y. Wang, G. Inguaggiato, Malina Jasamai, M. Shah, D. Hughes, M. Slater, C. Simons

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

A study on the use of 3'-directing groups for the synthesis of imidazole 2'-deoxy-4'-thionucleosides led to varying α:β ratios in the glycosylation reaction. The para-nitrobenzoyl group gave the optimum result in the glycosylation step; therefore, this protected thiosugar 10b was used for the synthesis of a series of novel 2'-deoxy-4'-thio-imidazole nucleosides which have been evaluated for antiviral activity in vitro. Copyright (C) 1999 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)481-487
Number of pages7
JournalBioorganic and Medicinal Chemistry
Volume7
Issue number3
DOIs
Publication statusPublished - Mar 1999
Externally publishedYes

Fingerprint

Glycosylation
Nucleosides
Thionucleosides
Thiosugars
Antiviral Agents
imidazole
In Vitro Techniques

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Synthesis and biological evaluation of novel 2'-deoxy-4'-thio-imidazole nucleosides. / Wang, Y.; Inguaggiato, G.; Jasamai, Malina; Shah, M.; Hughes, D.; Slater, M.; Simons, C.

In: Bioorganic and Medicinal Chemistry, Vol. 7, No. 3, 03.1999, p. 481-487.

Research output: Contribution to journalArticle

Wang, Y. ; Inguaggiato, G. ; Jasamai, Malina ; Shah, M. ; Hughes, D. ; Slater, M. ; Simons, C. / Synthesis and biological evaluation of novel 2'-deoxy-4'-thio-imidazole nucleosides. In: Bioorganic and Medicinal Chemistry. 1999 ; Vol. 7, No. 3. pp. 481-487.
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