Synthesis, conformation, and antiviral activity of 5-methoxymethyl-2′-deoxycytidine analogs

Wajdi M. Zoghaib, Shajan Mannala, V. Sagar Gupta, Guy Tourigny, R. Stephen Reid

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Analogs of 5-methoxymethyl-2′-deoxycytidine, MMdCyd (1) by substitution at N4 were synthesized to impart resistance against deamination. The anti HSV-1 activity and solution conformation of analogs were determined. N4-Butanoyl-MMdCyd (10) was a potent inhibitor of HSV-1 replication while N4-hexanoyl-MMdCyd (11), N4-propanoyl-MMdCyd (9) and N4-acetyl-MMdCyd (8) had good activity against HSV-1 replication. All other analogs were devoid of activity against HSV-1.

Original languageEnglish
Pages (from-to)223-238
Number of pages16
JournalNucleosides, Nucleotides and Nucleic Acids
Volume22
Issue number2
DOIs
Publication statusPublished - 2003

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Human Herpesvirus 1
Antiviral Agents
Conformations
Substitution reactions
Thermodynamic properties
Deamination
5-methoxymethyl-2-deoxycytidine

Keywords

  • 5-methoxymethyl-2′-deoxycytidine
  • Conformation
  • Herpes Simplex Virus

ASJC Scopus subject areas

  • Biochemistry
  • Genetics

Cite this

Synthesis, conformation, and antiviral activity of 5-methoxymethyl-2′-deoxycytidine analogs. / Zoghaib, Wajdi M.; Mannala, Shajan; Gupta, V. Sagar; Tourigny, Guy; Reid, R. Stephen.

In: Nucleosides, Nucleotides and Nucleic Acids, Vol. 22, No. 2, 2003, p. 223-238.

Research output: Contribution to journalArticle

Zoghaib, Wajdi M. ; Mannala, Shajan ; Gupta, V. Sagar ; Tourigny, Guy ; Reid, R. Stephen. / Synthesis, conformation, and antiviral activity of 5-methoxymethyl-2′-deoxycytidine analogs. In: Nucleosides, Nucleotides and Nucleic Acids. 2003 ; Vol. 22, No. 2. pp. 223-238.
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