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Synthesis and anti-HIV activity of l-2′,3′-Dideoxy-4′-selenonucleosides (l-4′-Se-ddNs)

  • Jinha Yu
  • , Gyudong Kim
  • , Dnyandev B. Jarhad
  • , Hong Rae Kim
  • , Lak Shin Jeong

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

Based on the potent anti-HIV activity of l-2′,3′-dideoxycytidine (l-ddC), l-2′,3′-dideoxy-4′-selenonucleosides (l-4′-Se-ddNs) have been synthesized from natural chiral template, l-glutamic acid, using Pummerer-type condensation as a key step. All synthesized compounds were assayed for anti-HIV-1 activity, but none of them did show any significant antiviral activity up to 100 μM, probably due to conformational differences between l-ddC and l-4′-Se-ddC, induced by the bulky selenium atom, which might play an important role in phosphorylation by cellular kinase.

Original languageEnglish
Pages (from-to)780-789
Number of pages10
JournalArchives of Pharmacal Research
Volume42
Issue number9
DOIs
StatePublished - 1 Sep 2019

Bibliographical note

Publisher Copyright:
© 2019, The Pharmaceutical Society of Korea.

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

  1. SDG 3 - Good Health and Well-being
    SDG 3 Good Health and Well-being

Keywords

  • Antiviral
  • Pummerer-type condensation
  • l-2′,3′-Dideoxy-4′-selenonucleosides
  • l-4′-Se-ddC
  • l-Nucleoside

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