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


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
Issue number9
StatePublished - 1 Sep 2019

Bibliographical note

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


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


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