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Author Notes:

Corresponding author. dliotta@emory.edu

We thank Dr. R. Pai and Kim L. Rapp for performing the RT assays.

Subject:

Research Funding:

This work was supported by NIH grants 2R37AI-28731 (DCL), 1R37AI-41890 (RFS), Emory’s CFAR grant 5P30-AI150409, and the Department of Veterans Affairs (RFS).

Keywords:

  • Science & Technology
  • Life Sciences & Biomedicine
  • Physical Sciences
  • Chemistry, Medicinal
  • Chemistry, Organic
  • Pharmacology & Pharmacy
  • Chemistry
  • antiviral
  • anti-HIV
  • nucleoside
  • analogs
  • resistance
  • synthesis
  • FLUORINATION
  • SELECTFLUOR
  • 3TC

Synthesis and evalution of 2'-substituted cyclobutyl nucleosides and nucleotides as potential anti-HIV agents

Tools:

Journal Title:

Bioorganic and Medicinal Chemistry Letters

Volume:

Volume 17, Number 12

Publisher:

, Pages 3398-3401

Type of Work:

Article | Post-print: After Peer Review

Abstract:

A series of 2′-substituted cyclobutyl nucleoside analogs were efficiently prepared by constructing the core cyclobutyl ring using different [2+2] cycloaddition approaches. The triphosphate derivative of a cyclobutyl nucleoside was also synthesized and evaluated against wild-type and mutant HIV reverse transcriptases (RT). Whereas the nucleoside analogs were inactive against HIV-1 in culture, the nucleotide showed good activity not only against wild-type and recombinant HIV RT (IC 50 = 4.7, 6.9 μM), but also against the M184I and M184V mutants (IC 50 = 6.1, 6.9 μM) in cell-free assays.

Copyright information:

© 2018 Elsevier B.V. or its licensors or contributors.

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