Synthesis and anti-HIV activity of 2′-fluorine modified nucleoside phosphonates: Analogs of GS-9148

Richard L. Mackman, Kuei Ying Lin, Constantine G. Boojamra, Hon Hui, Janet Douglas, Deborah Grant, Oleg Petrakovsky, Vidya Prasad, Adrian S. Ray, Tomas Cihlar

Research output: Contribution to journalArticle

24 Scopus citations

Abstract

Modified purine analogs of GS-9148 [5-(6-amino-purin-9-yl)-4-fluoro-2,5-dihydro-furan-2-yloxymethyl]-phosphonic acid (2′-Fd4AP) were synthesized and their anti-HIV potency evaluated. The antiviral activity of guanosine analog (2′-Fd4GP) was comparable that of to 2′-Fd4AP in MT-2 cells, but selectivity was reduced.

Original languageEnglish (US)
Pages (from-to)1116-1119
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume18
Issue number3
DOIs
StatePublished - Feb 1 2008

Keywords

  • Antiviral
  • HIV
  • Phosphonate

ASJC Scopus subject areas

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

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    Mackman, R. L., Lin, K. Y., Boojamra, C. G., Hui, H., Douglas, J., Grant, D., Petrakovsky, O., Prasad, V., Ray, A. S., & Cihlar, T. (2008). Synthesis and anti-HIV activity of 2′-fluorine modified nucleoside phosphonates: Analogs of GS-9148. Bioorganic and Medicinal Chemistry Letters, 18(3), 1116-1119. https://doi.org/10.1016/j.bmcl.2007.11.126