Ring-constrained (N)-methanocarba nucleosides as adenosine receptor agonists: Independent 5′-uronamide and 2′-deoxy modifications

  • Kyeong Lee
  • , Gnana Ravi
  • , Xiao Duo Ji
  • , Victor E. Marquez
  • , Kenneth A. Jacobson

Research output: Contribution to journalArticlepeer-review

48 Scopus citations

Abstract

Novel methanocarba adenosine analogues, having the pseudo-ribose northern (N) conformation preferred at adenosine receptors (ARs), were synthesized and tested in binding assays. The 5′-uronamide modification preserved [N6-(3-iodobenzyl)] or enhanced (N6-methyl) affinity at A3ARs, while the 2′-deoxy modification reduced affinity and efficacy in a functional assay.

Original languageEnglish
Pages (from-to)1333-1337
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume11
Issue number10
DOIs
StatePublished - 21 May 2001

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