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

  1. Author:
    Lee, K.
    Ravi, G.
    Ji, X. D.
    Marquez, V. E.
    Jacobson, K. A.

  2. Author Address

    NIDDK, Mol Recognit Sect, LBC, NIH, Bethesda, MD 20892 USA. NIDDK, Mol Recognit Sect, LBC, NIH, Bethesda, MD 20892 USA. NCI, Med Chem Lab, Frederick, MD 21702 USA.
    1. Year: 2001
  2. Journal: Bioorganic & Medicinal Chemistry Letters
    1. 11
    2. 10
    3. Pages: 1333-1337
  4. Type of Article: Article
  1. 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 [N-6-(3-iodobenzyl)] or enhanced (N-6-methyl) affinity at A(3)ARs, while the 2'-deoxy modification reduced affinity and efficacy in a functional assay. Published by Elsevier Science Ltd.

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