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

Authors
Lee, K Ravi, G Ji, XD Marquez, VE Jacobson, KA
Citation
K. Lee et al., Ring-constrained (N)-methanocarba nucleosides as adenosine receptor agonists: Independent 5 '-uronamide and 2 '-deoxy modifications, BIOORG MED, 11(10), 2001, pp. 1333-1337
Citations number
16
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
11
Issue
10
Year of publication
2001
Pages
1333 - 1337
Database
ISI
SICI code
0960-894X(20010521)11:10<1333:R(NAAR>2.0.ZU;2-W
Abstract
Novel methanocarba adenosine analogues, having the pseudo-ribose northern ( N) conformation preferred at adenosine receptors (ARs), were synthesized an d 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'-de oxy modification reduced affinity and efficacy in a functional assay. Publi shed by Elsevier Science Ltd.