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Synthesis of 3′-acetamidoadenosine derivatives as potential A 3 adenosine receptor agonists

Title
Synthesis of 3′-acetamidoadenosine derivatives as potential A 3 adenosine receptor agonists
Authors
Chun M.W.Choi S.W.Kang T.K.Choi W.J.Kim H.O.Gao Z.-G.Jacobson K.A.Jeong L.S.
Ewha Authors
정낙신최원준
Issue Date
2008
Journal Title
Nucleosides, Nucleotides and Nucleic Acids
ISSN
1525-7770JCR Link
Citation
vol. 27, no. 4, pp. 408 - 420
Indexed
SCIE; SCOPUS WOS scopus
Abstract
On the basis of high binding affinity of 3′-aminoadenosine derivatives 2b at the human A3 adenosine receptor (AR), 3′- acetamidoadenosine derivatives 3a-e were synthesized from 1,2:5,6-di-O- isopropylidene-D-glucose via stereoselective hydroboration as a key step. Although all synthesized compounds were totally devoid of binding affinity at the human A3AR, our results revealed that 3′-position of adenosine can only be tolerated with small size of a hydrogen bonding donor like hydroxyl or amino group in the binding site of human A3AR. Copyright © Taylor & Francis Group, LLC.
DOI
10.1080/15257770801944436
Appears in Collections:
약학대학 > 약학과 > Journal papers
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