View : 22 Download: 0

Design, synthesis and binding affinity of 3′-fluoro analogues of Cl-IB-MECA as adenosine A3 receptor ligands

Title
Design, synthesis and binding affinity of 3′-fluoro analogues of Cl-IB-MECA as adenosine A3 receptor ligands
Authors
Lim M.H.Kim H.O.Moon H.R.Lee S.J.Chun M.W.Gao Z.-G.Melman N.Jacobson K.A.Kim J.H.Jeong L.S.
Ewha Authors
이승진정낙신
SCOPUS Author ID
이승진scopus
Issue Date
2003
Journal Title
Bioorganic and Medicinal Chemistry Letters
ISSN
0960-894XJCR Link
Citation
vol. 13, no. 5, pp. 817 - 820
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
Several 3′-fluoro analogues, 1a, 1b, and 1c of selective and potent adenosine A3 receptor agonist, Cl-IB-MECA were synthesized from D-xylose via highly regioselective opening of lyxo-epoxides, 8a and 8b with fluoride anion. Compared to the high binding affinity of Cl-IB-MECA to the A3 adenosine receptor, the corresponding 3′-fluoro derivative showed remarkably decreased binding affinity, indicating that 3′-hydroxyl group acts as hydrogen bonding acceptor, not hydrogen bonding donor like fluorine atom in binding to the A3 adenosine receptor. © 2003 Elsevier Science Ltd. All rights reserved.
DOI
10.1016/S0960-894X(03)00027-1
Appears in Collections:
약학대학 > 약학과 > Journal papers
Files in This Item:
There are no files associated with this item.
Export
RIS (EndNote)
XLS (Excel)
XML


qrcode

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.

BROWSE