Next Article in Journal
Germacranes and m-Menthane from Illicium lanceolatum
Previous Article in Journal
Bioactive 30-Noroleanane Triterpenes from the Pericarps of Akebia trifoliata
Molecules 2014, 19(4), 4313-4325; doi:10.3390/molecules19044313
Article

Synthesis of Extended Uridine Phosphonates Derived from an Allosteric P2Y2 Receptor Ligand

1
,
1
,
1
,
2
,
2
,
2
 and
1,*
1 Laboratory for Medicinal Chemistry, Ghent University, Harelbekestraat 72, B-9000 Ghent, Belgium 2 Department of Pharmacology, University of North Carolina, School of Medicine, Chapel Hill, NC 27599-7365, USA
* Author to whom correspondence should be addressed.
Received: 24 February 2014 / Revised: 28 March 2014 / Accepted: 31 March 2014 / Published: 4 April 2014
(This article belongs to the Section Medicinal Chemistry)
View Full-Text   |   Download PDF [306 KB, uploaded 18 June 2014]   |  

Abstract

In this study we report the synthesis of C5/C6-fused uridine phosphonates that are structurally related to earlier reported allosteric P2Y2 receptor ligands. A silyl-Hilbert-Johnson reaction of six quinazoline-2,4-(1H,3H)-dione-like base moieties with a suitable ribofuranosephosphonate afforded the desired analogues after full deprotection. In contrast to the parent 5-(4-fluoropheny)uridine phosphonate, the present extended-base uridine phosphonates essentially failed to modulate the P2Y2 receptor.
Keywords: nucleoside phosphonates; extended uridine; P2Y2 receptor nucleoside phosphonates; extended uridine; P2Y2 receptor
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
SciFeed

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
RIS
MDPI and ACS Style

Song, L.; Risseeuw, M.D.P.; Karalic, I.; Barrett, M.O.; Brown, K.A.; Harden, T.K.; Van Calenbergh, S. Synthesis of Extended Uridine Phosphonates Derived from an Allosteric P2Y2 Receptor Ligand. Molecules 2014, 19, 4313-4325.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert