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Synthesis of extended uridine phosphonates derived from an allosteric P2Y2 receptor ligand

(2014) MOLECULES. 19(4). p.4313-4325
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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
P2Y2 receptor, extended uridine, nucleoside phosphonates, INHIBITOR, AGONIST, SELECTIVITY, DESIGN, POTENT, UDP

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Citation

Please use this url to cite or link to this publication:

MLA
Song, Lijun et al. “Synthesis of Extended Uridine Phosphonates Derived from an Allosteric P2Y2 Receptor Ligand.” MOLECULES 19.4 (2014): 4313–4325. Print.
APA
Song, L., Risseeuw, M., Karalic, I., Barrett, M. O., Brown, K. A., Harden, T. K., & Van Calenbergh, S. (2014). Synthesis of extended uridine phosphonates derived from an allosteric P2Y2 receptor ligand. MOLECULES, 19(4), 4313–4325.
Chicago author-date
Song, Lijun, Martijn Risseeuw, Izet Karalic, Matthew O Barrett, Kyle A Brown, T Kendall Harden, and Serge Van Calenbergh. 2014. “Synthesis of Extended Uridine Phosphonates Derived from an Allosteric P2Y2 Receptor Ligand.” Molecules 19 (4): 4313–4325.
Chicago author-date (all authors)
Song, Lijun, Martijn Risseeuw, Izet Karalic, Matthew O Barrett, Kyle A Brown, T Kendall Harden, and Serge Van Calenbergh. 2014. “Synthesis of Extended Uridine Phosphonates Derived from an Allosteric P2Y2 Receptor Ligand.” Molecules 19 (4): 4313–4325.
Vancouver
1.
Song L, Risseeuw M, Karalic I, Barrett MO, Brown KA, Harden TK, et al. Synthesis of extended uridine phosphonates derived from an allosteric P2Y2 receptor ligand. MOLECULES. 2014;19(4):4313–25.
IEEE
[1]
L. Song et al., “Synthesis of extended uridine phosphonates derived from an allosteric P2Y2 receptor ligand,” MOLECULES, vol. 19, no. 4, pp. 4313–4325, 2014.
@article{4375780,
  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.}},
  author       = {{Song, Lijun and Risseeuw, Martijn and Karalic, Izet and Barrett, Matthew O and Brown, Kyle A and Harden, T Kendall and Van Calenbergh, Serge}},
  issn         = {{1420-3049}},
  journal      = {{MOLECULES}},
  keywords     = {{P2Y2 receptor,extended uridine,nucleoside phosphonates,INHIBITOR,AGONIST,SELECTIVITY,DESIGN,POTENT,UDP}},
  language     = {{eng}},
  number       = {{4}},
  pages        = {{4313--4325}},
  title        = {{Synthesis of extended uridine phosphonates derived from an allosteric P2Y2 receptor ligand}},
  url          = {{http://dx.doi.org/10.3390/molecules19044313}},
  volume       = {{19}},
  year         = {{2014}},
}

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