Synthesis of Extended Uridine Phosphonates Derived from an Allosteric P2Y(2) Receptor Ligand

In this study we report the synthesis of C5/C6-fused uridine phosphonates that are structurally related to earlier reported allosteric P2Y(2) receptor ligands. A silyl-Hilbert-Johnson reaction of six quinazoline-2,4-(1H,3H)-dione-like base moieties with a suitable ribofuranosephosphonate afforded th...

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Detalles Bibliográficos
Autores principales: Song, Lijun, Risseeuw, Martijn D. P., Karalic, Izet, Barrett, Matthew O., Brown, Kyle A., Harden, T. Kendall, Van Calenbergh, Serge
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270895/
https://www.ncbi.nlm.nih.gov/pubmed/24714193
http://dx.doi.org/10.3390/molecules19044313
Descripción
Sumario:In this study we report the synthesis of C5/C6-fused uridine phosphonates that are structurally related to earlier reported allosteric P2Y(2) 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 P2Y(2) receptor.

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