1619240-45-7Relevant articles and documents
Extended N6 substitution of rigid C2-arylethynyl nucleosides for exploring the role of extracellular loops in ligand recognition at the A 3 adenosine receptor
Tosh, Dilip K.,Paoletta, Silvia,Chen, Zhoumou,Moss, Steven M.,Gao, Zhan-Guo,Salvemini, Daniela,Jacobson, Kenneth A.
, p. 3302 - 3306 (2014/07/22)
2-Arylethynyl-(N)-methanocarba adenosine 5′-methyluronamides containing rigid N6-(trans-2-phenylcyclopropyl) and 2-phenylethynyl groups were synthesized as agonists for probing structural features of the A3 adenosine receptor (AR). Radioligand binding confirmed A 3AR selectivity and N6-1S,2R stereoselectivity for one diastereomeric pair. The environment of receptor-bound, conformationally constrained N6 groups was explored by docking to an A3AR homology model, indicating specific hydrophobic interactions with the second extracellular loop able to modulate the affinity profile. 2-Pyridylethynyl derivative 18 was administered orally in mice to reduce chronic neuropathic pain in the chronic constriction injury model.