کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1365463 | 981562 | 2006 | 13 صفحه PDF | دانلود رایگان |

A large series of N6-substituted-4′-thioadenosines were synthesized starting from d-gulonic-γ-lactone, and structure–activity relationships were studied at the human A3 and other subtypes of adenosine receptors (ARs). 2-Chloro-substituted and 2-H analogues were compared. 2-Chloro-N6-methyl-4′-thioadenosine 19b was a highly potent and selective agonist (Ki = 0.8 ± 0.1 nM in binding) at the A3AR, and displayed the same relative efficacy in receptor activation as a known full agonist, Cl-IB-MECA. Most of N6-substituted-4′-thioadenosines were less potent in binding than the corresponding N6-substituted-adenosines or N6-substituted-4′-thioadenosine-5′-uronamides. N6-(3-Iodobenzyl) derivative 19g was demonstrated to be an A3AR-selective partial agonist displaying a Ki value of 3.2 nM.
Structure–activity relationship of N6-substituted-4′-thioadenosines as potent human A3 adenosine receptor agonists is described.Figure optionsDownload as PowerPoint slide
Journal: Bioorganic & Medicinal Chemistry - Volume 14, Issue 14, 15 July 2006, Pages 4718–4730