Literature DB >> 26120223

Synthesis and Binding Affinity of Homologated Adenosine Analogues as A3 Adenosine Receptor Ligands.

Hyuk Woo Lee1, Won Jun Choi2, Kenneth A Jacobson3, Lak Shin Jeong1.   

Abstract

Homologated analogues 3a and 3b of potent and selective A3 adenosine receptor ligands, IB-MECA and dimethyl-IB-MECA were synthesized from commercially available 1-O-acetyl-2,3,5-tri-O-benzoyl-β-d-ribofuranose (4) via Co2(CO)8-catalyzed siloxymethylation as a key step. Unfortunately, homologated analogues 3a and 3b did not show significant binding affinities at three subtypes of adenosine receptors, indicating that free rotation, resulting from homologation, induced unfavorable interactions in the binding site of the receptor maybe due to the presence of many conformations.

Entities:  

Keywords:  A3 adenosine receptor; Co2(CO)8-catalyzed siloxymethylation; Homologation

Year:  2011        PMID： 26120223      PMCID： PMC4478603          DOI： 10.5012/bkcs.2011.32.5.1620

Source DB:  PubMed          Journal:  Bull Korean Chem Soc        ISSN： 0253-2964


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