Synthesis and Biological Evaluation of 5′-Deoxy-adenosine Derivatives as A3 Adenosine Receptor Ligands

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dc.contributor.authorKim, Minjae
dc.contributor.authorNaik, Siddhi D.
dc.contributor.authorChoi, Hongseok
dc.contributor.authorKim, Seung Woo
dc.contributor.authorPark, Jung Hoon
dc.contributor.authorJoung, Misuk
dc.contributor.authorSong, Jiyoon
dc.contributor.authorGaikwad, Vidyasagar B.
dc.contributor.authorJeong, Lak Shin
dc.date.accessioned2026-05-26T06:23:40Z
dc.date.available2026-05-26T06:23:40Z
dc.date.issued2025
dc.description.abstractThe A3 Adenosine Receptor (A3AR) is an important therapeutic target due to its role in inflammation and immune response regulation. Herein, we synthesized and evaluated 5′-deoxy-adenosine derivatives with oxygen at the 4′-position, comparing them to previously studied 4′-thionucleosides. Compound 1h exhibited the highest binding affinity (Ki = 5.9 ± 1.1 nM), consistent with the trend observed in the 4′-thionucleosides. Notably, the 5′-deoxy-adenosine derivatives demonstrated enhanced agonistic activity. Docking studies with compound 1h revealed a shift in binding mode when oxygen replaced sulfur at the 4′-position. The compounds retained strong interactions with critical residues, such as Thr94, even without a hydrogen bond donor at the 5′-position. These results explain the increased agonistic effect observed when the ring heteroatom was changed from sulfur to oxygen.
dc.identifier.citationACS Medicinal Chemistry Letters. 16(1); 2025; 149–156.
dc.identifier.issn1948-5875
dc.identifier.urihttps://doi.org/10.1021/acsmedchemlett.4c00522
dc.identifier.urihttp://khandolacollege.ndl.gov.in/handle/123456789/292
dc.language.isoen
dc.publisherAmerican Chemical Society
dc.subjectNATURAL SCIENCES::Chemistry
dc.titleSynthesis and Biological Evaluation of 5′-Deoxy-adenosine Derivatives as A3 Adenosine Receptor Ligands
dc.typeArticle
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