Artigo Acesso aberto Revisado por pares

Structure−Activity Relationships of Truncated d - and l -4′-Thioadenosine Derivatives as Species-Independent A 3 Adenosine Receptor Antagonists

2008; American Chemical Society; Volume: 51; Issue: 20 Linguagem: Inglês

10.1021/jm8008647

ISSN

1520-4804

Autores

Lak Shin Jeong, Shantanu Pal, Seung Ah Choe, Won Jun Choi, Kenneth A. Jacobson, Zhan‐Guo Gao, Athena M. Klutz, Xiyan Hou, Hea Ok Kim, Hyuk Woo Lee, Sang Kook Lee, Dilip K. Tosh, Hyung Ryong Moon,

Tópico(s)

Synthesis and Characterization of Heterocyclic Compounds

Resumo

Novel d- and l-4′-thioadenosine derivatives lacking the 4′-hydroxymethyl moiety were synthesized, starting from d-mannose and d-gulonic γ-lactone, respectively, as potent and selective species-independent A3 adenosine receptor (AR) antagonists. Among the novel 4′-truncated 2-H nucleosides tested, a N6-(3-chlorobenzyl) derivative 7c was the most potent at the human A3 AR (Ki = 1.5 nM), but a N6-(3-bromobenzyl) derivative 7d showed the optimal species-independent binding affinity.

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