2-triazole-substituted adenosines: a new class of selective A3 adenosine receptor agonists, partial agonists, and antagonists.

@article{Cosyn20062triazolesubstitutedAA,
  title={2-triazole-substituted adenosines: a new class of selective A3 adenosine receptor agonists, partial agonists, and antagonists.},
  author={Liesbet Cosyn and Krishnan K Palaniappan and Soo-Kyung Kim and Heng T Duong and Z L Gao and Kenneth A. Jacobson and Serge van Calenbergh},
  journal={Journal of medicinal chemistry},
  year={2006},
  volume={49 25},
  pages={7373-83}
}
"Click chemistry" was explored to synthesize two series of 2-(1,2,3-triazolyl)adenosine derivatives (1-14). Binding affinity at the human A(1), A(2A), and A(3)ARs (adenosine receptors) and relative efficacy at the A(3)AR were determined. Some triazol-1-yl analogues showed A(3)AR affinity in the low nanomolar range, a high ratio of A(3)/A(2A) selectivity, and a moderate-to-high A(3)/A(1) ratio. The 1,2,3-triazol-4-yl regiomers typically showed decreased A(3)AR affinity. Sterically demanding… CONTINUE READING

Citations

Publications citing this paper.
Showing 1-10 of 12 extracted citations

Synthesis of stable aminoacyl-tRNA analogs.

Current protocols in nucleic acid chemistry • 2011
View 1 Excerpt

References

Publications referenced by this paper.
Showing 1-10 of 44 references

Synthesis of adenosinebased fluorosides containing a novel heterocyclic ring system

G. O’Mahony, E. Ehrman, M. Grøtli
Tetrahedron Lett • 2005

One - pot synthesis of 1 , 4disubstituted 1 , 2 , 3triazoles from situ generated azides

A. Feldman, K., B. Colasson, V. V. Fokin
Organic Letters • 2004

Similar Papers

Loading similar papers…