Expeditious synthesis and biological evaluation of new C-6 1,2,3-triazole adenosine derivatives A1 receptor antagonists or agonists

Smitha C. Mathew (1) , Youlet By (2) , Aurélie Berthault (1) , Marie-Alice Virolleaud (1) , Louis Carrega (2) , Gaëlle Chouraqui (3) , Laurent Commeiras (3) , Jocelyne Condo (2) , Mireille Attolini (1) , Anouk Gaudel-Siri (1) , Jean Ruf (2) , Jean Rodriguez (1) , Jean-Luc Parrain (1) , Régis Guieu (2)

1 ISM2 - Institut des Sciences Moléculaires de Marseille
2 DS-ACI / UMR MD2 - Dysoxie, suractivité : aspects cellulaires et intégratifs thérapeutiques
3 STeRéO

The synthesis of new C-6 1,2,3-triazole adenosine derivatives via microwave assisted 1,3-dipolar cycloaddition as key step is described. The binding on membranes of cells that over express A1 adenosine receptors (A1AR) was also evaluated. Among them, four compounds increased cAMP production, in a dose-dependent manner acting as antagonists of the A1AR, while two compounds act as agonists.

Domaines: Chimie thérapeutique

Smitha C. Mathew, Youlet By, Aurélie Berthault, Marie-Alice Virolleaud, Louis Carrega, et al.. Expeditious synthesis and biological evaluation of new C-6 1,2,3-triazole adenosine derivatives A1 receptor antagonists or agonists. Organic & Biomolecular Chemistry, 2010, 8 (17), pp.3874-3881. ⟨10.1039/c0ob00017e⟩. ⟨hal-01407718⟩