New ligands of the ghrelin receptor based on the 1,2,4-triazole scaffold by introduction of a second chiral center

Bioorganic & Medicinal Chemistry Letters, 2016, Volume: 26, Issue: 10, Pages: 2408-2412, DOI: 10.1016/j.bmcl.2016.04.003

M. Maingot, A. L Blayo, S. Denoyelle, C. M’Kadmi, M. Damian, S. Mary, D. Gagne, P. Sanchez, B. Aicher, P. Schmidt, G. Muller, M. Teifel, E. Gunther, J. Marie, J.-L. Baneres, J. Martinez, J. A. Fehrentz, 


Introducing a second chiral center on the previously described 1,2,4-triazole, allowed us to increase diversity and elongate the ‘C-terminal part’ of the mol.  Therefore, the authors were able to explore mimics of the substance P analogs described as inverse agonists.  Some compds. presented affinities in the nanomolar range and potent biol. activities, while one exhibited a partial inverse agonist behavior similar to a Substance P analog.