1134099-82-3Relevant academic research and scientific papers
Synthesis and biological characterization of 3-substituted-1h-indoles as ligands of GluN2B-containing N-methyl-D-aspartate receptors
Gitto, Rosaria,De Luca, Laura,Ferro, Stefania,Buemi, Maria Rosa,Russo, Emilio,De Sarro, Giovambattista,Costa, Lara,Ciranna, Lucia,Prezzavento, Orazio,Arena, Emanuela,Ronsisvalle, Simone,Bruno, Giuseppe,Chimirri, Alba
scheme or table, p. 8702 - 8706 (2012/02/16)
As an extension of our studies, novel indole derivatives were rationally designed and synthesized as ligands targeted to GluN2B/NMDA receptors. The 2-(4-benzylpiperidin-1-yl)-1-(6-hydroxy-1H-indol-3-yl)ethanone (4i) and 1-(4-benzylpiperidin-1-yl)-2-(6-hydroxy-1H-indol-3-yl)ethane-1,2-dione (6i) showed high binding affinity in [3H]ifenprodil displacement assay. By computational studies, we suggested the hypothetical interactions playing a significant role during the binding process. However, in functional and in vivo studies the most potent compound 4i did not show any activity whereas it displayed relevant affinity toward the σ2 receptor.
Development of 3-substituted-1H-indole derivatives as NR2B/NMDA receptor antagonists
Gitto, Rosaria,Luca, Laura De,Ferro, Stefania,Citraro, Rita,Sarro, Giovambattista De,Costa, Lara,Ciranna, Lucia,Chimirri, Alba
experimental part, p. 1640 - 1647 (2009/09/08)
A combined ligand-based and structure-based approach has previously allowed us to identify NR2B/NMDA receptor antagonists containing indole scaffold. In order to further explore the main structure activity relationships of this class of derivatives we herein report the design, synthesis and biological evaluation of new analogues. Some derivatives demonstrated to produce significant anticonvulsant properties and NMDA antagonism. The most active of them (3d) showed NR2B binding affinity equipotent to that of ifenprodil. These results were also corroborated by computational studies.
