| Title : Novel coumarin-3-carboxamides bearing N-benzylpiperidine moiety as potent acetylcholinesterase inhibitors - Asadipour_2013_Eur.J.Med.Chem_70C_623 |
| Author(s) : Asadipour A , Alipour M , Jafari M , Khoobi M , Emami S , Nadri H , Sakhteman A , Moradi A , Sheibani V , Homayouni Moghadam F , Shafiee A , Foroumadi A |
| Ref : Eur Journal of Medicinal Chemistry , 70C :623 , 2013 |
|
Abstract :
Some novel coumarin-3-carboxamide derivatives linked to N-benzylpiperidine scaffold were synthesized and evaluated as acetylcholinesterase (AChE) and butyrylcholinesterase (BCHE) inhibitors. The screening results showed that most of compounds exhibited potent anti-AChE activity in the range of nM concentrations. Among them, compound 10c bearing an N-ethylcarboxamide linker and a 6-nitro substituent showed the most potent activity (IC50 = 0.3 nM) and the highest selectivity (SI = 26,300). Compound 10c was 46-fold more potent than standard drug donepezil against AChE. The kinetic study revealed that compound 10c exhibited mixed-type inhibition against AChE. Protein-ligand docking study demonstrated that the target compounds have dual binding site interaction mode and these results are in agreement with kinetic study. |
| PubMedSearch : Asadipour_2013_Eur.J.Med.Chem_70C_623 |
| PubMedID: 24211638 |
Asadipour A, Alipour M, Jafari M, Khoobi M, Emami S, Nadri H, Sakhteman A, Moradi A, Sheibani V, Homayouni Moghadam F, Shafiee A, Foroumadi A (2013)
Novel coumarin-3-carboxamides bearing N-benzylpiperidine moiety as potent acetylcholinesterase inhibitors
Eur Journal of Medicinal Chemistry
70C :623
Asadipour A, Alipour M, Jafari M, Khoobi M, Emami S, Nadri H, Sakhteman A, Moradi A, Sheibani V, Homayouni Moghadam F, Shafiee A, Foroumadi A (2013)
Eur Journal of Medicinal Chemistry
70C :623