| Title : Synthesis of a New Class of Spirooxindole-Benzo[b]Thiophene-Based Molecules as Acetylcholinesterase Inhibitors - Barakat_2020_Molecules_25_ |
| Author(s) : Barakat A , Alshahrani S , Al-Majid AM , Ali M , Altowyan MS , Islam MS , Alamary AS , Ashraf S , Ul-Haq Z |
| Ref : Molecules , 25 : , 2020 |
|
Abstract :
A series of new oxindole-based spiro-heterocycles bearing the benzo[b]thiophene motif were synthesized via a 1,3-dipolar cycloaddition reaction and their acetylcholinesterase (AChE) inhibitory activity was evaluated. All the synthesized compounds exhibited moderate inhibitory activities against AChE, while IIc was found to be the most active analog with an IC(50) value of 20,840 muM.L(-1). Its molecular structure was a 5-chloro-substituted oxindole bearing benzo[b]thiophene and octahydroindole moieties. Based on molecular docking studies, IIc was strongly bound to the catalytic and peripheral anionic sites of the protein through hydrophilic, hydrophobic, and pi-stacking interactions with Asp74, Trp86, Tyr124, Ser125, Glu202, Ser203, Trp236, Trp286, Phe297, Tyr337, and Tyr341. These interactions also indicated that the multiplicity of the IIc aromatic core significantly favored its activity. |
| PubMedSearch : Barakat_2020_Molecules_25_ |
| PubMedID: 33066293 |
Barakat A, Alshahrani S, Al-Majid AM, Ali M, Altowyan MS, Islam MS, Alamary AS, Ashraf S, Ul-Haq Z (2020)
Synthesis of a New Class of Spirooxindole-Benzo[b]Thiophene-Based Molecules as Acetylcholinesterase Inhibitors
Molecules
25 :
Barakat A, Alshahrani S, Al-Majid AM, Ali M, Altowyan MS, Islam MS, Alamary AS, Ashraf S, Ul-Haq Z (2020)
Molecules
25 :