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Bioorg Chem ; 139: 106749, 2023 10.
Artículo en Inglés | MEDLINE | ID: mdl-37517157

RESUMEN

Our present work demonstrates the molecular hybridization-assisted design, synthesis, and biological evaluation of 22 benzylpiperazine-linked 1,2,4-triazole compounds (PD1-22) as AD modifying agents. All the compounds were tested for their in vitro hChEs, hBACE-1, and Aß-aggregation inhibition properties. Among them, compound PD-08 and PD-22 demonstrated good hChE and hBACE-1 inhibition as compared to standards donepezil and rivastigmine. Both compounds displaced PI from PAS at 50 µM concentration which was comparable to donepezil and also demonstrated anti-Aß aggregation properties in self- and AChE-induced thioflavin T assay. Both compounds have shown excellent BBB permeation via PAMPA-BBB assay and were found to be non-neurotoxic at 80 µM concentration against differentiated SH-SY5Y cell lines. Compound PD-22 demonstrated an increase in rescued eye phenotype in Aß-phenotypic drosophila AD model and amelioration of behavioral deficits in the Aß-induced rat model of AD. The in-silico docking studies of compound PD-22 revealed a good binding profile towards CAS and PAS residues of AChE and the catalytic dyad of the BACE-1. The 100 ns molecular dynamics simulation studies of compound PD-22 complexed with AChE and BACE-1 enzymes suggested stable ligand-protein complex throughout the simulation run. Based on our findings compound PD-22 could further be utilized as a lead to design a promising candidate for AD therapy.


Asunto(s)
Enfermedad de Alzheimer , Neuroblastoma , Humanos , Ratas , Animales , Enfermedad de Alzheimer/metabolismo , Donepezilo/farmacología , Tionas , Simulación del Acoplamiento Molecular , Piperazinas/farmacología , Simulación de Dinámica Molecular , Inhibidores de la Colinesterasa/química , Acetilcolinesterasa/metabolismo , Péptidos beta-Amiloides/metabolismo , Diseño de Fármacos , Relación Estructura-Actividad
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