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Current Organic Synthesis

Editor-in-Chief

ISSN (Print): 1570-1794
ISSN (Online): 1875-6271

Research Article

Synthesis, Anti-acetylcholinesterase Evaluation, Molecular Docking and Molecular Dynamics Simulation of Novel Psoralen Derivatives

Author(s): Aso Hameed Hasan, Faten Syahira Mohamed Yusof, Natasha Amira Kamarudin, Sankaranarayanan Murugesan, Sonam Shakya and Joazaizulfazli Jamalis*

Volume 21, Issue 1, 2024

Published on: 01 June, 2023

Page: [61 - 77] Pages: 17

DOI: 10.2174/1570179420666230328121554

Price: $65

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Abstract

Introduction: Seven new psoralen derivatives were synthesised by carbodiimide coupling to active carboxylic acid to amide formation in mild reaction conditions.

Methods: The psoralen derivatives were produced through the condensation of seven different types of amine groups consisting of electron withdrawing groups and electron donating groups.

Results: All the synthesised compounds were obtained with moderate to high yields. Structural characterization using ATR-FTIR, 1H NMR, 13C NMR, and HRMS has confirmed their structure. Moreover, in silico evaluation of the psoralen derivatives against the AChE enzyme was performed, and acetylcholinesterase inhibitory activity of psoralen derivatives was also conducted.

Conclusion: Results from molecular docking show the potential of compound 12e as AChE inhibitors due to its highest binding energy value. It was further supported by the antiacetylcholinesterase activity of compound 12e, which has 91.69% inhibition, comparable to galantamine (94.12%). Furthermore, 100 ns run molecular dynamics (MD) simulation was used to refine docking results.

Graphical Abstract

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