Cholinesterase Inhibitory and Anti-Inflammatory Activity of the Naphtho- and Thienobenzo-Triazole Photoproducts: Experimental and Computational Study

Mlakić, Milena; Faraho, Ivan; Odak, Ilijana; Kovačević, Borislav; Raspudić, Anamarija; Šagud, Ivana; Bosnar, Martina; Škorić, Irena; Barić, Danijela (2023) Cholinesterase Inhibitory and Anti-Inflammatory Activity of the Naphtho- and Thienobenzo-Triazole Photoproducts: Experimental and Computational Study. International Journal of Molecular Sciences, 24 (19). ISSN 1422-0067

PDF - Published Version - article Available under License Creative Commons Attribution. Download (6MB)

Abstract

New 1,2,3-triazolo(thieno)stilbenes were synthesized as mixtures of isomers and efficiently photochemically transformed to their corresponding substituted thienobenzo/naphtho-triazoles in high isolated yields. The resulting photoproducts were studied as acetyl- (AChE) and butyrylcholinesterase (BChE) inhibitors without or with interconnected inhibition potential of TNF-α cytokine production. The most promising anti-inflammatory activity was shown again by naphtho-triazoles, with a derivative featuring 4-pentenyl substituents exhibiting notable potential as a cholinesterase inhibitor. To identify interactions between ligands and the active site of cholinesterases, molecular docking was performed for the best potential inhibitors. Additionally, molecular dynamics simulations were employed to assess and validate the stability and flexibility of the protein–ligand complexes generated through docking.

Item Type:	Article
Uncontrolled Keywords:	anti-inflammatory activity; cholinesterase inhibition; molecular docking; molecular dynamics; naphtho/thienobenzo-triazoles; photochemical synthesis
Subjects:	NATURAL SCIENCES
Divisions:	Division of Physical Chemistry
Depositing User:	Ivana Vuglec
Date Deposited:	14 Apr 2026 08:10
URI:	http://fulir.irb.hr/id/eprint/11682
DOI:	10.3390/ijms241914676

Actions (login required)

View Item