Naslov
Thieno-thiazolostilbenes, thienobenzo-thiazoles and naphtho-oxazoles: Computational study and cholinesterase inhibitory activity

Autori
Mlakić, Milena ; Đurčević, Ema ; Odak, Ilijana ; Barić, Danijela ; Juričević, Ines ; Šagud, Ivana ; Burčul, Franko ; Lasić, Zlata ; Marinić, Željko ; Škorić, Irena

Izvornik
Molecules (1420-3049) 28 (2023), 9; 3781, 24

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
cholinesterase inhibition ; electronic structure ; molecular docking ; 1, 3-oxazole ; thiophene ; 1, 3-thiazole

Sažetak
Naphtho-triazoles and thienobenzo-triazoles have so far proven to be very potent inhibitors of the enzyme butyrylcholinesterase (BChE). Based on these results, in this work, new thienobenzo- thiazoles were designed and synthesized, and their potential inhibitory activity was tested and compared with their analogs, naphtho-oxazoles. The synthesis was carried out by photochemical cyclization of thieno-thiazolostilbenes obtained in the first reaction step. Several thienobenzo- thiazoles and naphtho-oxazoles have shown significant potential as BChE inhibitors, together with the phenolic thiazolostilbene being the most active of all tested compounds. These results are significant as BChE has been attracting growing attention due to its positive role in the treatment of Alzheimer's disease. Computational examination based on the DFT approach enabled the characterization of the geometry and electronic structure of the studied molecules. Furthermore, the molecular docking study, accompanied by additional optimization of complexes ligand-active site offered insight into the structure and stabilizing interactions in the complexes of studied molecules and BChE.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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