Naslov
Synthesis, photochemistry, computational study and potential application of new styryl-thiophene and naphtho-thiophene benzylamines

Autori
Mlakić, Milena ; Odak, Ilijana ; Faraho, Ivan ; Bosnar, Martina ; Banjanac, Mihailo ; Lasić, Zlata ; Marinić, Željko ; Barić, Danijela ; Škorić, Irena

Izvornik
International journal of molecular sciences (1422-0067) 24 (2023), 1; 610, 21

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

Ključne riječi
acid resistance ; benzylamines ; DFT ; heterostilbenes ; molecular docking ; photocyclization ; semiempirical methods ; TD-DFT

Sažetak
In this research, the synthesis, photochemistry, and computational study of new cis- and trans- isomers of amino-thienostilbenes is performed to test the efficiency of their production and acid resistance, to investigate their electronic structure, photoreactivity, photophysical char- acteristics, and potential biological activity. The electronic structure and conformations of syn- thesized thienostilbene amines and their photocyclization products are examined computation-ally, along with molecular modeling of amines possessing two thiophene rings that showed in-hibitory potential toward cholinesterases. New amino-styryl thiophenes, with favorable pho- tophysical properties and proven acid resistance, represent model compounds for their wa-ter-soluble ammonium salts as potential styryl optical dyes. The comparison with organic dyes possessing a trans-aminostilbene subunit as the scaffold shows that the newly synthesized trans-aminostilbenes have very similar absorbance wavelengths. Further, their functionalized cis-isomers and photocyclization products are good candidates for cholinesterase inhibitors due to the structural similarity of the molecular skeleton to some already proven bioactive derivatives.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA