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Keywords = 2-amino-4,6-diphenylnicotinonitrile

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19 pages, 7615 KiB  
Article
Synthesis, Cytotoxicity, and Photophysical Investigations of 2-Amino-4,6-diphenylnicotinonitriles: An Experimental and Theoretical Study
by Alwah R. Al-Ghamdi, Shofiur Rahman, Reem I. Al-Wabli, Maha S. Al-Mutairi and A. F. M. Motiur Rahman
Molecules 2024, 29(8), 1808; https://doi.org/10.3390/molecules29081808 - 16 Apr 2024
Viewed by 2284
Abstract
In this study, we present a comprehensive investigation of 2-amino-4,6-diphenylnicotinonitriles (APNs, 16), including their synthesis, cytotoxicity against breast cancer cell lines, and photophysical properties. Compound 3 demonstrates exceptional cytotoxicity, surpassing the potency of Doxorubicin. The fluorescence spectra of the synthesized [...] Read more.
In this study, we present a comprehensive investigation of 2-amino-4,6-diphenylnicotinonitriles (APNs, 16), including their synthesis, cytotoxicity against breast cancer cell lines, and photophysical properties. Compound 3 demonstrates exceptional cytotoxicity, surpassing the potency of Doxorubicin. The fluorescence spectra of the synthesized 16 in different solvents reveal solvent-dependent shifts in the emission maximum values, highlighting the influence of the solvent environment on their fluorescence properties. A quantum chemical TD-DFT analysis provides insights into the electronic structure and fluorescence behavior of 16, elucidating HOMO-LUMO energy gaps, electronegativity values, and dipole moments, contributing to a deeper understanding of their electronic properties and potential reactivity. These findings provide valuable knowledge for the development of APNs (16) as fluorescent sensors and potential anticancer agents. Full article
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