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Antioxidant and cytotoxic activities of selected salicylidene imines: experimental and computational study

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Abstract

Selected salicylidene imines were evaluated for their antioxidant and cytotoxic potentials. Several of them exerted potent scavenging capacity towards ABTS radical and hydrogen peroxide. The insight into the preferable antioxidative mechanism was reached employing density functional theory. In the absence of free radicals, the SPLET mechanism is dominant in polar surroundings, while HAT is prevailing in a non-polar environment. The results obtained for the reactions of the most active compounds with some medically relevant radicals pointed out competition between HAT and SPLET mechanisms. The assessment of their cytotoxic properties revealed inhibition of ER-a human breast adenocarcinoma cells or estrogen-independent prostate cancer cells. Molecular docking study with the cyclooxygenase (COX) 2 enzyme was performed to examine the most probable bioactive conformations and possible interactions between the tested derivatives and COX-2 binding pocket.

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Acknowledgements

This work was supported by the Serbian Ministry of Education, Science and Technological Development (Agreement No. 451-03-9/2021-14/200122).

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, University of Kragujevac, 12 Radoja Domanovića, 34000, Kragujevac, Serbia

    Jovica Branković, Zorica D. Petrović & Vladimir P. Petrović

  2. Institute of Nanoscience and Nanotechnology, National Center for Scientific Research “Demokritos”, 15341 Agia Paraskevi Attikis, Athens, Greece

    Marios G. Krokidis, Irini Dousi & Kyriakos Papadopoulos

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  1. Jovica Branković
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  2. Marios G. Krokidis
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  5. Zorica D. Petrović
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Branković, J., Krokidis, M.G., Dousi, I. et al. Antioxidant and cytotoxic activities of selected salicylidene imines: experimental and computational study. Mol Divers 26, 3115–3128 (2022). https://doi.org/10.1007/s11030-021-10370-9

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