Evaluation of antioxidant and cytotoxic properties of phenolic N -acylhydrazones: structure-activity relationship.

Autor: Branković J; University of Kragujevac, Faculty of Science, Department of Chemistry, R. Domanovića 12, 34000 Kragujevac, Serbia., Milivojević N; University of Kragujevac, Institute for Information Technologies, Kragujevac, Department of Science, Jovana Cvijića bb, 34000 Kragujevac, Serbia., Milovanović V; University of Kragujevac, Faculty of Agronomy in Čačak, Ljubićska 30, Čačak, Serbia., Simijonović D; University of Kragujevac, Institute for Information Technologies, Kragujevac, Department of Science, Jovana Cvijića bb, 34000 Kragujevac, Serbia., Petrović ZD; University of Kragujevac, Faculty of Science, Department of Chemistry, R. Domanovića 12, 34000 Kragujevac, Serbia., Marković Z; University of Kragujevac, Institute for Information Technologies, Kragujevac, Department of Science, Jovana Cvijića bb, 34000 Kragujevac, Serbia., Šeklić DS; University of Kragujevac, Institute for Information Technologies, Kragujevac, Department of Science, Jovana Cvijića bb, 34000 Kragujevac, Serbia., Živanović MN; University of Kragujevac, Institute for Information Technologies, Kragujevac, Department of Science, Jovana Cvijića bb, 34000 Kragujevac, Serbia., Vukić MD; University of Kragujevac, Faculty of Science, Department of Chemistry, R. Domanovića 12, 34000 Kragujevac, Serbia., Petrović VP; University of Kragujevac, Faculty of Science, Department of Chemistry, R. Domanovića 12, 34000 Kragujevac, Serbia.
Jazyk: angličtina
Zdroj: Royal Society open science [R Soc Open Sci] 2022 Jun 08; Vol. 9 (6), pp. 211853. Date of Electronic Publication: 2022 Jun 08 (Print Publication: 2022).
DOI: 10.1098/rsos.211853
Abstrakt: Cancer is still a relentless public health issue. Particularly, colorectal cancer is the third most prevalent cancer in men and the second in women. Moreover, cancer development and growth are associated with various cell disorders, such as oxidative stress and inflammation. The quest for efficient therapeutics is a challenging task, especially when it comes to achieving both cytotoxicity and selectivity. Herein, five series of phenolic N -acylhydrazones were synthesized and evaluated for their antioxidant potency, as well as their influence on HCT-116 and MRC-5 cells viability. Among 40 examined analogues, 20 of them expressed antioxidant activity against the DPPH radical. Furthermore, density functional theory was employed to estimate the antioxidant potency of the selected analogues from the thermodynamical aspect, as well as the preferable free-radical scavenging pathway. Cytotoxicity assay exposed enhanced selectivity of a number of analogues toward cancer cells. The structure-activity analysis revealed the impact of the type and position of the functional groups on both cell viability and selectivity toward cancer cells.
(© 2022 The Authors.)
Databáze: MEDLINE