Abstract
Cyclic voltammetry (CV) assays were performed to measure superoxide anion radical (O2-) scavenging activities of six novel N-ferrocenylmethyl-N-(nitrophenyl)-acetamides and N-ferrocenylmethyl-N-(cyanophenyl)acetamides (FMA1-FMA6), followed by molecular docking simulations and in silico toxicity prediction. The obtained values of IC50 from CV assays indicated that all studied compounds showed promising scavenging activity against O.2- radicals, with the compounds FMA1, FMA3, and FMA4 possessing the most significant potency. A molecular docking study revealed that all compounds interact with amino acid residues of glutathione reductase via hydrogen bonding and hydrophobic interactions. The compound FMA4 was the most inactive compound against the glutathione reductase enzyme having the highest inhibitory concentration of 2.61 µM and the lowest docking score of -31.85 kJ/mol. Toxicity studies demonstrated that among six studied compounds, FMA4, FMA5, and FMA6 are predicted to be nontoxic.
Highlights
Ferrocene derivatives have been widely studied because of their versatile potential applications in many research fields such as medicinal chemistry [1,2,3,4,5,6,7], material sciences [8], and diagnostic applications fields [9]
We describe the synthesis and the scavenging activity against O 2- of six novel N-ferrocenylmethyl-N-(nitrophenyl)- and N-ferrocenylmethyl-N-(cyanophenyl)acetamides using cyclic voltammetry assays
Antioxidant activity assays against superoxide anion radicals Superoxide anion radicals (O 2-) scavenging activity assays were used to measure the antioxidant activity of N-ferrocenylmethyl-N-(nitrophenyl)- and N-ferrocenylmethyl-N-(cyanophenyl)-acetamides
Summary
Ferrocene derivatives have been widely studied because of their versatile potential applications in many research fields such as medicinal chemistry [1,2,3,4,5,6,7], material sciences [8], and diagnostic applications fields [9]. N-ferrocenylmethylamines and their derivatives, in particular, N-ferrocenylmethyl-N-(nitrophenyl)- and -N-(cyanophenyl)aniline, have shown important biological activities due to their promising biological potential as anticancer properties [10,11], antimicrobial agents [12], antioxidants [13,14], and anti-proliferative agents against MCF-7 human breast cancer cell lines [15].
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