Synthesis of 7-(2,3-epoxypropoxy)coumarin derivatives and evaluation of their radical-scavenging properties by EPR spectroscopy
DOI:
https://doi.org/10.56782/pps.676Keywords:
coumarin, Electron Paramagnetic ResonanceAbstract
Coumarin derivatives are known for their broad biological activities, particularly their ability to influence oxidative stress pathways. In this work, a new series of 7-(2,3-epoxypropoxy)coumarin derivatives was synthesized and fully characterized by NMR and HRMS. The structural modification introduced a 3’-ethoxy-2’-hydroxypropoxy fragment, and the compounds were evaluated for their ability to modulate hydroxyl and methyl radical formation in the Fenton reaction using Electron Paramagnetic Resonance (EPR) spectroscopy. Comparative analysis revealed that derivative 1 and its precursor a (6-acetyl-4-methyl-7-(oxiran-2-ylmethoxy)-2H-chromen-2-one) exhibited the most pronounced radical-scavenging activity, demonstrating stronger antioxidant effects than their corresponding substrates. These findings highlight coumarin epoxide derivatives as promising scaffolds for redox-modulating agents, and confirm the utility of EPR as a sensitive tool for probing antioxidant potential.
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Copyright (c) 2025 Kinga Ostrowska, Alicja Duszek, Magdalena Kołodziejska, Katerina Makarova
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