Remarkable antioxidant properties of a series of hydroxy-3-arylcoumarins |
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Authors: | Maria João Matos Fernanda Pérez-Cruz Saleta Vazquez-Rodriguez Eugenio Uriarte Lourdes Santana Fernanda Borges Claudio Olea-Azar |
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Institution: | 1. Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela, 15782 Santiago de Compostela, Spain;2. CIQUP/Department of Chemistry and Biochemistry, Faculty of Sciences, University of Porto, Porto, Portugal;3. Department of Inorganic and Analytical Chemistry, Laboratory of Free Radicals and Antioxidants, Faculty of Chemical and Pharmaceutical Sciences, University of Chile, Santiago de Chile, Chile |
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Abstract: | In the present work we synthesized a series of hydroxy-3-arylcoumarins (compounds 1–9), some of them previously described as MAO-B selective inhibitors, with the aim of evaluating their antioxidant properties. Theoretical evaluation of ADME properties of all the derivatives was also carried out. From the ORAC-FL, ESR and CV data it was concluded that these derivatives are very good antioxidants, with a very interesting hydroxyl, DPPH and superoxide radicals scavenging profiles. In particular compound 9 is the most active and effective antioxidant of the series (ORAC-FL = 13.5, capacity of scavenging hydroxyl radicals = 100%, capacity of scavenging DPPH radicals = 65.9% and capacity of scavenging superoxide radicals = 71.5%). Kinetics profile for protection fluorescein probe against peroxyl radicals by addition of antioxidant molecule 9 was also performed. Therefore, it can operate as a potential candidate for preventing or minimizing the free radicals overproduction in oxidative-stress related diseases. |
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Keywords: | 3-Arylcoumarins Hydroxyl derivatives ORAC-FL assays ESR assays CV assays Antioxidant capacity |
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