Remarkable antioxidant properties of a series of hydroxy-3-arylcoumarins

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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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Bioorganic & Medicinal Chemistry, Volume 21, Issue 13, 1 July 2013, Pages 3900-3906

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The current work was supported by Mecesup (Project UCH-0601), CONICYT-Chile (Project N 24110059), Fundação para a Ciência e Tecnologia (Project PTDC/QUI-QUI/113687/2009) and personal funds from the researchers. M.J. Matos thanks Fundação para a Ciência e Tecnologia (SFRH/BD/61262/2009) Ph.D. Grant, F. Pérez-Cruz thanks CONICYT-Chile PhD. grant, Becas-Chile and Fulbright doctoral stay fellowships and S. Vazquez-Rodriguez thanks Ministerio de Educación y Ciencia (AP2008-04263) PhD. Grant

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© 2013 The Authors. Published by Elsevier Ltd. Open access under CC BY license