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dc.contributor.authorFais, Antonella
dc.contributor.authorPintus, Francesca
dc.contributor.authorEra, Benedetta
dc.contributor.authorFloris, Sonia
dc.contributor.authorKumar, Amit
dc.contributor.authorSarmadhikari, Debapriyo
dc.contributor.authorSogos, Valeria
dc.contributor.authorUriarte, Eugenio
dc.contributor.authorAsthana, Shailendra
dc.contributor.authorMatos, Maria João
dc.date.accessioned2024-04-10T01:35:43Z
dc.date.available2024-04-10T01:35:43Z
dc.date.issued2023
dc.identifier10.1002/cmdc.202300400
dc.identifier.issn18607179
dc.identifier.urihttps://hdl.handle.net/20.500.12728/10635
dc.description.abstractCoumarin scaffold has proven to be promising in the development of bioactive agents, such as xanthine oxidase (XO) inhibitors. Novel hydroxylated 3-arylcoumarins were designed, synthesized, and evaluated for their XO inhibition and antioxidant properties. 3-(3’-Bromophenyl)-5,7-dihydroxycoumarin (compound 11) proved to be the most potent XO inhibitor, with an IC50 of 91 nM, being 162 times better than allopurinol, one of the reference controls. Kinetic analysis of compound 11 and compound 5 [3-(4’-bromothien-2’-yl)-5,7-dihydroxycoumarin], the second-best compound within the series (IC50 of 280 nM), has been performed, and both compounds showed a mixed-type inhibition. Both compounds present good antioxidant activity (ability to scavenge ABTS radical) and are able to reduce reactive oxygen species (ROS) levels in H2O2-treated cells. In addition, they proved to be non-cytotoxic in a Caco-2 cells viability assay. Molecular docking studies have been carried out to correlate the compounds’ theoretical and experimental binding affinity to the XO binding pocket. © 2023 The Authors. ChemMedChem published by Wiley-VCH GmbH.es_ES
dc.description.sponsorshipMinisterio de Ciencia e Innovación, MICINN, (PID2020‐116076RJ‐I00/AEI/10.13039/501100011033)es_ES
dc.language.isoenes_ES
dc.publisherJohn Wiley and Sons Ltdes_ES
dc.subjectHydroxy-3-phenylcoumarinses_ES
dc.subjectHydroxy-3-thienylcoumarinses_ES
dc.subjectMolecular dockinges_ES
dc.subjectXanthine oxidasees_ES
dc.titleDesign of 3-Phenylcoumarins and 3-Thienylcoumarins as Potent Xanthine Oxidase Inhibitors: Synthesis, Biological Evaluation, and Docking Studieses_ES
dc.typeArticlees_ES


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