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Evaluation of the antioxidant and neuroprotectant activities of new asymmetrical 1,3-diketones

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dc.contributor.authorNieto Gómez, Carla Isabel
dc.contributor.authorComago, María del Pilar
dc.contributor.authorCabildo, Pilar
dc.contributor.authorSanz del Castillo, Dionisia
dc.contributor.authorClaramunt, Rosa M.
dc.contributor.authorTorralba, María del Carmen
dc.contributor.authorTorres, M. Rosario
dc.contributor.authorMartínez Casanova, Diana
dc.contributor.authorSánchez Alegre, Yaiza Rebeca
dc.contributor.authorEscudero, Esther
dc.contributor.authorLavandera, José Luis
dc.contributor.orcidhttps://orcid.org/0000-0002-9682-1238
dc.date.accessioned2024-08-30T07:57:17Z
dc.date.available2024-08-30T07:57:17Z
dc.date.issued2018-07-24
dc.descriptionThe registered version of this article, first published in “Molecules 2018, 23(8), 1837", is available online at the publisher's website: MDPI, https://doi.org/10.3390/molecules23081837
dc.descriptionLa versión registrada de este artículo, publicado por primera vez en “JMolecules 2018, 23(8), 1837", disponible en línea en el sitio web del editor: MDPI, https://doi.org/10.3390/molecules23081837
dc.description.abstractA series of fourteen new asymmetrical 1,3-diketone derivatives have been synthesized and evaluated in the ABTS, FRAP and DPPH assays as a new chemotype with antioxidant and drug-like properties. All the compounds displayed low cytotoxicity in comparison to curcumin against the human neuroblastoma SH-SY5Y cell line. Among them, (3Z,5E)-6-(2,5-difluoro-4-hydroxy-phenyl)-1,1,1-trifluoro-4-hydroxyhexa-3,5-dien-2-one (6b) and (3Z,5E)-6-(2,3-difluoro-4-hydroxy-phenyl)-1,1,1-trifluoro-4-hydroxyhexa-3,5-dien-2-one (7b) with excellent solubility and chemical stability in biorelevant media, have also shown a similar Fe+2 chelation behavior to that of curcumin. Additionally, both derivatives 6b and 7b have afforded good neuroprotection activity against H2O2 induced oxidative stress in the same neuronal cell line, with a significant reduction of intracellular ROS levels, in parallel with a good recovery of the Mitochondrial Membrane Potential (ΔΨm). Compounds 6b and 7b with a promising antioxidant and drug-like profile, with low cytotoxic and good neuroprotectant activity, constitute a new interesting chemical class with high potential as new therapeutic agents against neurodegenerative diseases.en
dc.description.versionversión publicada
dc.identifier.citationNieto, C. I., Cornago, M. P., Cabildo, M. P., Sanz, D., Claramunt, R. M., Torralba, M. C., Torres, M. R., Casanova, D. M., Sánchez-Alegre, Y. R., Escudero, E., & Lavandera, J. L. (2018). Evaluation of the antioxidant and neuroprotectant activities of new asymmetrical 1,3-diketones. Molecules, 23(8). https://doi.org/10.3390/MOLECULES23081837
dc.identifier.doihttps://doi.org/10.3390/molecules23081837
dc.identifier.issn1420-3049
dc.identifier.urihttps://hdl.handle.net/20.500.14468/23584
dc.journal.issue8
dc.journal.titleMolecules
dc.journal.volume23
dc.language.isoes
dc.publisherMDPI
dc.relation.centerFacultad de Ciencias
dc.relation.departmentQuímica Orgánica y Bio-Orgánica
dc.rightsinfo:eu-repo/semantics/openAccess
dc.rights.licenseAtribución 4.0 Internacional
dc.rights.urihttps://creativecommons.org/licenses/by-nc-nd/4.0/deed.es
dc.subject23 Química
dc.subject.keywordsneurodegenerationen
dc.subject.keywordsoxidative stressen
dc.subject.keywordsneuroprotectanten
dc.subject.keywordsantioxidanten
dc.subject.keywordsβ-diketonesen
dc.subject.keywordsdrug-like propertiesen
dc.titleEvaluation of the antioxidant and neuroprotectant activities of new asymmetrical 1,3-diketonesen
dc.typeartículoes
dc.typejournal articleen
dspace.entity.typePublication
person.familyNameNieto Gómez
person.familyNameSanz del Castillo
person.givenNameCarla Isabel
person.givenNameDionisia
relation.isAuthorOfPublicationc6f94a2a-9f54-48f9-a6f1-3115b17b098d
relation.isAuthorOfPublicationc4e6468b-75c5-452b-bf12-9637dd3519f3
relation.isAuthorOfPublication.latestForDiscoveryc6f94a2a-9f54-48f9-a6f1-3115b17b098d
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