Atribución 4.0 InternacionalNieto Gómez, Carla IsabelComago, María del PilarCabildo, María del PilarSanz del Castillo, DionisiaClaramunt, Rosa MaríaTorralba, María CarmenTorres, María RosarioMartínez Casanova, DianaSánchez Alegre, Yaiza RebecaEscudero, EstherLavandera, José Luis2024-08-302024-08-302018-07-24Nieto, 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/MOLECULES230818371420-3049https://doi.org/10.3390/molecules23081837https://hdl.handle.net/20.500.14468/23584The 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/molecules23081837La 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/molecules23081837A 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.esinfo:eu-repo/semantics/openAccess23 Químicaartículoneurodegenerationoxidative stressneuroprotectantantioxidantβ-diketonesdrug-like properties