Publicación: Evaluation of the antioxidant and neuroprotectant activities of new asymmetrical 1,3-diketones
Cargando...
Fecha
2018-07-24
Editor/a
Director/a
Tutor/a
Coordinador/a
Prologuista
Revisor/a
Ilustrador/a
Derechos de acceso
info:eu-repo/semantics/openAccess
Título de la revista
ISSN de la revista
Título del volumen
Editor
MDPI
Resumen
A 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.
Descripción
The 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
La 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
La 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
Categorías UNESCO
Palabras clave
neurodegeneration, oxidative stress, neuroprotectant, antioxidant, β-diketones, drug-like properties
Citación
Nieto, 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
Centro
Facultad de Ciencias
Departamento
Química Orgánica y Bio-Orgánica