Evaluation of the Antioxidant and Neuroprotectant Activities of New Asymmetrical 1,3-Diketones
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. View Full-Text
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Nieto, C.I.; Cornago, M.P.; Cabildo, M.P.; Sanz, D.; Claramunt, R.M.; Torralba, M.C.; Torres, M.R.; Martínez Casanova, D.; Sánchez-Alegre, Y.R.; Escudero, E.; Lavandera, J.L. Evaluation of the Antioxidant and Neuroprotectant Activities of New Asymmetrical 1,3-Diketones. Molecules 2018, 23, 1837.
Nieto CI, Cornago MP, Cabildo MP, Sanz D, Claramunt RM, Torralba MC, Torres MR, Martínez Casanova D, Sánchez-Alegre YR, Escudero E, Lavandera JL. Evaluation of the Antioxidant and Neuroprotectant Activities of New Asymmetrical 1,3-Diketones. Molecules. 2018; 23(8):1837.Chicago/Turabian Style
Nieto, Carla I.; Cornago, María P.; Cabildo, María P.; Sanz, Dionisia; Claramunt, Rosa M.; Torralba, María C.; Torres, María R.; Martínez Casanova, Diana; Sánchez-Alegre, Yaiza R.; Escudero, Esther; Lavandera, José L. 2018. "Evaluation of the Antioxidant and Neuroprotectant Activities of New Asymmetrical 1,3-Diketones." Molecules 23, no. 8: 1837.
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