%0 Journal Article
%A Nieto, Carla
%A Cornago, María
%A Cabildo, María
%A Sanz, Dionisia
%A Claramunt, Rosa
%A Torralba Martínez, María del Carmen
%A Torres, María del Rosario
%A Martínez Casanova, Diana
%A Sánchez-Alegre, Yaiza
%A Escudero, Esther
%A Lavandera, José
%T Evaluation of the Antioxidant and Neuroprotectant Activities of New Asymmetrical 1,3-Diketones
%D 2018
%@ 1420-3049
%U https://hdl.handle.net/20.500.14352/12634
%X 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.
%~