2026-06-27T15:45:58Zhttps://docta.ucm.es/rest/oai/request

oai:docta.ucm.es:20.500.14352/126342024-10-01T14:24:01Zcom_20.500.14352_14col_20.500.14352_15

Nieto, Carla Cornago, María Cabildo, María Sanz, Dionisia Claramunt, Rosa Torralba Martínez, María Del Carmen Torres, María del Rosario Martínez Casanova, Diana Sánchez-Alegre, Yaiza Escudero, Esther Lavandera, José 2023-06-17T12:37:09Z 2023-06-17T12:37:09Z 2018-07-24 1420-3049 10.3390/molecules23081837 https://hdl.handle.net/20.500.14352/12634 https://doi.org/10.3390/molecules23081837 https://www.mdpi.com/1420-3049/23/8/1837 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. eng https://creativecommons.org/licenses/by/3.0/es/ open access Atribución 3.0 España Evaluation of the Antioxidant and Neuroprotectant Activities of New Asymmetrical 1,3-Diketones journal article