Evaluation of the Antioxidant and Neuroprotectant Activities of New Asymmetrical 1,3-Diketones.
Molecules
; 23(8)2018 Jul 24.
Article
em En
| MEDLINE
| ID: mdl-30042315
ABSTRACT
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.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Quinonas
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Quelantes de Ferro
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Fármacos Neuroprotetores
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Cetonas
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Antioxidantes
Limite:
Humans
Idioma:
En
Ano de publicação:
2018
Tipo de documento:
Article