title: 6-Methyl 3-chromonyl 2,4-thiazolidinedione/2,4-imidazolidinedione/2-thioxo-imidazolidine-4-one compounds: novel scavengers of reactive oxygen species.
abstract: The benefits of antioxidants on human health are usually ascribed to their potential ability to remove reactive oxygen species providing protection against oxidative stress. In this paper the free radicals scavenging activities of nine 6-methyl 3-chromonyl derivatives (CMs) were evaluated for the first time by the chemiluminescence, electron paramagnetic resonance, spin trapping and 2,2-diphenyl-1-picrylhydrazyl (DPPH(•)) methods. The total antioxidant capacity was also measured using a ferric-ferrozine reagent. Compounds having a hydrogen atom at the N3-position of the β-ring were effective in quenching CL resulted from the KO2 /18-crown-6-ether system (a source of superoxide anion radical, O2•¯) in a dose-dependent manner over the range of 0.05-1 mmol/L [IC50 ranged from 0.353 (0.04) to 0.668 (0.05) mmol/L]. The examined compounds exhibited a significant scavenging effect towards hydroxyl radicals (HO(•) HO(•)), produced by the Fenton reaction, and this ranged from 24.0% to 61.0%, at the concentration of 2.5 mmol/L. Furthermore, the compounds examined were also found to inhibit DPPH(•) and this ranged from 51.9% to 97.4% at the same concentration. In addition, the use of the total antioxidant capacity assay confirmed that CM compounds are able to act as reductants. According to the present study, CM compounds showed effective in vitro free radical scavenging activity and may be considered as potential therapeutics to control diseases of oxidative stress-related etiology.
authors.affiliation: Institute of Physics, Faculty of Mechanical Engineering and Mechatronics, West Pomeranian University of Technology in Szczecin, Al. Piastów 48/49, 70-311, Szczecin, Poland.
authors.forename: Paweł
authors.initials: P
authors.lastname: Berczyński
authors.forename: Ewa
authors.initials: E
authors.lastname: Duchnik
authors.forename: Irena
authors.initials: I
authors.lastname: Kruk
authors.forename: Teresa
authors.initials: T
authors.lastname: Piechowska
authors.forename: Hassan Y
authors.initials: HY
authors.lastname: Aboul-Enein
authors.forename: Oya
authors.initials: O
authors.lastname: Bozdağ-Dündar
authors.forename: Meltem
authors.initials: M
authors.lastname: Ceylan-Unlusoy
mesh_terms: D002867:Chromones / Q000737:chemistry*; D004578:Electron Spin Resonance Spectroscopy; D016166:Free Radical Scavengers / Q000737:chemistry*; D006827:Hydantoins / Q000737:chemistry*; D049449:Luminescence; D008163:Luminescent Measurements; D015394:Molecular Structure; D010084:Oxidation-Reduction; D017382:Reactive Oxygen Species / Q000737:chemistry; D045162:Thiazolidinediones / Q000737:chemistry*
chemical_list: D002867:Chromones; D016166:Free Radical Scavengers; D006827:Hydantoins; D017382:Reactive Oxygen Species; D045162:Thiazolidinediones
keywords: 2,4-Thiazolidinedione; 2,4-imidazolidinedione; 2-thioxo-imidazolidine-4-one; chemiluminescence; electron paramagnetic resonance; radical scavenging; spin trapping