title: Reducing power of simple polyphenols by electron-transfer reactions using a new stable radical of the PTM series, tris(2,3,5,6-tetrachloro-4-nitrophenyl)methyl radical.
abstract: The synthesis and characterization of a new radical and its use for testing the antioxidant activity of polyphenols by electron transfer are reported. This new and stable species of magnetic nature, tris(2,3,5,6-tetrachloro-4-nitrophenyl)methyl (TNPTM) radical, has been characterized by electron paramagnetic resonance and its molecular structure determined by X-ray analysis. This new radical of the PTM (perchlorotriphenylmethyl) series, unlike 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical, is stable in conditions of hydrogen abstraction reactions. TNPTM radical is able to discriminate between the antioxidant activities of catechol and pyrogallol in hydroxylated solvent mixtures such as chloroform/methanol (2:1). These features determine the antioxidant/pro-oxidant character and the biological activities of natural and synthetic flavonoids.
authors: Institut d'Investigacions Químiques i Ambientals-CSIC, Jordi Girona 18-26, 08034 Barcelona, Spain.
authors: Josep Lluís
authors: JL
authors: Torres
authors: Anna
authors: A
authors: Carreras
authors: Aurora
authors: A
authors: Jiménez
authors: Enric
authors: E
authors: Brillas
authors: Xavier
authors: X
authors: Torrelles
authors: Jordi
authors: J
authors: Rius
authors: Luis
authors: L
authors: Juliá
mesh_terms: D002396:Catechols / Q000737:chemistry; D002713:Chlorine / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004583:Electrons; D005419:Flavonoids / Q000737:chemistry*; D005609:Free Radicals / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D008745:Methylation; D008958:Models, Molecular; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry*; D010636:Phenols / Q000737:chemistry*; D059808:Polyphenols; D011748:Pyrogallol / Q000737:chemistry
chemical_list: C520705:(2,3,5,6-tetrachloro-4-nitrophenyl)methyl radical; D002396:Catechols; D005419:Flavonoids; D005609:Free Radicals; D009574:Nitro Compounds; D010636:Phenols; D059808:Polyphenols; D011748:Pyrogallol; C051224:methyl radical; D002713:Chlorine; C034221:catechol; D008697:Methane