Autor: |
Amitina SA; Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences (SB RAS), Academician Lavrentiev Ave. 9, 630090 Novosibirsk, Russia., Zaytseva EV; Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences (SB RAS), Academician Lavrentiev Ave. 9, 630090 Novosibirsk, Russia., Dmitrieva NA; Department of Chemistry, Institute of Chemistry of Antioxidants, Novosibirsk State Pedagogical University, Vilyuyskaya Str. 28, 6301026 Novosibirsk, Russia., Lomanovich AV; Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences (SB RAS), Academician Lavrentiev Ave. 9, 630090 Novosibirsk, Russia., Kandalintseva NV; Department of Chemistry, Institute of Chemistry of Antioxidants, Novosibirsk State Pedagogical University, Vilyuyskaya Str. 28, 6301026 Novosibirsk, Russia., Ten YA; Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences (SB RAS), Academician Lavrentiev Ave. 9, 630090 Novosibirsk, Russia., Artamonov IA; Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences (SB RAS), Academician Lavrentiev Ave. 9, 630090 Novosibirsk, Russia., Markov AF; Department of Chemistry, Institute of Chemistry of Antioxidants, Novosibirsk State Pedagogical University, Vilyuyskaya Str. 28, 6301026 Novosibirsk, Russia., Mazhukin DG; Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences (SB RAS), Academician Lavrentiev Ave. 9, 630090 Novosibirsk, Russia. |
Abstrakt: |
Cyclic nitrones of the imidazole series, containing a sterically hindered phenol group, are promising objects for studying antioxidant activity; on the other hand, they can form persistent hybrid phenoxyl-nitroxyl radicals (HPNs) upon oxidation. Here, a series of 5-aryl-4,4-dimethyl-4 H -imidazole 3-oxides was obtained by condensation of aromatic 2-hydroxylaminoketones with 4-formyl-2,6-dialkylphenols followed by oxidation of the initially formed N -hydroxy derivatives. It was shown that the antioxidant activity of both 1-hydroxy-2,5-dihydroimidazoles and 4 H -imidazole 3-oxides increases with a decrease in steric volume of the alkyl substituent in the phenol group, while the stability of the corresponding HPNs generated from 4 H -imidazole 3-oxides reveals the opposite tendency. |