5-Hydroxy-2,3-dihydrobenzofuran-derived polyfunctional antioxidants 2. Synthesis of 2-dodecylselenomethyl-5-hydroxy-2,3-dihydrobenzofurans and their antioxidant profile versus 2-dodecylthiomethyl-substituted analogs
- Autores: Yagunov S.1, Kholshin S.1, Kandalintseva N.1,2, Prosenko A.1,2
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Afiliações:
- Novosibirsk State Pedagogical University
- Novosibirsk Research Institute of Antioxidant
- Edição: Volume 67, Nº 5 (2018)
- Páginas: 844-851
- Seção: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/242519
- DOI: https://doi.org/10.1007/s11172-018-2148-x
- ID: 242519
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Resumo
A number of 2-dodecylselenomethyl-5-hydroxy-2,3-dihydrobenzofurans were synthesized from the corresponding 5-alkoxy-2-iodomethyl-substituted derivatives. The rate constants of the reaction with peroxide radicals and stoichiometric coefficients of inhibition were measured for the synthesized compounds and their 2-dodecylthiomethyl substituted analogs in the model reaction of initiated styrene oxidation. The dissociation energies of O–H bond were also calculated. 2-Dodecylselenomethyl-5-hydroxy-2,3-dihydrobenzofurans exceed their sulfurcontaining analogs and tocopherols by antioxidant activity in the thermal autooxidation of methyl oleate by a factor of 9–14 and 19–20, respectively.
Sobre autores
S. Yagunov
Novosibirsk State Pedagogical University
Autor responsável pela correspondência
Email: syagunov@yandex.ru
Rússia, 28 ul. Vilyuiskaya, Novosibirsk, 630126
S. Kholshin
Novosibirsk State Pedagogical University
Email: syagunov@yandex.ru
Rússia, 28 ul. Vilyuiskaya, Novosibirsk, 630126
N. Kandalintseva
Novosibirsk State Pedagogical University; Novosibirsk Research Institute of Antioxidant
Email: syagunov@yandex.ru
Rússia, 28 ul. Vilyuiskaya, Novosibirsk, 630126; 54a Krasnyi prosp., Novosibirsk, 630091
A. Prosenko
Novosibirsk State Pedagogical University; Novosibirsk Research Institute of Antioxidant
Email: syagunov@yandex.ru
Rússia, 28 ul. Vilyuiskaya, Novosibirsk, 630126; 54a Krasnyi prosp., Novosibirsk, 630091