Synthesis and antioxidant properties of (dodecylsulfanyl)methyl quercetin derivatives
- Авторлар: Bagavieva T.1, Yagunov S.1, Kholshin S.1, Emelyanova I.1, Prosenko O.1,2, Prosenko A.1,2
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Мекемелер:
- Novosibirsk State Pedagogical University
- Novosibirsk Institute of Antioxidants
- Шығарылым: Том 68, № 12 (2019)
- Беттер: 2283-2289
- Бөлім: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/243561
- DOI: https://doi.org/10.1007/s11172-019-2701-2
- ID: 243561
Дәйексөз келтіру
Аннотация
Mono-, bis-, and tris[(dodecylsulfanyl)methyl]-substituted quercetin derivatives were obtained by the reaction of quercetin with (N,N-diethylaminomethyl) dodecyl sulfide. These compounds under the conditions of AIBN-initiated oxidation of styrene (37 °C) terminated oxidation chains with a stoichiometric inhibition coefficients of 2.0±0.1 and rate constants of 5.1 · 105, 4.8 · 105, and 2.9 · 105 L mol-1 s-1, respectively. Based on the rate constants, the O-H bond energy values in the molecules of quercetin and its mono-, bis-, and tris- [(dodecylsulfanyl) methyl]-substituted derivatives were calculated and found to be equal to 334.4, 341.4, 341.7, and 344.7 kJ mol-1, respectively. It was established that the ability of the synthesized thio derivatives of quercetin to inhibit thermal autooxidation of lard (133 °C) is 1.3-2.7 times higher than that of the reference antioxidants (a-tocopherol, BHT, and BHA). According to the in silico assessment of acute toxicity for rats, the synthesized derivatives are low-toxic and non-toxic compounds.
Авторлар туралы
T. Bagavieva
Novosibirsk State Pedagogical University
Email: syagunov@yandex.ru
Ресей, 28 ul. Vilyuiskaya, Novosibirsk, 630126
S. Yagunov
Novosibirsk State Pedagogical University
Хат алмасуға жауапты Автор.
Email: syagunov@yandex.ru
Ресей, 28 ul. Vilyuiskaya, Novosibirsk, 630126
S. Kholshin
Novosibirsk State Pedagogical University
Email: syagunov@yandex.ru
Ресей, 28 ul. Vilyuiskaya, Novosibirsk, 630126
I. Emelyanova
Novosibirsk State Pedagogical University
Email: syagunov@yandex.ru
Ресей, 28 ul. Vilyuiskaya, Novosibirsk, 630126
O. Prosenko
Novosibirsk State Pedagogical University; Novosibirsk Institute of Antioxidants
Email: syagunov@yandex.ru
Ресей, 28 ul. Vilyuiskaya, Novosibirsk, 630126; 54a Krasnyiprosp., Novosibirsk, 630091
A. Prosenko
Novosibirsk State Pedagogical University; Novosibirsk Institute of Antioxidants
Email: syagunov@yandex.ru
Ресей, 28 ul. Vilyuiskaya, Novosibirsk, 630126; 54a Krasnyiprosp., Novosibirsk, 630091