Synthesis and antioxidant activity of sterically hindered bis-pyrocatechol thioethers
I V Smolyaninov
1, 2
,
O V Pitikova
1
,
E S Rychagova
1
,
E O Korchagina
1
,
A I Poddelsky
3
,
S A Smolyaninova
1
,
N T Berberova
1
Publication type: Journal Article
Publication date: 2016-12-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
A reaction of 3,5-di-tert-butyl-o-benzoquinone with 1,2- and 1,6-dithiols was used to obtain the corresponding bis-pyrocatechol thioethers; a comparative evaluation of their antioxidant activity was carried out. The synthesized thioethers, 2-(4,6-di-tert-butyl-2,3-dihydroxyphenylsulfanyl)acetic acid, and 3,5-di-tert-butylpyrocatechol were studied in the reaction with diphenylpicrylhydrazyl radical. The influence of these compounds on the autooxidation process of oleic (cis-octadec-9-enoic) acid was studied. The antioxidant activity of bis-pyrocatechol thioethers was manifested in the reaction with diphenylpicrylhydrazyl radical in the process of autooxidation of oleic acid, which was confirmed by the experimental EC50 values, the data on the number of transformed molecules of stable radical ( n DPPH), and the relative content of oleic acid hydroperoxides. Bis-pyrocatechol thioethers were found to exhibit the inhibitory activity in the course of oxidation of glutathione induced by 2,2’-azobis(2-amidinopropane) dihydrochloride.
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Total citations:
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Citations from 2025:
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Smolyaninov I. V. et al. Synthesis and antioxidant activity of sterically hindered bis-pyrocatechol thioethers // Russian Chemical Bulletin. 2016. Vol. 65. No. 12. pp. 2861-2867.
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Smolyaninov I. V., Pitikova O. V., Rychagova E. S., Korchagina E. O., Poddelsky A. I., Smolyaninova S. A., Berberova N. T. Synthesis and antioxidant activity of sterically hindered bis-pyrocatechol thioethers // Russian Chemical Bulletin. 2016. Vol. 65. No. 12. pp. 2861-2867.
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RIS
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TY - JOUR
DO - 10.1007/s11172-016-1669-4
UR - https://doi.org/10.1007/s11172-016-1669-4
TI - Synthesis and antioxidant activity of sterically hindered bis-pyrocatechol thioethers
T2 - Russian Chemical Bulletin
AU - Smolyaninov, I V
AU - Pitikova, O V
AU - Rychagova, E S
AU - Korchagina, E O
AU - Poddelsky, A I
AU - Smolyaninova, S A
AU - Berberova, N T
PY - 2016
DA - 2016/12/01
PB - Springer Nature
SP - 2861-2867
IS - 12
VL - 65
SN - 1066-5285
SN - 1573-9171
ER -
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BibTex (up to 50 authors)
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@article{2016_Smolyaninov,
author = {I V Smolyaninov and O V Pitikova and E S Rychagova and E O Korchagina and A I Poddelsky and S A Smolyaninova and N T Berberova},
title = {Synthesis and antioxidant activity of sterically hindered bis-pyrocatechol thioethers},
journal = {Russian Chemical Bulletin},
year = {2016},
volume = {65},
publisher = {Springer Nature},
month = {dec},
url = {https://doi.org/10.1007/s11172-016-1669-4},
number = {12},
pages = {2861--2867},
doi = {10.1007/s11172-016-1669-4}
}
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MLA
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Smolyaninov, I. V., et al. “Synthesis and antioxidant activity of sterically hindered bis-pyrocatechol thioethers.” Russian Chemical Bulletin, vol. 65, no. 12, Dec. 2016, pp. 2861-2867. https://doi.org/10.1007/s11172-016-1669-4.
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