Keywords
cis-imidazolines
ionol analogues
phenolic antioxidants
polyphenolic compounds
propyl gallate
quinonoid oxidation
superoxide anion
Abstract
New effective antioxidants of cis-2,4,5-tris(hydroxyaryl)imidazoline type were assembled from aromatic aldehydes and ammonia. Their antioxidant activity was measured against hydroxyl radical and superoxide radical anion in physiological media, and oxidation potentials were measured by cyclic voltammetry. The lead compound bearing 3,4,5-hydroxyphenyl moieties showed activity 3.5 times higher compared to Trolox.
References
1.
Rice-Evans C., Miller N., Paganga G.
Trends in Plant Science,
1997
2.
10.1016/j.mencom.2022.09.038_b0010
Giada
Oxidative Stress and Chronic Degenerative Diseases – A Role for Antioxidants,
2013
3.
Shahidi F., Ambigaipalan P.
Journal of Functional Foods,
2015
4.
DIMITRIOS B.
Trends in Food Science and Technology,
2006
5.
Vinson J.A., Su X., Zubik L., Bose P.
Journal of Agricultural and Food Chemistry,
2001
6.
10.1016/j.mencom.2022.09.038_b0030
Gijsman
Handbook of Environmental Degradation of Materials,
2012
7.
10.1016/j.mencom.2022.09.038_b0035
Wypych
PVC Degradation and Stabilization,
2015
8.
Nagarajan S., Nagarajan R., Kumar J., Salemme A., Togna A.R., Saso L., Bruno F.
Polymers,
2020
9.
Rigoussen A., Verge P., Raquez J., Dubois P.
ACS Sustainable Chemistry and Engineering,
2018
10.
Veliyeva L., Sadıqova A., Israfilova Z., Rzaeva I., Kurbanova M., Farzaliyev V., Maharramov A., Sujayev A.
Applied Petrochemical Research,
2021
11.
Hlushko R., Hlushko H., Sukhishvili S.A.
Polymer Chemistry,
2018
12.
10.1016/j.mencom.2022.09.038_b0060
Varatharajan
Renewable Sustainable Energy Rev.,
2017
13.
Karavalakis G., Stournas S.
Energy & Fuels,
2010
14.
Jeyakumar N., Narayanasamy B.
International Journal of Green Energy,
2019
15.
Birben E., Sahiner U.M., Sackesen C., Erzurum S., Kalayci O.
World Allergy Organization Journal,
2012
16.
Kumara K., Prabhudeva M.G., Vagish C.B., Vivek H.K., Lokanatha Rai K.M., Lokanath N.K., Ajay Kumar K.
Heliyon,
2021
17.
Ulomskiy E.N., Ivanova A.V., Gorbunov E.B., Esaulkova I.L., Slita A.V., Sinegubova E.O., Voinkov E.K., Drokin R.A., Butorin I.I., Gazizullina E.R., Gerasimova E.L., Zarubaev V.V., Rusinov V.L.
Bioorganic and Medicinal Chemistry Letters,
2020
18.
Lee C.Y., Sharma A., Cheong J.E., Nelson J.L.
Bioorganic and Medicinal Chemistry Letters,
2009
19.
Dvornikova I.A., Buravlev E.V., Shevchenko O.G., Chukicheva I.Y., Kutchin A.V.
Russian Chemical Bulletin,
2021
20.
Buravlev E.V., Shevchenko O.G., Kutchin A.V.
Russian Chemical Bulletin,
2021
21.
Faillace M.S., Silva A.P., Alves Borges Leal A.L., Muratori da Costa L., Barreto H.M., Peláez W.J.
ChemMedChem,
2020
22.
Bazanov D.R., Pervushin N.V., Savitskaya V.Y., Anikina L.V., Proskurnina M.V., Lozinskaya N.A., Kopeina G.S.
Bioorganic and Medicinal Chemistry Letters,
2019
23.
Bazanov D.R., Maximova N.A., Seliverstov M.Y., Zefirov N.A., Sosonyuk S.E., Lozinskaya N.A.
Russian Journal of Organic Chemistry,
2021
24.
Bazanov D.R., Pervushin N.V., Savin E.V., Tsymliakov M.D., Maksutova A.I., Sosonyuk S.E., Kopeina G.S., Lozinskaya N.A.
Medicinal Chemistry Research,
2021
25.
Mistryukov E.A.
Mendeleev Communications,
2001
26.
Bazanov D.R., Pervushin N.V., Savin E.V., Tsymliakov M.D., Maksutova A.I., Savitskaya V.Y., Sosonyuk S.E., Gracheva Y.A., Seliverstov M.Y., Lozinskaya N.A., Kopeina G.S.
Pharmaceuticals,
2022
27.
Schlesier K., Harwat M., Böhm V., Bitsch R.
Free Radical Research,
2002
28.
Apak R., Güçlü K., Demirata B., Özyürek M., Çelik S., Bektaşoğlu B., Berker K., Özyurt D.
Molecules,
2007
29.
Organic Electrochemistry: an Introduction and a Guide., 2nd edn., eds. M. M. Baizer and H. Lund, Marcel Dekker, New York, 1983.
30.
Valko M., Leibfritz D., Moncol J., Cronin M.T., Mazur M., Telser J.
International Journal of Biochemistry and Cell Biology,
2007