Abstract
The effect of 2-ethyl-3-hydroxy-6-methylpyridine nitroxy succinate (1) on heart, brain, and liver tissues of experimental animals (C57/b1 mice) was studied by EPR. It was shown that compound 1, like nicorandil, increases the nitric oxide production in cells and, like mexidol, protects iron-sulfur clusters of the mitochondrial respiratory chain in heart, brain, and liver tissues of animals against oxidative damage. Experimental evidence was obtained that under oxidative conditions, mitochondrial iron-sulfur clusters are maintained in the reduced functional state due to the presence of succinate (as nitroxy succinic acid), as a metabolite of the tricarboxylic acid cycle, in compound 1.
Similar content being viewed by others
References
E. B. Men’shchikova, V. Z. Lankin, N. K Zenkov, I. A. Bondar’, N. F. Krugovykh, V. A. Trufakin, Okislitel’nyi stress. Prooksidanty i antioksidanty [Oxidative Stress. Prooxidants and Antioxidants], Slovo, Moscow, 2006, 553 pp. (in Russian).
E. B. Men’shchikova, N. K. Zenkov, V. Z. Lankin, I. A. Bondar’, V. A. Trufakin, Okislitel’nyi stress. Patologicheskie sostoyaniya izabolevaniya [Oxidative Stress. Pathological States and Diseases], ARTA, Novosibirsk, 2008, 284 pp. (in Russian).
O. L. Belaya, L. M. Baider, Z. V. Kuropteva, Voprosy Biol., Med. Farm. Khim. [Problems Biol., Med. Pharm. Chem.], 2006, 4, 42 (in Russian).
V. Z. Lankin, A. K. Tikhaze, Yu. N. Belenkov, Kardiologiya [Cardiology], 2000, 40, No. 7, 48 (in Russian).
E. B. Burlakova, Ros. Khim. Zh. [Russ. Chem. Zh.], 2007, 51, 3 (in Russian).
L. D. Smirnov, Nauka — proizvodstvu [Science to Industry], 2002, 3, 53 (in Russian).
L. D. Smirnov, Panorama sovremennoi khimii Rossii. Khimicheskaya i biologicheskaya kinetika. Novye gorizonty. Vol. 2. Biologicheskaya kinetika: Sbornik statei [Panorama of Modern Chemistry in Russia. Chemical and Biological Kinetics. New Horizons. Vol. 2. Biological Kinetics. Collection of Articles], Khimiya, Moscow, 2005, p. 102 (in Russian).
L. M. Baider, O. L. Belaya, Z. V. Kuropteva, T. N. Bogatyrenko, N. E. Artamoshina, L. D. Smirnov, Voprosy Biol., Med. Farm. Khim. [Problems Biol., Med. Pharm. Chem.], 2009, 3, 44 (in Russian).
E. I. Maevskii, E. B. Grishina, A. S. Rozenfel’d, A. M. Zyakun, V. M. Vereshchagina, M. N. Kondrashova, Biofizika, 2000, 45, 509 [Biophysics (Engl. Transl.), 2000, 45].
L. L. Fershtat, N. N. Makhova, Chem Med Chem, 2017, 12, 622.
Pat. RU 2699070C1, Byul. Izobret. [Invention Bull.], 2019, No. 25 (in Russian).
M. V. Jurczyk, D. A. Svistunenko, M. E. Kudryavtsev, Z. V. Kuropteva, Studia Biophys., 1989, 133, 19.
A. B. Shekhter, T. G. Rudenko, V. A. Serezhenkov, A. F. Vanin, Biophysics, 2007, 52, 515.
K. Nagai, H. Hori, S. Yoshida, H. Sakamoto, H. Morimoto, Biohim. Biophys. Acta, 1978, 532, 17.
S. R. W. Louro, P. C. Ribeiro, G. Bemski, Biohim. Biophys. Acta, 1981, 670, 56.
O. L. Belaya, I. G. Fomina, L. M. Baider, Z. V. Kuropteva, Byul. Eksp. Biol. Med. [Bull. Exp. Biol. Med.], 2006, 142, 403 (in Russian).
J. F. Gilmer, L. M. Moriarty, D. F. McCafferty, J. M. Clancy, Eur. J. Pharm. Sci., 2001, 14, 221.
P. Cresele, S. Momi, Cardiovasc. Drug Rev., 2006, 24, 148.
T. Dunlap, R. F. Chandrasena, Z. Wang, V. Sinha, G. R. Thatcytr, Chem. Res. Toxicol., 2007, 20, 1903.
Author information
Authors and Affiliations
Corresponding author
Additional information
The study was performed within the framework of the state assignment (theme AAAA-A19-119071890015-6).
Russian Chemical Bulletin, International Edition, Vol. 69, No. 10, pp. 1999–2003, October, 2020
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1999–2003, October, 2020.
Rights and permissions
About this article
Cite this article
Bogatyrenko, T.N., Kuropteva, Z.V., Baider, L.M. et al. 2-Ethyl-3-hydroxy-6-methylpyridine nitroxy succinate as a multifunctional hybrid structure. Russ Chem Bull 69, 1999–2003 (2020). https://doi.org/10.1007/s11172-020-2991-4
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11172-020-2991-4