Structure and biological activity of 2-ethyl-3-hydroxy-6-methylpyridinium nitroxysuccinate

被引:4
作者
Balakina, A. A. [1 ]
Prikhodchenko, T. R. [1 ]
Yakushev, I. A. [2 ]
Amozova, V. I. [1 ]
Mumyatova, V. A. [1 ]
Kornev, A. B. [1 ]
Terent'ev, A. A. [1 ,3 ,4 ]
Gadomsky, S. Ya. [1 ]
Dorovatovskii, P. V. [5 ]
Fedorov, B. S. [1 ]
Mishchenko, D. V. [1 ,3 ,4 ]
机构
[1] Russian Acad Sci, Fed Res Ctr Problems Chem Phys & Med Chem, Prosp Akad Semenova 1, Chernogolovka 142432, Moscow, Russia
[2] Russian Acad Sci, N S Kurnakov Inst Gen & Inorgan Chem, 31 Leninsky prosp, Moscow 119991, Russia
[3] Moscow Reg State Univ, Sci & Educ Ctr Chernogolovka, 24 Ul Very Voloshinoi, Mytishchy 141014, Moscow, Russia
[4] Lomonosov Moscow State Univ, Fac Fundamental Phys & Chem Engn, 1 Leninskie Gory, Moscow 119991, Russia
[5] Natl Res Ctr Kurchatov Inst, Ul Akad Kurchatova 1, Moscow 123182, Russia
关键词
nitro compounds; X-ray diffraction analysis; oxidative stress; nitrogen monoxide; reactive oxygen species; NITRIC-OXIDE; ANTIOXIDANT PROPERTIES; OXYGEN RADICALS; PYRIDOXINE; CHITOSAN-(POLY)NITROXIDES; VITAMIN-B-6; EXPRESSION; SUCCINATE; HEALTH; CELLS;
D O I
10.1007/s11172-023-3942-7
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The structure of 2-ethyl-3-hydroxy-6-methylpyridinium nitroxysuccinate (2) was studied. The cytotoxicity of this compound and its ability to have an effect on the level of intracellular nitrogen monoxide, as well as on the formation of reactive oxygen species and lipid peroxidation processes under conditions of induced oxidative stress, were evaluated. It was found that compound 2 has low in vitro cytotoxicity in normal and cancer cell models. It was shown that compound 2 can increase the level of intracellular nitrogen monoxide due to the presence of nitroxysuccinate in its structure. Compound 2 suppresses the lipid peroxidation in mouse brain homogenate in contrast to 2-ethyl-3-hydroxy-6-methylpyridinium succinate (1). Besides, compound 2 more effectively reduces the level of intracellular reactive oxygen species under tert-butyl peroxide-induced oxidative stress and has a greater ability to bind superoxide compared to compound 1. The results of this study show that compound 2 is promising for the development of drugs with antioxidant activity.
引用
收藏
页码:1618 / 1631
页数:14
相关论文
共 44 条
[1]  
[Anonymous], 2010, Pat. RF, Patent No. 2394815
[2]  
[АЗОВА М.М. AZOVA M.M.], 2012, [Кубанский научный медицинский вестник, Kuban Scientific Medical Bulletin, Kubanskii nauchnyi meditsinskii vestnik], P158
[3]   Effect of Phosphocreatine and Ethylmethylhydroxypyridine Succinate on the Expression of Bax and Bcl-2 Proteins in Left-Ventricular Cardiomyocytes of Spontaneously Hypertensive Rats [J].
Azova, M. M. ;
Blagonravov, M. L. ;
Frolov, V. A. .
BULLETIN OF EXPERIMENTAL BIOLOGY AND MEDICINE, 2015, 158 (03) :313-314
[4]  
Bahorun T, 2006, INTERNET J MED UPDAT, V1, P25
[5]   Antioxidant properties of chitosan-(poly)nitroxides under induced oxidative stress [J].
Balakina, A. A. ;
Mumyatova, V. A. ;
Pliss, E. M. ;
Terent'ev, A. A. ;
Sen', V. D. .
RUSSIAN CHEMICAL BULLETIN, 2018, 67 (11) :2135-2140
[6]   Preparation, Antioxidant Properties and Ability to Increase Intracellular NO of a New Pyridoxine Derivative B6NO [J].
Balakina, Anastasia ;
Prikhodchenko, Tatyana ;
Amozova, Vera ;
Stupina, Tatyana ;
Mumyatova, Victoria ;
Neganova, Margarita ;
Yakushev, Ilya ;
Kornev, Alexey ;
Gadomsky, Svyatoslav ;
Fedorov, Boris ;
Mishchenko, Denis .
ANTIOXIDANTS, 2021, 10 (09)
[7]   SUPEROXIDE DISMUTASE - IMPROVED ASSAYS AND AN ASSAY APPLICABLE TO ACRYLAMIDE GELS [J].
BEAUCHAM.C ;
FRIDOVIC.I .
ANALYTICAL BIOCHEMISTRY, 1971, 44 (01) :276-&
[8]  
Bilski P, 2000, PHOTOCHEM PHOTOBIOL, V71, P129, DOI 10.1562/0031-8655(2000)071<0129:SIPVBP>2.0.CO
[9]  
2
[10]   2-Ethyl-3-hydroxy-6-methylpyridine nitroxy succinate as a multifunctional hybrid structure [J].
Bogatyrenko, T. N. ;
Kuropteva, Z., V ;
Baider, L. M. ;
Bogatyrenko, V. R. ;
Mishchenko, D., V .
RUSSIAN CHEMICAL BULLETIN, 2020, 69 (10) :1999-2003