Evaluation of antioxidant activity of 1,2,4-triazole derivatives in the initiation of free radical processes
DOI:
https://doi.org/10.14739/2409-2932.2024.3.311943Keywords:
1,2,4-triazole, antioxidant activity, superoxide dismutaseAbstract
The activation of lipid free radical oxidation is a key stage in the development of many diseases and can lead to the emergence of related complications. To identify new synthetic compounds with antioxidant properties, it is necessary to conduct studies on various models of experimental free radical oxidation of biomolecules. Literature sources indicate that among the derivatives of 1,2,4-triazole, there is a significant number that possess high antioxidant activity.
The aim of the study to assess the antioxidant properties of newly synthesized S-derivatives of 1,2,4-triazole through the inhibition of reactive oxygen species accumulation in the superoxide dismutase system.
Materials and methods. To achieve this goal, we used one of the methods for assessing antioxidant activity by initiating free radical processes in vitro, specifically by inhibiting the accumulation of reactive oxygen species.
Results. Twenty-three S-derivatives of 5-(thiophene-3-ylmethyl)-4-R-1,2,4-triazole-3-thiols were investigated. The most effective compound was sodium 2-((4-phenyl-5-thiophene-3-ylmethyl)-1,2,4-triazole-3-yl)thio)acetate, which exceeded the activity of both reference drugs. Following in activity was compound 22, 1-phenyl-2-((4-phenyl-5-(thiophene-3-ylmethyl)-4H-1,2,4-triazole-3-yl)thio)ethanol, which demonstrated an effect similar to that of emoxipine, while compound 7, 1-(3-fluorophenyl)-2-((5-thiophene-3-ylmethyl)-4H-1,2,4-triazole-3-yl)thio)ethanone, was slightly less active.
Conclusions. It was established that among the new S-derivatives of 1,2,4-triazole, some exhibit significant antioxidant effects that are comparable to or exceed the efficacy of reference drugs.
References
Thanan R, Oikawa S, Hiraku Y, Ohnishi S, Ma N, Pinlaor S, et al. Oxidative stress and its significant roles in neurodegenerative diseases and cancer. Int J Mol Sci. 2014 Dec 24;16(1):193-217. doi: https://doi.org/10.3390/ijms16010193
Nazarov V, Miroshnichenko D, Oleksandra Ivakh, Serhiy Pyshyev, Korchak B. State of the Art in Industrial Application of Amino-1,2,4-Triazoles. Mini-Reviews in Organic Chemistry. 2022;20(4):394-402. doi: https://doi.org/10.2174/1570193X19666220331155015
Ihnatova T, Kaplaushenko A, Frolova Yu, Pryhlo E. Synthesis and antioxidant properties of some new 5-phenethyl-3-thio1,2,4-triazoles. Pharmacia. 2020;68(1):129-33. doi: https://doi.org/10.3897/pharmacia.68.e53320
Pachuta-Stec A. Antioxidant Activity of 1,2,4-Triazole and its Derivatives: A Mini-Review. Mini Rev Med Chem. 2022;22(7):1081-94. doi: https://doi.org/10.2174/1389557521666210401091802
Karpun Y, Fedotov S, Khilkovets A, Karpenko Y, Parchenko V, Klochkova Y, et al. An in silico investigation of 1,2,4-triazole derivatives as potential antioxidant agents using molecular docking, MD simulations, MM-PBSA free energy calculations and ADME predictions. Pharmacia. 2023;70(1):139-53. doi: https://doi.org/10.3897/pharmacia.70.e90783
Halliwell B, Gutteridge JM. Free radicals in biology and medicine. 5th ed. Oxford: Oxford University Press; 2015.
Chekman IS, Bielenichev IF, Nahorna OO, Horchakova NO, Lukianchuk VD, Bukhtiiarova NV, Horbachova SV, Syrova HO, compilers. Doklinichne vyvchennia spetsyfichnoi aktyvnosti potentsiinykh likarskykh zasobiv pervynnoi ta vtorynnoi neiroprotektsii. Kyiv; 2016 [cited 2024 Oct 1]. Ukrainian. Available from: http://repo.knmu.edu.ua/handle/123456789/15026
Morhuntsova SA, Bielenichev IF. Antyoksydantna aktyvnist S-zamishchenykh khinazolinu v umovakh inhibuvannia superoksydradykala in vitro [Antioxidant activity of S-substituted quinazolines under conditions of superoxide radical inhibition in vitro]. Visnyk Zaporizkoho natsionalnoho universytetu. 2009;(1):161-5. Ukrainian.
Primo MG, da Silva LA, de Carvalho VB, de Azevedo MA, Monteiro NV, Mendes VR, et al. Relationship among Dietary Intake of Vitamin E, Lipid Peroxidation Markers, and C-Reactive Protein in Flu-Like Patients Diagnosed with COVID-19. Oxid Med Cell Longev. 2023;2023:8889213. doi: https://doi.org/10.1155/2023/8889213
Tijerina A, Fonseca D, Aguilera-González CJ, Heya MS, Martínez N, Sánchez N, et al. Plasma Antioxidant Capacity Is Related to Dietary Intake, Body Composition, and Stage of Reproductive Aging in Women. Antioxidants. 2024;13(8):940. doi: https://doi.org/10.3390/antiox13080940
Korczowska-Łącka I, Słowikowski B, Piekut T, Hurła M, Banaszek N, Szymanowicz O, et al. Disorders of Endogenous and Exogenous Antioxidants in Neurological Diseases. Antioxidants. 2023;12:1811. doi: https://doi.org/10.3390/antiox12101811
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