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ANTIRADICAL ACTIVITY OF 2,5-DIARYL-8,8-DIMETHYL-3,6,7,8-TETRAHYDRO-2H-PYRIDO [4,3,2-DE]CINNOLIN-3-ONES

DOI: https://doi.org/10.29296/25877313-2023-02-04
Issue: 
2
Year: 
2023

S.S. Zykova
Dr.Sc. (Biol.), Associate Professor, Head of the Department of Pharmacology,
Federal State Budgetary Educational Institution of Higher Education "Perm State Pharmaceutical Academy" (Perm, Russia)
E-mail: zykova.sv@rambler.ru
K.V. Namyatova
Post-graduate Student,
Federal State Budgetary Educational Institution of Higher Education "Perm State Pharmaceutical Academy" (Perm, Russia)
E-mail: yakristina_1999@mail.ru
E.A. Lystsova
Post-graduate Student,
Federal State Autonomous Educational Institution of Higher Education «Perm State National Research University» (Perm, Russia)
S.N. Shurov
Dr.Sc. (Chem.), Professor, Department of Organic Chemistry,
Federal State Autonomous Educational Institution of Higher Education «Perm State National Research University» (Perm, Russia)

Relevance. The development of most pathological processes is based on oxidative stress, which is the result of an imbalance between free radicals and antioxidants. The presence of an unpaired electron provides a high reactivity of free radicals and allows easy reaction with cell compartments, which leads to disruption of their work. Free radical oxidation of cellular structures underlies the pathogenesis of many diseases (oncological, cardiovascular, neurodegenerative, etc.), as well as the aging process. Thus, free radicals can be considered as a target for new antioxidants. Target. Investigation of antiradical activity of synthesized 2,5-diaryl-8,8-dimethyl-3,6,7,8-tetrahydro-2H-pyrido [4,3,2-de]cinnolin-3-ones. Material and methods. 2,5-Diaryl-8,8-dimethyl-3,6,7,8-tetrahydro-2H-pyrido [4,3,2-de]cinnolin-3-ones were obtained as a result of the interaction of 2-aryl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydroquinoline-4-carboxylic acids with o-tolyl-, p-tolyl-, p-fluorine, p-nitro-, 2,4,6-trichloro-phenylhydrazines. As a result, 10 compounds were synthesized, the structure of which was confirmed by IR and 1H NMR spectroscopy. The antiradical activity of 10 compounds was studied using the method of binding a stable radical with 2,2-diphenylpicryl-1-hydrazyl (DPPH). Conclusion. Compounds of a number of 2,5-diaryl-8,8-dimethyl- 3,6,7,8-tetrahydro-2H-pyrido[4,3,2-de]cinnoline-3-ones don’t have pronounced antiradical activity, which indicates the presence of another mechanism of antioxidant action. Conclusions. Further investigation will reveal the mechanism of antioxidant action of 2,5-diaryl-8,8-dimethyl-3,6,7,8-tetrahydro-2H-pyrido[4,3,2-de]cinnoline-3-ones, therefore it is advisable.

Keywords: 
tetrahydrocinnoline
pyridocinnolines
antiradical activity
DPPH
tricyclic heterocycles
antioxidant activity

References: 
  1. Almokhtar A Adwas, Ata Sedik Ibrahim Elsayed, Azab Elsayed Azab, Fawzia Amhimmid Quwaydir. Oxidative stress and antioxidant mechanisms in human body. Journal of Applied Biotechnology & Bioengineering. 2019; 6(1): 43–47.
  2. Митрохина Н.В. Оксидативный стресс у животных: роль в он-когенезе глазами патоморфолога. Российский ветеринарный журнал. 2020; 5: 27–30 (Mitrohina N.V. Oksi-dativnyj stress u zhivotnyh: rol' v onkogeneze glazami pato-morfologa. Rossijskij veterinarnyj zhurnal. 2020; 5: 27–30).
  3. Орлов Ю.П., Свиридов С.В., Какуля Е.Н. Патофизиологические аспекты кислорода, гипоксии и свободнорадикального окисле-ния при критических состояниях. Клиническое питание и мета-болизм. 2021; 2(2): 66–79 (Orlov Ju.P., Sviridov S.V., Kakulja E.N. Patofiziologicheskie aspekty kisloroda, gipoksii i svobodnoradikal'nogo okislenija pri kri-ticheskih sostojanijah. Klinicheskoe pitanie i metabolizm. 2021; 2(2): 66–79).
  4. Rudenko D.A., Shurov S.N., Kodess M.I., Ezhikova M.A., Vasyanin A.N. Synthesis of 2-substituted 7,7-dimethyl-5-oxo-5,6,7,8-tetrahydroquinoline-4-carboxylicacids. Journal of Organic Chemis-try. 2012; 48 (6): 803–807.
  5. Rudenko D.A., Shurov S.N., Vakhrin M.I., Karmanov V.I., ShchurovY.A. Interaction of 2-substituted 7,7-dimethyl-5-oxo-5,6,7,8-tetrahydroquinoline-4-carboxylic acids with hydrazine. Synthesis of 5-substituted 8,8-dimethyl-3,7,8,9-tetrahydro-2Н-pyrido[4,3,2-de]cinnolin-3-ones. Chemistry of heterocyclic compounds. 2012; 10: 1634–1639.
  6. Kitima Sirivibulkovit, Souksanh Nouanthavong, Yupaporn Sameenoi. Paper-based DPPH Assay for Antioxidant Activity Analysis. Analytical sciences. 2018; 34(7): 795–800.