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Veiko A.G.
Molecular structure, quantum-chemical parameters, mechanism of cytoprotective effect and the contribution of functional groups to antioxidant potential of flavonoids
Grodno State University named after Yanka Kupala, Grodno, Republic of Belarus

Vestnik VGMU. 2020;19(5):27-39.

Numerous diseases (inflammation, diabetes, vascular lesions, etc.) are known to be associated with an increased level of the oxidative stress, and as a consequence, with metabolic disorders.
In this connection, in biochemistry, medicine and pharmacy, the search for effective and safe synthetic and natural antioxidants for the prevention of pathologies, mediated by an excess of oxidative processes and reactive oxygen species (ROS), is the important task.
Plant components, such as flavonoids, can produce pronounced antioxidant effect, and demonstrate beneficial pharmacological and biochemical activities.
In the present study, a comparative assessment of the quantum-chemical parameters and antioxidant activity of a number of flavonoids (catechin, quercetin, naringenin), differing in their molecular structure and having various functional groups in a model system has been made.
The flavonoids prevented the development of lipid peroxidation of rat erythrocyte membranes, induced by tert-butylhydroperoxide (tBHP). The effective concentration IC50 of inhibition of this process is: in case of quercetin 9.74±0.8 μM, catechin 8.84±0.7 μM, naringenin 46.8±4.4 μM. The flavonoids also partially inhibited glutathione oxidation in the erythrocyte cytoplasm.
The article presents an analysis of the chemical structures of the flavonoids: catechin, quercetin, and naringenin based on molecular modelling and quantum-chemical calculations.
The obtained results can be used to evaluate the biological potential of molecules with similar functional groups and structural features, as well as to conduct further research and to do pharmacological screening of biologic active compounds.
Key words: flavonoids, molecular structure, quantum chemistry, functional groups, antioxidants.


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Information about authors:
Veiko A.G. – postgraduate of the Chair of Biochemistry, Grodno State University named after Yanka Kupala.

Correspondence address: Republic of Belarus, 230030, Grodno, 50 Leninskogo Komsomola blvd., Grodno State University named after Yanka Kupala, Chair of Biochemistry. E-mail: Этот адрес электронной почты защищён от спам-ботов. У вас должен быть включен JavaScript для просмотра. – Artem G. Veiko.

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