Synthesis, determination of physico-chemical parameters, structure confirmation, and antioxidant activity of compounds based on 3,5-bis(5-mercapto-4-R-4Н-1,2,4-triazole-3-yl)phenol

Yurii Sameliuk; Kseniia Isaycheva; Andrii Kaplaushenko

doi:10.15587/2519-4852.2024.313832

Authors

Yurii Sameliuk Zaporizhzhia State Medical and Pharmaceutical University, Ukraine https://orcid.org/0000-0001-8675-5081
Kseniia Isaycheva Zaporizhzhia State Medical and Pharmaceutical University, Ukraine https://orcid.org/0009-0009-4684-4720
Andrii Kaplaushenko Zaporizhzhia State Medical and Pharmaceutical University, Ukraine https://orcid.org/0000-0003-3704-5539

DOI:

https://doi.org/10.15587/2519-4852.2024.313832

Keywords:

1,2,4-triazole, synthesis, dibenzoic(diacetic) acids, esters, antioxidant activity, DPPH, physicochemical analysis

Abstract

In this study, the potential of using 3,5-bis(5-mercapto-4-R-4H-1,2,4-triazol-3-yl)phenol as a critical component for the synthesis of new compounds is considered, which may be of significant importance in various fields of science and technology. The relevance of the research is due to the fact that studying the properties of new synthetic derivatives of 1,2,4-triazole is a promising direction in modern chemistry. This study opens new opportunities for creating biologically active substances with antioxidant activity and the prospect of their further use as individual and combined drugs for correcting pathological processes associated with oxidative stress.

The aim of the study. The main objective of the research is to find new, low-toxic, and highly effective antioxidant compounds based on derivatives of 3,5-bis(5-mercapto-4-R-4H-1,2,4-triazol-3-yl)phenol, as well as to confirm the individuality, structure, and establish their physicochemical constants.

Materials and methods. The article investigates the synthesis and establishes the structure of a series of compounds, in particular, diacetic acids and dibenzoic acids, derivatives of 3,5-bis(5-mercapto-4-R-4H-1,2,4-triazol-3-yl)phenol, which were chosen as the material for the search for highly effective antioxidants. The methods used in this work are as follows: organic synthesis, physicochemical methods for determining the structure of synthesized substances (elemental analysis, UV spectrophotometry, 1H NMR spectroscopy, mass- and chromato-mass spectrometry), and a biological method for determining antioxidant activity using the free radical method with DPPH.

Results of the study. The results showed that some of the synthesized compounds have significant potential as antioxidants, which may be important in the context of their application in various fields, particularly in medicine and the food industry. Among the obtained results, it is especially worth noting ethyl 3,3'-((((5-hydroxy-1,3-phenylene)bis(4-R-4-phenyl-1,2,4-triazol-5,3-diyl))bis(sulfandiyl))bis(methylene))dibenzoate (compound 7c) and propyl 3,3'-((((5-hydroxy-1,3-phenylene)bis(4-R-4-methyl-1,2,4-triazol-5,3-diyl))bis(sulfandiyl))bis(methylene))dibenzoate (compound 7d), which showed the highest level of antioxidant activity among all the studied compounds.

Conclusions. The obtained results indicate the possible application of the studied compounds as potential antioxidants in the production of materials and products, which may be of great significance for further research in this area

Author Biographies

Yurii Sameliuk, Zaporizhzhia State Medical and Pharmaceutical University

PhD, Associate Professor

Department of Physical and Colloidal Chemistry

Kseniia Isaycheva, Zaporizhzhia State Medical and Pharmaceutical University

PhD Student

Department of Physical and Colloidal Chemistry

Andrii Kaplaushenko, Zaporizhzhia State Medical and Pharmaceutical University

Doctor of Pharmaceutical Sciences, Professor, Head of Department

Department of Physical and Colloidal Chemistry

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