SYNTHESIS AND INVESTIGATION OF ANTIOXIDANT ACTIVITY 3-[5-(5,7-DIMETHYL-2-OXO-THIAZOLO[4,5-B]PYRIDIN-3-YLMETHYL)-[1,3,4]OXODIAZOL-2-YLSULFANYL]-PROPIONIC ACID AND ITS AMIDES

Authors

DOI:

https://doi.org/10.11603/2312-0967.2019.3.10467

Keywords:

thiazolo[4,5-b]pyridines, hydrolysis, acylation, antioxidant activity

Abstract

The aim of the work. Synthesis of 3-[5-(5,7-dimethyl-2-oxo-thiazolo[4,5-b]pyridin-3-ylmethyl)-[1,3,4]oxodiazol-2-ylsulfanyl]-propionic acid and its amides, as well as prescreening of their antioxidant activity.

Materials and methods. Methods of organic synthesis, NMR spectroscopy, elemental analysis, pharmacological screening.

Results and Discussion. The previously obtained 3-[5-(5,7-dimethyl-2-oxo-thiazolo[4,5-b]pyridin-3-ylmethyl)-[1,3,4]oxodiazol-2-ylsulfanyl]-propionitrile was hydrolyzed resulting in 3-[5-(5,7-dimethyl-2-oxo-thiazolo[4,5-b]pyridin-3-ylmethyl)-[1,3,4]oxodiazol-2-ylsulfanyl]-propionic acid. For the transformation by carboxyl group, the corresponding acid chlorides was obtained, which was utilized in the the reaction of acylation of aromatic amines for obtaining a series of propionamides. For all synthesized compounds, a primary pharmacological screening of antioxidant activity was performed.

Conclusions. As a result of structural modification of 3-[5-(5,7-dimethyl-2-oxo-thiazolo[4,5-b]pyridin-3-ylmethyl)-[1,3,4]oxodiazol-2-ylsulfanyl]-propionitrile a serie of novel thiazolo [4,5-b] pyridines was obtained. The results of primary screening of the antioxidant activity of the synthesized compounds demonstrate the potential for the search for new antioxidant agents among thiazolo[4,5-b]pyridin-2-ones.

Author Biographies

T. I. Chaban, Danylo Halytsky Lviv National Medical University

PhD (Pharmacy), associate professor of the general, bioinorganic, physical and colloidal chemistry department

J. E. Matiichuk, Danylo Halytsky Lviv National Medical University

senior laboratory assistant of the general, bioinorganic, physical and colloidal chemistry department

I. G. Chaban, Danylo Halytsky Lviv National Medical University

PhD (Pharmacy), associate professor chief of pharmaceutical chemistry FPGE Department

V. V. Ogurtsov, Danylo Halytsky Lviv National Medical University

PhD (Pharmacy), associate professor, chief of general, bioinorganic, physical and colloidal chemistry department

V. S. Matiychuk, Ivan Franko National University of Lviv

DS (Chemistry), professor of the organic chemistry department

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Published

2019-09-30

How to Cite

Chaban, T. I., Matiichuk, J. E., Chaban, I. G., Ogurtsov, V. V., & Matiychuk, V. S. . (2019). SYNTHESIS AND INVESTIGATION OF ANTIOXIDANT ACTIVITY 3-[5-(5,7-DIMETHYL-2-OXO-THIAZOLO[4,5-B]PYRIDIN-3-YLMETHYL)-[1,3,4]OXODIAZOL-2-YLSULFANYL]-PROPIONIC ACID AND ITS AMIDES. Pharmaceutical Review Farmacevtičnij časopis, (3), 13–20. https://doi.org/10.11603/2312-0967.2019.3.10467

Issue

No. 3 (2019)

Section

Synthesis of biologically active compounds

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