Synthesis and antioxidant properties of novel thiazolo[4,5-b]pyridine-2-ones

Authors

  • T. I. Chaban Danylo Halytsky Lviv National Medical University, Ukraine
  • Yu. E. Matiychuk Danylo Halytsky Lviv National Medical University, Ukraine
  • V. V. Ogurtsov Danylo Halytsky Lviv National Medical University, Ukraine
  • I. G. Chaban Danylo Halytsky Lviv National Medical University, Ukraine
  • V. S. Matiychuk Ivan Franko Lviv National University, Ukraine

DOI:

https://doi.org/10.24959/ophcj.19.174239

Keywords:

organic synthesis, thiazolo[4, 5-b]pyridines, antioxidant activity

Abstract

Aim. To expand the synthetic potential of thiazolo[4,5-b]pyridines, study the reactivity and perform the pharmacological screening of the antioxidant activity of the novel compounds synthesized.
Results and discussion. A series of novel 3-aryl-5-hydroxy-7-methyl-3H-thiazolo[4,5-b]pyridine-2-ones were obtained as a result of the interaction of 3-aryl-4-iminothiazolidine-2-ones with ethyl acetoacetate. At this stage the resulting 3-phenyl-5-hydroxy-7-methyl-3H-thiazolo[4,5-b]pyridin-2-one was modified in position 5 in the acylation reaction. For all compounds synthesized the primary pharmacological screening of the antioxidant activity was performed; the results showed the potential for the search of antioxidant agents among thiazolo[4,5-b]pyridine-2-ones.
Experimental part. By the reactions of [3+3]-cyclocondensation and acylation 12 novel thiazolo[4,5-b]pyridine-2-ones were obtained. The structure of all compounds synthesized was confirmed by the method of 1H NMR-spectroscopy and the data of elemental analysis. The antioxidant activity of the compounds synthesized was investigated in vitro by the method of scavenging effect on 2,2-diphenyl-1-picrylhydrazyl radical.
Conclusions. 12 novel thiazolo[4,5-b]pyridines have been synthesized, their antioxidant properties have been investigated, and prospectivity for the search of novel antioxidant agents among thiazolo[4,5-b]pyridines has been shown.

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Published

2019-08-14

How to Cite

(1)
Chaban, T. I.; Matiychuk, Y. E.; Ogurtsov, V. V.; Chaban, I. G.; Matiychuk, V. S. Synthesis and Antioxidant Properties of Novel thiazolo[4,5-b]pyridine-2-Ones. J. Org. Pharm. Chem. 2019, 17, 15-20.

Issue

Vol. 17 No. 3(67) (2019)

Section

Original Researches

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