2. Academic Validation
  3. Synthesis and antimycobacterial activity of thiazolidine-2,4-dione based derivatives with halogenbenzohydrazones and pyridinecarbohydrazones substituents

Synthesis and antimycobacterial activity of thiazolidine-2,4-dione based derivatives with halogenbenzohydrazones and pyridinecarbohydrazones substituents

  • Eur J Med Chem. 2020 Mar 1;189:112045. doi: 10.1016/j.ejmech.2020.112045.
Nazar Trotsko 1,  Joanna Golus 2,  Paulina Kazimierczak 2,  Agata Paneth 3,  Agata Przekora 2,  Grazyna Ginalska 2,  Monika Wujec 3
Affiliations

Affiliations

  • 1 Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Lublin, Chodzki 4A, 20-093, Lublin, Poland. Electronic address: [email protected].
  • 2 Department of Biochemistry and Biotechnology, Faculty of Pharmacy, Medical University of Lublin, Chodzki 1, 20-093, Lublin, Poland.
  • 3 Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Lublin, Chodzki 4A, 20-093, Lublin, Poland.
PMID: 31951961 DOI: 10.1016/j.ejmech.2020.112045
Abstract

The two series of thiazolidine-2,4-dione (TZD) based hybrids with halogenbenzohydrazones and pyridinecarbohydrazones substituents were designed and synthesized. Target hydrazones were evaluated for their antimycobacterial activity by broth microdilution method with resazurin as an indicator of the metabolic activity of mycobacteria. Conducted studies revealed antimycobacterial activity in the concentration range of 1-512 μg/ml for 23 synthesized TZD-based derivatives. The highest antimycobacterial activity (MIC = 1 μg/ml) was demonstrated for the new group of compounds: TZD-based derivatives with pyridine-4-carbohydrazone substituent. Furthermore, all the tested compounds within this group were characterized by low cytotoxicity. On the basis of the results obtained, three compounds with the highest SI were selected. High effectiveness and safety of these synthesized derivatives makes them promising candidates as antimycobacterial agents.

Keywords

Antimycobacterial activity; Cytotoxicity; Mycobacterium tuberculosis H37Ra; Pyridinecarbohydrazones; Thiazolidine-2,4-dione based hybrids; Tuberculosis.

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