Biopolym. Cell. 2020; 36(6):457-465.
http://dx.doi.org/10.7124/bc.000A43
Bioorganic Chemistry
Synthesis and antimicrobial activity of 5-R-benzyl-2-(arylidenehydrazono)thiazolidin-4-ones
1Drapak I. V., 2Logoyda L. S., 1Shtoyko N. Ye., 1Sulyma M. I., 1Chaban T. I., 3Matiychuk V. S.
  1. Danylo Halytsky Lviv National Medical University
    69, Pekarska Str., Lviv, Ukraine, 79010
  2. I. Horbachevsky Ternopil National Medical University
    m.Voli, 1, Ternopil, Ukraine, 46001
  3. Ivan Franko National University of Lviv
    1, Universytetska Str., Lviv, Ukraine, 79000

Abstract

Aim. Study of the synthesis and antimicrobial activity of a series of 5-R-benzyl-2-(arylidenehydrazono)thiazolidin-4-ones. Methods. Organic synthesis, analytical and spectral methods, assay of antimicrobial activity. Results. 5-R-benzyl-2-(arylidenehydrazono)thiazolidin-4-ones 6a-k and 7a,b have been synthesized in good yields via reaction of 2-bromo-3-arylpropanoates 3a-j with thiosemicarbazones aromatic aldehydes and furfuraldehyde. Their structures of synthesized compounds were confirmed by 1H NMR spectroscopy and elemental analysis. The synthesized compounds have been evaluated for antimicrobial activity against five bacterial strains (Escherichia coli, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa, Staphylococcus aureus) and two fungal strains (Candida albicans and Cryptococcus neoformans). According to the antimicrobial activity results, the tested compounds, 6b, 6h-k and 7a were found to be active against Staphylococcus aureus whereas 6a, 6d, 6f, 6g, 7b – towards Cryptococcus neoformans. The relationship between the nature of substituents in aromatic moieties and [the] activity level was established. Conclusions. A series of new 5-R-benzyl-2-(arylidenehydrazono)thiazolidin-4-ones were synthesized. The compounds with antimicrobal activity have been found.
Keywords: organic synthesis, arylation, 5-R-benzyl-2-(arylidenehydrazono)thiazolidin-4-ones, antimicrobal activity
Full text: (PDF, in English)

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