Biopolym. Cell. 2019; 35(5):371-380.
Bioorganic Chemistry
Features of antimicrobial activity of some 5-aminomethylene-2-thioxo-4-thiazolidinones
1, 2, 3Holota S. M., 4Derkach G. O., 4Zasidko V. V., 5Trokhymchuk V. V., 6Furdychko L. O., 1Demchuk I. L., 1Semenciv G. M., 3Soronovych I. I., 4Kutsyk R. V., 1, 7Lesyk R. B.
  1. Danylo Halytsky Lviv National Medical University
    69, Pekarska Str., Lviv, Ukraine, 79010
  2. Lesya Ukrainka Eastern European National University
    13, Volya Av, Lutsk, Ukraine, 43025
  3. Lviv Medical Institute
    76, V. Polischuk Str., Lviv, Ukraine, 79018
  4. Ivano-Frankivsk National Medical Universitу
    2, Halytska Str., Ivano-Frankivsk, Ukraine, 76018
  5. P. L. Shupik National medical academy of post-graduate education
    9, Dorohozhytska Str., Kyiv, Ukraine, 04112
  6. Bogomolets National Medical University
    13, Shevchenko Blvd., Kyiv, Ukraine, 01601
  7. University of Information Technology and Management in University University of Information Technology and Management in Rzeszow
    2, Sucharskiego Str., Rzeszow, Poland, 35-225

Abstract

Aim. To study the antimicrobial properties of 2-thioxo-4-thiazolidinone enaminone derivatives with L-β-phenyl-α-alanine fragment in molecule. Methods. Micromethod of diffusion in agar; micromethod of serial dilutions in agar. Test-objects - clinical isolates of microorganisms: methicillin-sensitive strain of Staphylococcus aureus (MSSA), methicillin-resistant strain of Staphylococcus aureus (MRSA), methicillin-resistant strain of Staphylococcus haemolyticus (MRSH), Escherichia coli; Pseudomonas aeruginosa, ESβL + Klebsiella pneumonia, Candida albicans, Candida tropicalis. Results. Screening of antimicrobial activity of 13 new 2-thioxo-4-thiazolidinone derivatives was carried out. The methicillin-resistant strain of Staphylococcus aureus (MRSA) was the most susceptible to the tested compounds. A number of derivatives exhibit synergism in combination with amoxicillin against the strain ESβL+ Klebsiella pneumonie. The structure-antimicrobial activity relationship is analyzed in detail. Conclusions. The tested 5-R-aminomethylene derivatives of ethyl 2-(4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropionic acid exhibit the moderate antimicrobial activity against gram-positive and gram-negative bacteria, as well as against Candida fungi. The antimicrobial activity of the tested compounds depends on the structure features of the enamine fragment.
Keywords: antibacterial, antifungal activity, 4-thiazolidinones, enaminones

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