Biopolym. Cell. 2021; 37(1):46-61.
http://dx.doi.org/10.7124/bc.000A4B
Bioorganic Chemistry
The novel pyrazolin-5-one bearing thiazolidin-4-ones: synthesis, characterization and biological evaluation
1, 2, 3Holota S. M., 1Nektegayev I. O., 3Soronovych I. I., 1Chubuchna I. I., 1Kolishetska M. A., 1Sysak S. P., 1Regeda M. S., 1, 4Lesyk R. B.
  1. Danylo Halytsky Lviv National Medical University
    69, Pekarska Str., Lviv, Ukraine, 79010
  2. Lesya Ukrainka Volyn National University
    13, Voli Ave., Lutsk, Ukraine, 43025
  3. Lviv Medical Institute
    76, V. Polischuk Str., Lviv, Ukraine, 79018
  4. University of Information Technology and Management in Rzeszow
    2, Sucharskiego Str., Rzeszow, Poland, 35-225

Abstract

Aim. Synthesis, structure determination, in vivo study of anti-inflammatory (anti-exudative) and ulcerogenic activity, estimation of an impact of novel pyrazolin-5-one bearing thiazolidin-4-ones on liver function. Methods. Organic synthesis: multicomponent reactions (MCRs), [2+3]-cycloaddition reactions. Spectral methods: IR, LC-MS, 1H NMR. Biological methods: study of anti-cancer activity (NCI NIH, USA) protocol for 3-cell line panel); carrageenin-induced inflammatory paw edema model of white rats, biochemical laboratory tests (ALT, AST, ALP, γ-GGT levels determination); evaluation of ulcerogenic action. Results. The series of novel C-5 and N-3 substituted 2-[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl) amino/imino]thiazolidin-4-ones had been synthesized using MCR and [2+3]-cycloaddition reactions as potential biologically active compounds. The results of screening anti-exudativeactivity revealed that the tested derivatives possess promising anti-inflammatory effect. The SARs were formed and possible mechanisms of their action were discussed. Conclusions. The results presented in paper suggest that the design and synthesis of new pyrazolin-5-on/thiazolidin-4-one hybrids as potential molecules are an attractive area for the search for novel agents with promising pharmacological properties
Keywords: antipyrine, pyrazolin-5-one, thiazolidin-4-one, hybrids, multicomponent reactions, tautomers/rotamers, anticancer/anti-inflammatory activity Introduction
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