New polyfunctionalized 2-hydrazinoanthraquinone derivatives as potential antimicrobial agents

Authors

  • A. V. Lozynskyi Danylo Halytsky Lviv National Medical University 69, Pekarska Str., Lviv, Ukraine, 79010 Author
  • Y. T. Konechnyi Danylo Halytsky Lviv National Medical University 69, Pekarska Str., Lviv, Ukraine, 79010 Author
  • O. M. Roman Danylo Halytsky Lviv National Medical University 69, Pekarska Str., Lviv, Ukraine, 79010 Author
  • V. Ya. Horishny Danylo Halytsky Lviv National Medical University 69, Pekarska Str., Lviv, Ukraine, 79010 Author
  • O. P. Sabadakh Vasyl Stefanyk Precarpathian National University 57, Shevchenko Str., Ivano-Frankivsk, Ukraine, 76018 Author
  • S. M. Pasichnyk Danylo Halytsky Lviv National Medical University 69, Pekarska Str., Lviv, Ukraine, 79010 Author
  • R. T. Konechna Lviv Polytechnic National University 12, Stepan Bandera Str., Lviv, Ukraine, 79013 Author
  • V. I. Shupeniuk Vasyl Stefanyk Precarpathian National University 57, Shevchenko Str., Ivano-Frankivsk, Ukraine, 76018 Author
  • T. M. Taras Vasyl Stefanyk Precarpathian National University 57, Shevchenko Str., Ivano-Frankivsk, Ukraine, 76018 Author
  • R. B. Lesyk Danylo Halytsky Lviv National Medical University 69, Pekarska Str., Lviv, Ukraine, 79010; University of Information Technology and Management in Rzeszow 2, Sucharskiego Str., Rzeszow, Poland, 35-225 Author

DOI:

https://doi.org/10.7124/bc.000A84

Keywords:

anthraquinones, methylene active compounds, 4-thiazolidinones, antimicrobial activity

Abstract

Aim. Synthesis and study of new polyfunctionalized 2-hydrazinoanthraquinone derivatives as potential antimicrobial agents. Methods. Organic synthesis, NMR and LC-MS spectroscopy, agar diffusion and broth microdilution methods. Results. A series of anthraquinonehydrazone derivatives are synthesized using the reaction of 2-(morpholinodiazenyl)anthracene-9,10-dione with methylene active compounds in the acetic acid medium. The screening of antimicrobial activity identified the compounds with significant effects against the tested microorganisms with MIC value <186.9 μM. Compounds 5 and 11 with MIC <93.5 μM are effective against yeast fungi whereas compound 5 with MIC <186.9 μM is effective against P.putida, which is multidrug resistant to antibiotics. Conclusions. The obtained hydrazino-anthraquinone derivatives constitute an interesting background for the design of new synthetic agents with antimicrobial activity.

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Published

2023-03-31

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Section

Bioorganic Chemistry