Kanamycin complexation with cellulose acetate sulphate: a promissing way from injectable to oral form of antibiotic

  • Tatsiana A. Savitskaya Belarusian State University, 4 Niezaliežnasci Avenue, Minsk 220030, Belarus https://orcid.org/0000-0003-4151-3614
  • Ekaterina A. Shakhno Belarusian State University, 4 Niezaliežnasci Avenue, Minsk 220030, Belarus
  • Ivan P. Bosko Belarusian State University, 4 Niezaliežnasci Avenue, Minsk 220030, Belarus https://orcid.org/0000-0001-6087-1738
  • Vadim E. Matulis Belarusian State University, 4 Niezaliežnasci Avenue, Minsk 220030, Belarus https://orcid.org/0000-0002-9163-7810
  • Natallia A. Melekhovets Research Institute for Physical Chemical Problems, Belarusian State University, 14 Lieninhradskaja Street, Minsk 220006, Belarus
  • Dmitry D. Grinshpan Research Institute for Physical Chemical Problems, Belarusian State University, 14 Lieninhradskaja Street, Minsk 220006, Belarus https://orcid.org/0000-0003-4151-3614
  • Oleg A. Ivashkevich Research Institute for Physical Chemical Problems, Belarusian State University, 14 Lieninhradskaja Street, Minsk 220006, Belarus
DOI: https://doi.org/10.33581/2520-257X-2021-1-3-20

Abstract

Water-insoluble polyelectrolyte complexes of cellulose acetate sulphate in the form of sodium salt (Na-CAS) and aminoglycoside antibiotic (AB) kanamycin (KAN) were obtained by mixing of the components aqueous solutions. The composition of the complexes was determined in accordance with the medium pH and mixing order. The increase of Na‑CAS cellobiose units per mole of AB has been shown to correlate with the decrease of pH value. The complex formation was studied by Fourier transform infrared spectroscopy, thermal analysis, X-ray analysis, laser diffraction, motion trajectory of nanoparticles analysis and scanning electron microscopy. Quantum-chemical study of the relative stability of the protonated forms of KAN in aqueous solution was performed to determine the preferred protonation sites of KAN molecule. The pKa values of KAN were calculated by means of isodesmic reactions method. The structures and binding energy for the KAN dimer and the KAN – CAS complex were also investigated by quantum-chemical methods. Na‑CAS – KAN complex itself and immobilised on the activated carbon was shown to demonstrate in vitro two times antibacterial activity of the standard (injectable) form of KAN against Mycobacterium tuberculosis. It can be recommended for in vivo clinical trials as a new form of aminoglycoside AB for oral administration.

Author Biographies

Tatsiana A. Savitskaya, Belarusian State University, 4 Niezaliežnasci Avenue, Minsk 220030, Belarus

PhD (chemistry); professor at the department of physical chemistry and deputy dean for science, faculty of chemistry

Ekaterina A. Shakhno, Belarusian State University, 4 Niezaliežnasci Avenue, Minsk 220030, Belarus

postgraduate student at the department of physical chemistry, faculty of chemistry

Ivan P. Bosko, Belarusian State University, 4 Niezaliežnasci Avenue, Minsk 220030, Belarus

student at the faculty of chemistry

Vadim E. Matulis, Belarusian State University, 4 Niezaliežnasci Avenue, Minsk 220030, Belarus

associate professor at the department of in[1]organic chemistry, faculty of chemistry

Natallia A. Melekhovets, Research Institute for Physical Chemical Problems, Belarusian State University, 14 Lieninhradskaja Street, Minsk 220006, Belarus

junior researcher at the laboratory of cellulose solutions and products of their treatment

Dmitry D. Grinshpan, Research Institute for Physical Chemical Problems, Belarusian State University, 14 Lieninhradskaja Street, Minsk 220006, Belarus

doctor of science (chemistry); head of the laboratory of cellulose solutions and products of their treatment

Oleg A. Ivashkevich, Research Institute for Physical Chemical Problems, Belarusian State University, 14 Lieninhradskaja Street, Minsk 220006, Belarus

academician of the National Academy of Science of Belarus, doctor of science (chemistry); chief researcher

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Published
2021-04-09
Keywords: tuberculosis, kanamycin, cellulose acetate sulphate, complex, activated carbon, oral dosage form
How to Cite
Savitskaya, T. A., Shakhno, E. A., Bosko, I. P., Matulis, V. E., Melekhovets, N. A., Grinshpan, D. D., & Ivashkevich, O. A. (2021). Kanamycin complexation with cellulose acetate sulphate: a promissing way from injectable to oral form of antibiotic. Journal of the Belarusian State University. Chemistry, 1, 3-20. https://doi.org/10.33581/2520-257X-2021-1-3-20
Issue
No 1 (2021): Journal of the Belarusian State University. Chemistry
Section
Original Articles

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