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Статья
2022

Synthesis and antibacterial activity of fluoroquinolones with sterically hindered phenolic moieties


S. V. BukharovS. V. Bukharov, R. G. TagashevaR. G. Tagasheva, I. A. LitvinovI. A. Litvinov, E. V. NikitinaE. V. Nikitina, E. S. BulatovaE. S. Bulatova, A. R. BurilovA. R. Burilov, E. M. GibadullinaE. M. Gibadullina
Российский химический вестник
https://doi.org/10.1007/s11172-022-3441-2
Abstract / Full Text

Fluoroquinolone antibiotics (norfloxacin, ciprofloxacin, and moxifloxacin) modified at the piperazine ring by sterically hindered phenolic moieties were synthesized and evaluated for antibacterial activity. It was found that this modification can lead to an increase in the antibacterial activity against Gram-positive strains of the bacteria Staphylococcus aureus ATCC 29213 and St. epidermis compared to parent fluoroquinolones. Modified compounds additionally containing the phosphonate moiety exhibit the highest activity against St. epidermis. Moxifloxacin containing the 3,5-di-tert-butyl-4-hydroxybenzyl moiety is more active against Escherichia coli ATCC 25922 than all the characterized unmodified fluoroquinolones. Ciprofloxacin derivatives bearing sterically hindered phenolic moieties exhibited high activity against clinical isolates of Gram-negative bacteria.

Author information
  • Kazan National Research Technological University, 68 ul. K. Marksa, 420015, Kazan, Russian FederationS. V. Bukharov, R. G. Tagasheva, E. V. Nikitina & A. R. Burilov
  • A. E. Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of Russian Academy of Sciences”, 8 ul. Akad. Arbuzova, 420088, Kazan, Russian FederationI. A. Litvinov, A. R. Burilov & E. M. Gibadullina
  • Pharmaceutics Research Center, Kazan Federal University, 18 ul. Kremlevskaya, 420008, Kazan, Russian FederationE. V. Nikitina & E. S. Bulatova
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