2. Academic Validation
  3. 6-Hydroxyquinolinium salts differing in the length of alkyl side-chain: synthesis and antimicrobial activity

6-Hydroxyquinolinium salts differing in the length of alkyl side-chain: synthesis and antimicrobial activity

  • Bioorg Med Chem Lett. 2014 Nov 15;24(22):5238-41. doi: 10.1016/j.bmcl.2014.09.060.
David Malinak 1,  Rafael Dolezal 2,  Jan Marek 3,  Sarka Salajkova 4,  Ondrej Soukup 4,  Marcela Vejsova 5,  Jan Korabecny 4,  Jan Honegr 1,  Marek Penhaker 6,  Kamil Musilek 7,  Kamil Kuca 8
Affiliations

Affiliations

  • 1 Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05 Hradec Kralove, Czech Republic; Department of Cybernetics and Biomedical Engineering, Faculty of Electrical Engineering and Computer Science, VSB-Technical University of Ostrava, 17. Listopadu 15, 708 33 Ostrava-Poruba, Czech Republic.
  • 2 Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05 Hradec Kralove, Czech Republic; Center for Basic and Applied Research, FIM, University of Hradec Kralove, Rokitanskeho 62, Hradec Kralove 500 03, Czech Republic.
  • 3 Department of Epidemiology, Faculty of Military Health Sciences, University of Defence, Trebesska 1575, 500 01 Hradec Kralove, Czech Republic; Department of Pharmaceutical Chemistry and Drug Control, Faculty of Pharmacy, Charles University in Prague, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic.
  • 4 Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05 Hradec Kralove, Czech Republic; Department of Toxicology and Military Pharmacy, Faculty of Military Health Sciences, University of Defence, Trebesska 1575, 500 01 Hradec Kralove, Czech Republic.
  • 5 Department of Biological and Medical Sciences, Faculty of Pharmacy, Charles University in Prague, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic.
  • 6 Department of Cybernetics and Biomedical Engineering, Faculty of Electrical Engineering and Computer Science, VSB-Technical University of Ostrava, 17. Listopadu 15, 708 33 Ostrava-Poruba, Czech Republic.
  • 7 Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05 Hradec Kralove, Czech Republic.
  • 8 Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, 500 05 Hradec Kralove, Czech Republic. Electronic address: kamil.kuca@fnhk.cz.
PMID: 25442318 DOI: 10.1016/j.bmcl.2014.09.060
Abstract

Quaternary ammonium salts substituted with a long alkyl chain exemplify a trustworthy group of medicinal compounds frequently employed as Antifungal and Antibacterial agents. A great asset of these Surfactants underlying their widespread use is low local and system toxicity in humans. In this Letter, a series of novel quaternary 6-hydroxyquinolinium salts with varying length of N-alkyl chain (from C10 to C18) was synthesized and tested for in vitro activity against pathogenic Bacterial and Fungal strains. 6-Hydroxyquinolinium salt with C12 alkyl chain seems to be very interesting candidate due to a high antimicrobial efficacy and cytotoxic safety.

Keywords

6-Hydroxyquinolinium salts; Antimicrobial activity; LC–MS; Surfactants; Synthesis.

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