Synthesis, antibacterial and antifungal activity of 1-[4-(1,1,3,3-tetramethylbutyl)phenoxy]-3-dialkylamino-2-propanol quaternary salts

  • Y. V. Korotkii Institute of Organic chemistry of NAS of Ukraine, Kyiv
  • N. A. Vrynchanu State Institution «Institute of Pharmacology and Toxicology of NAMS of Ukraine», Kyiv
  • M. L. Dronova State Institution «Institute of Pharmacology and Toxicology of NAMS of Ukraine», Kyiv
  • Z. S. Suvorova State Institution «Institute of Pharmacology and Toxicology of NAMS of Ukraine», Kyiv
  • O. A. Smertenko Institute of Organic chemistry of NAS of Ukraine, Kyiv
Keywords: dialkylaminopropanol, quaternary salts, antimicrobial action

Abstract

The emergence and spread of resistant strains of pathogens as well as reduction of the efficacy of current antimicrobial agents requires the development of novel antimicrobial compounds.

The aim of the present study was synthesis and evaluation of antimicrobial activity of new arylaliphatic aminopropanols.

The objects of the present study were 1-[4-(1,1,3,3-tetramethylbutyl)phenoxy]-3-dialkylamino-2-propanol quaternary salts (compounds I–XIV).

Compounds synthesis was carried out by heating of precursor epoxide and excessive amount of appropriate amines in isopropanole, followed by treatment with excess of alkyl halides. Methods of elemental analysis, IR- and PMR-spectroscopy were used for confirmation of chemical structure. Antimicrobial activity against Staphylococcus аureus АTCC 25923, Escherichia coli ATCC 25922, Pseudomonas aeruginosa АТСС 27853 and Candida albicans NCTC 885/653 was determined by a broth dilution method and evaluated via minimum inhibitory concentration (MIC).

Our investigation of antibacterial and antifungal activity of 1-[4-(1,1,3,3-tetra methylbutyl)phenoxy]-3-dialkylamino-2-propanol quaternary salts showed that compounds possess narrow spectrum, as well as broad spectrum action. Significant antimicrobial activity of the novel aryl aliphatic aminoalcohols indicates their potential usage as a component of new antimicrobial drugs.

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Published
2019-02-12
How to Cite
Korotkii, Y. V., Vrynchanu, N. A., Dronova, M. L., Suvorova, Z. S., & Smertenko, O. A. (2019). Synthesis, antibacterial and antifungal activity of 1-[4-(1,1,3,3-tetramethylbutyl)phenoxy]-3-dialkylamino-2-propanol quaternary salts. Farmatsevtychnyi Zhurnal, (1), 56-62. https://doi.org/10.32352/0367-3057.1.15.04
Section
Synthesis and analysis of biologically active compounds