<abstract xmlns="http://www.w3.org/1999/xhtml">

<p>A group of homochiral quaternary ammonium salts bearing hydrophobic camphoric acid-derived moiety was synthesized and characterized. The aggregation properties of the prepared compounds were evaluated by surface tension measurements, and the critical micelle concentration (CMC) was calculated. The novel quaternary ammonium bromides were tested as antimicrobial and antifungal agents, and their minimal inhibitory concentration (MIC) was evaluated and compared to clinically used benzalkonium bromide (BAB). Correlation of MIC with CMC reveals that monomers of prepared cationic surfactants, instead of micelles, are primarily responsible for antimicrobial activity.</p>
</abstract>

A group of homochiral quaternary ammonium salts bearing hydrophobic camphoric acid-derived moiety was synthesized and characterized. The aggregation properties of the prepared compounds were evaluated by surface tension measurements, and the critical micelle concentration (CMC) was calculated. The novel quaternary ammonium bromides were tested as antimicrobial and antifungal agents, and their minimal inhibitory concentration (MIC) was evaluated and compared to clinically used benzalkonium bromide (BAB). Correlation of MIC with CMC reveals that monomers of prepared cationic surfactants, instead of micelles, are primarily responsible for antimicrobial activity.

Synthesis and Correlation of Aggregation and Antimicrobial Properties of Homochiral Quaternary Ammonium Bromides Derived from Camphoric Acid

Department of Chemical Theory of Drugs, Faculty of Pharmacy

European Pharmaceutical Journal

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

A group of homochiral quaternary ammonium salts bearing hydrophobic camphoric acid-derived moiety was synthesized and characterized. The aggregation properties...

Synthesis and Correlation of Aggregation and Antimicrobial Properties of Homochiral Quaternary Ammonium Bromides Derived from Camphoric Acid

Article Category: Original Paper

Published Online: Apr 23, 2021

Page range: 10 - 16

Received: Nov 25, 2020

Accepted: Feb 12, 2021

DOI: https://doi.org/10.2478/afpuc-2020-0017

Keywords
quaternary ammonium salts, antimicrobial activity, camphoric acid, critical micelle concentration

© 2021 R. Mikláš et al., published by Sciendo

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Synthesis and Correlation of Aggregation and Antimicrobial Properties of Homochiral Quaternary Ammonium Bromides Derived from Camphoric Acid

Article Category: Original Paper

Published Online: Apr 23, 2021

Page range: 10 - 16

Received: Nov 25, 2020

Accepted: Feb 12, 2021

DOI: https://doi.org/10.2478/afpuc-2020-0017

Keywordsquaternary ammonium salts, antimicrobial activity, camphoric acid, critical micelle concentration

© 2021 R. Mikláš et al., published by Sciendo

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Keywords
quaternary ammonium salts, antimicrobial activity, camphoric acid, critical micelle concentration