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

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 n...

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Autores principales: Mikláš R., Miklášová N., Bukovský M.
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Publicado: Sciendo 2021
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spelling oai:doaj.org-article:3b2c8bbe931f4e03a25a5101d880be962021-12-05T14:11:05ZSynthesis and Correlation of Aggregation and Antimicrobial Properties of Homochiral Quaternary Ammonium Bromides Derived from Camphoric Acid2453-672510.2478/afpuc-2020-0017https://doaj.org/article/3b2c8bbe931f4e03a25a5101d880be962021-04-01T00:00:00Zhttps://doi.org/10.2478/afpuc-2020-0017https://doaj.org/toc/2453-6725A 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.Mikláš R.Miklášová N.Bukovský M.Sciendoarticlequaternary ammonium saltsantimicrobial activitycamphoric acidcritical micelle concentrationTherapeutics. PharmacologyRM1-950ENEuropean Pharmaceutical Journal, Vol 68, Iss 1, Pp 10-16 (2021)
institution DOAJ
collection DOAJ
language EN
topic quaternary ammonium salts
antimicrobial activity
camphoric acid
critical micelle concentration
Therapeutics. Pharmacology
RM1-950
spellingShingle quaternary ammonium salts
antimicrobial activity
camphoric acid
critical micelle concentration
Therapeutics. Pharmacology
RM1-950
Mikláš R.
Miklášová N.
Bukovský M.
Synthesis and Correlation of Aggregation and Antimicrobial Properties of Homochiral Quaternary Ammonium Bromides Derived from Camphoric Acid
description 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.
format article
author Mikláš R.
Miklášová N.
Bukovský M.
author_facet Mikláš R.
Miklášová N.
Bukovský M.
author_sort Mikláš R.
title Synthesis and Correlation of Aggregation and Antimicrobial Properties of Homochiral Quaternary Ammonium Bromides Derived from Camphoric Acid
title_short Synthesis and Correlation of Aggregation and Antimicrobial Properties of Homochiral Quaternary Ammonium Bromides Derived from Camphoric Acid
title_full Synthesis and Correlation of Aggregation and Antimicrobial Properties of Homochiral Quaternary Ammonium Bromides Derived from Camphoric Acid
title_fullStr Synthesis and Correlation of Aggregation and Antimicrobial Properties of Homochiral Quaternary Ammonium Bromides Derived from Camphoric Acid
title_full_unstemmed Synthesis and Correlation of Aggregation and Antimicrobial Properties of Homochiral Quaternary Ammonium Bromides Derived from Camphoric Acid
title_sort synthesis and correlation of aggregation and antimicrobial properties of homochiral quaternary ammonium bromides derived from camphoric acid
publisher Sciendo
publishDate 2021
url https://doaj.org/article/3b2c8bbe931f4e03a25a5101d880be96
work_keys_str_mv AT miklasr synthesisandcorrelationofaggregationandantimicrobialpropertiesofhomochiralquaternaryammoniumbromidesderivedfromcamphoricacid
AT miklasovan synthesisandcorrelationofaggregationandantimicrobialpropertiesofhomochiralquaternaryammoniumbromidesderivedfromcamphoricacid
AT bukovskym synthesisandcorrelationofaggregationandantimicrobialpropertiesofhomochiralquaternaryammoniumbromidesderivedfromcamphoricacid
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