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Novel Phospholium-Type Cationic Surfactants: Synthesis, Aggregation Properties and Antimicrobial Activity

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Journal of Surfactants and Detergents

Abstract

A series of novel phospholium amphiphilic compounds with straight alkyl chains with different numbers of carbon atoms (12, 14, 15, 16, 17, 18) were synthesized. The quaternary phosphorus, phosphonium cation, is incorporated into a five-membered heterocyclic ring. Their physicochemical properties were investigated by measurements of surface tension, conductivity and dynamic light scattering. The critical micelle concentration (c M), the surface tension value at the c M (γ cmc), the surface area at the surface saturation per head group (A cmc), the ionization degree of micelle (α), the free energy of micellization (ΔG° mic), and hydrodynamic diameter (d h) were determined. Antimicrobial activity was tested against bacteria and yeast. The structure–activity relationship was determined.

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Acknowledgements

This publication is the result of the project implementation: Centre of Excellency in Security Research supported by the Research and Development Operational Programme funded by the ERDF Grant Number: ITMS 26240120034. This work was supported by the Slovak Research and Development Agency under the Contract No. APVV-0516-12 and by the Grant Agency of Ministry of Education and Academy of Science of Slovak republic (VEGA), Project No. 1/0298/16.

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Authors and Affiliations

  1. Department of Chemical Theory of Drugs, Faculty of Pharmacy, Comenius University, Bratislava, 832 32, Slovakia

    Miloš Lukáč, Ferdinand Devínsky, Martin Pisárčik & Aspasia Papapetropoulou

  2. Department of Cellular and Molecular Biology of Drugs, Faculty of Pharmacy, Comenius University, Bratislava, 832 32, Slovakia

    Marián Bukovský

  3. Central NMR Laboratory, Faculty of Pharmacy, Comenius University, Bratislava, 832 32, Slovakia

    Branislav Horváth

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  1. Miloš Lukáč
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  2. Ferdinand Devínsky
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Correspondence to Miloš Lukáč.

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Lukáč, M., Devínsky, F., Pisárčik, M. et al. Novel Phospholium-Type Cationic Surfactants: Synthesis, Aggregation Properties and Antimicrobial Activity. J Surfact Deterg 20, 159–171 (2017). https://doi.org/10.1007/s11743-016-1908-6

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