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Cationic Surfactants Derived from Lysine: Effects of Their Structure and Charge Type on Antimicrobial and Hemolytic Activities
Abstract
Three different sets of cationic surfactants from lysine have been synthesized. The first group consists of three monocatenary surfactants with one lysine as the cationic polar head with one cationic charge. The second consists of three monocatenary surfactants with two amino acids as cationic polar head with two positive charges. Finally, four gemini surfactants were synthesized in which the spacer chain and the number and type of cationic charges have been regulated. The micellization process, antimicrobial activity, and hemolytic activity were evaluated. The critical micelle concentration was dependent only on the hydrophobic character of the molecules. Nevertheless, the antimicrobial and hemolytic activities were related to the structure of the compounds as well as the type of cationic charges. The most active surfactants against the bacteria were those with a cationic charge on the trimethylated amino group, whereas all of these surfactants showed low hemolytic character.
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Cited by
Novel ionic liquid-type Gemini surfactants: Synthesis, surface property and antimicrobial activity
Li, H., Yu, C., Chen, R., Li, J., & Li, J. (2012) · Colloids and Surfaces A: Physicochemical and Engineering Aspects · doi:10.1016/j.colsurfa.2011.12.014 · Cited by 342
Antifungal activity of gemini quaternary ammonium salts
Obłąk, E., Piecuch, A., Krasowska, A., & Łuczyński, J. (2013) · Microbiological Research · doi:10.1016/j.micres.2013.06.001 · Cited by 119
Metadata
- Authors
- Colomer, A., Pinazo, A., Manresa, M. A., Vinardell, M. P., Mitjans, M., Infante, M. R., & Pérez, L.
- Venue
- Journal of Medicinal Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2011-01-13
- Volume
- 54
- Issue
- 4
- Pages
- 989-1002
- ISSN
- 0022-2623 (ISSN-L)
- 1520-4804
- OpenAlex
- W2057514251
- Cited by
- 167
- References
- 0
- FWCI
- 7.03
- Type
- journal article
- Language
- en
- Open access
- closed
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- The paper
- Colomer, A., Pinazo, A., Manresa, M. A., Vinardell, M. P., Mitjans, M., Infante, M. R., & Pérez, L. (2011). Cationic Surfactants Derived from Lysine: Effects of Their Structure and Charge Type on Antimicrobial and Hemolytic Activities. Journal of Medicinal Chemistry. https://doi.org/10.1021/jm101315k
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