Gemini histidine based surfactants: Characterization; surface properties and biological activity

New gemini cationic surfactants bearing imidazolium groups as polar heads and alkyl chains of various lengths were prepared using the amino acid histidine as starting material. These surfactants were found to have very low cmc values and reduced the surface tension of water solutions with high effic...

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Bibliographic Details
Published in:Journal of molecular liquids 2019-09, Vol.289, p.111156, Article 111156
Main Authors: Pinazo, Aurora, Pons, Ramon, Bustelo, Marta, Manresa, María Ángeles, Morán, Carmen, Raluy, Miriam, Pérez, Lourdes
Format: Article
Language:English
Subjects:
Antimicrobial activity
DNA binding
Gemini surfactants
Hemolytic activity
Histidine
Langmuir monolayers
Self-assembly
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Summary:New gemini cationic surfactants bearing imidazolium groups as polar heads and alkyl chains of various lengths were prepared using the amino acid histidine as starting material. These surfactants were found to have very low cmc values and reduced the surface tension of water solutions with high efficiency. Their biological properties, antimicrobial and hemolytic activities, depended on the alkyl chain length. These surfactants are active against a wide range of bacteria including methicillin-resistant Staphylococcus aureus (MRSA). Moreover, these gemini surfactants have good DNA binding capacity. These new gemini surfactants show a great potential in cosmetic, food and pharmaceutical industries. [Display omitted] •New gemini histidine cationic surfactants have been synthesized.•The new surfactants present low cmc and high efficiency to reduce surface tension.•These surfactants aggregate forming core shell ellipsoids aggregates.•The antibacterial and fungi activity depended on the alkyl chain length.•Gemini histidine surfactants are an attractive choice for biomedical applications
ISSN:0167-7322
1873-3166
DOI:10.1016/j.molliq.2019.111156