Synthesis and evaluation of micellar properties and antimicrobial activities of imidazole‐based surfactants
| Autor: | Koochana Pranay Kumar, Rachapudi B. N. Prasad, Sanjit Kanjilal, Paidimarla S. Reddy, Sadula Sunitha, U. S. N. Murty |
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| Rok vydání: | 2009 |
| Předmět: |
chemistry.chemical_classification
Chemistry Cationic polymerization General Chemistry Medicinal chemistry Industrial and Manufacturing Engineering chemistry.chemical_compound Homologous series Bromoacetic acid Pulmonary surfactant Critical micelle concentration Amide Organic chemistry Imidazole lipids (amino acids peptides and proteins) Alkyl Food Science Biotechnology |
| Zdroj: | European Journal of Lipid Science and Technology. 111:941-948 |
| ISSN: | 1438-9312 1438-7697 |
| DOI: | 10.1002/ejlt.200800292 |
| Popis: | The synthesis of two types of imidazole-based surfactants, [(ROCOCH2MIm)Br] and [(RNHCOCH2MIm)Br], of varying chain lengths (C10, C12 and C16), was conducted in the present work. The synthesis involves an initial reaction of bromoacetic acid with fatty alcohols or fatty amines, followed by quaternization with N-methyl imidazole. The micellar properties of all the synthesized compounds were determined using surface tensiometry and compared with [(RMIm)Br], a well-studied alkyl-substituted imidazole-based surfactant. Within the same homologous series, a decrease in critical micelle concentration (cmc) was observed with increasing alkyl chain length in all three types of cationic surfactants. Introduction of an ester [(ROCOCH2MIm)Br] or an amide group [(RNHCOCH2MIm)Br] in the alkyl chain lowers the cmc when compared to a cationic surfactant without functional group, [(RMIm)Br]. The synthesized surfactants were also assayed for antimicrobial activities and found to possess good activities against selected strains. |
| Databáze: | OpenAIRE |
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