Premium
Solvent‐Free Sonochemical Synthesis and Antifungal Activity of 1‐Alkyl‐3‐Methylimidazolium Bromide [RMIM]Br Ionic Liquids
Author(s) -
Perez Ser John Ly P.,
Arco Susan D.
Publication year - 2014
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201300555
Subject(s) - chemistry , ionic liquid , bromide , clotrimazole , alkyl , solvent , antimicrobial , antifungal , proton nmr , organic chemistry , catalysis , microbiology and biotechnology , biology
In view of the continuous threat of opportunistic fungal infections to human health and the emerging importance of ionic liquids in therapeutic applications, we report the efficient one‐pot synthesis of a series of 1‐alkyl‐3‐methylimidazolium bromide [RMIM]Br ionic liquids through an ultrasound‐assisted reaction of 1‐methylimidazole and alkyl bromides (RBr) under solvent‐free conditions. High product yields were obtained for all syntheses (>95%) under mild conditions (2‐5 hours at 20‐40 °C). The success of the synthetic method was confirmed through 1 H‐NMR, 13 C‐NMR and FT‐IR spectroscopy. All products exhibited activity against the fungus C. albicans with clotrimazole and water as positive and negative controls, respectively. At a concentration of 1%, [OMIM]Br IL exhibited an antimycotic activity with an index of 1.5 which is comparable to that of 1% clotrimazole having an antimicrobial index of 1.3, signifying the potential of the product as a fungal growth inhibitor. Structure‐Activity Relationship (SAR) studies showed that an increase in the alkyl chain length corresponds to an increase in the antifungal activity of the ionic liquids.