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Issue 5, 2012
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Antimicrobial toxicity studies of ionic liquids leading to a ‘hit’ MRSA selective antibacterial imidazolium salt

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Abstract

Imidazolium salts can be classed as surfactants, detergents, ionic liquids, reagents, catalysts or solvents. A study of the toxicity and ecotoxicity of these salts yields valuable information for their use as pharmaceuticals as well as impact on the environment. Our approach to screen a series of chiral imidazolium salts for toxicity to bacteria and fungi, including clinical pathogen strains, has led to the identification of a ‘hit’ MRSA selective antimicrobial compound. Preliminary structure–activity-relationship (SAR) information (required position of L-phenylalanine and L-valine group) is also elucidated within this first generation of compounds. Conversely, most of the imidazolium salts were nontoxic (IC95 > 2 mM) to the 12 fungi strains and 8 bacteria strains screened, and we propose that they are suitable candidates for ‘green chemistry’ applications. Ecotoxicity studies (Biodegradation ISO 14593 ‘CO2 Headspace Test’) of two bromide ionic liquids containing L-phenylalanine residues indicate that these ionic liquids passed the test (>60% in 28 days) and classed as readily biodegradable.

Graphical abstract: Antimicrobial toxicity studies of ionic liquids leading to a ‘hit’ MRSA selective antibacterial imidazolium salt

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Publication details

The article was received on 01 Sep 2011, accepted on 25 Jan 2012 and first published on 15 Mar 2012


Article type: Paper
DOI: 10.1039/C2GC16090K
Citation: Green Chem., 2012,14, 1350-1356
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    Antimicrobial toxicity studies of ionic liquids leading to a ‘hit’ MRSA selective antibacterial imidazolium salt

    D. Coleman, M. Špulák, M. T. Garcia and N. Gathergood, Green Chem., 2012, 14, 1350
    DOI: 10.1039/C2GC16090K

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