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Michael E. Zegans, George A. O'Toole, Michel Wathier, Robert M. Shanks, Regis Kowalski, Mark Grinstaff; Diphosphonium Ionic Liquids as a Novel Broad Spectrum Antimicrobial Agents and Their In vivo Use to Prevent Pseudomonas Keratitis. Invest. Ophthalmol. Vis. Sci. 2011;52(14):4763.
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We report the first use of dicationic bis-phosphonium ionic liquids as antimicrobial agents.
We synthesized a variety of ionic liquid compounds and identified a particular molecule, designated Di-Hex C10, which possess two positively charged phosphonium groups separated by ten methylene units in a "bola" type configuration. This compound was tested for both in vitro and in vivo antimicrobial activity.
Di-Hex C10 demonstrated broad in vitro antimicrobial activity at the low micromolar concentrations versus Gram-negative and Gram-positive organisms, including MRSA strains, as well as Candida albicans. Treatment with Di-Hex C10 resulted in bacterial killing in as little as 10 minutes in vitro. Di-Hex C10 showed little cytotoxicity at 1 µM versus a corneal epithelial cell line or at 10 µM in a mouse corneal wound model. Di-Hex C10 also prevented infection by Pseudomonas aeruginosa in a mouse corneal wound model of infection using a single dose.
Our data suggests that diphosphonium ionic liquid may represent a new class of broad-spectrum antimicrobial agents suitable for use on the ocular surface.
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