April 2011
Volume 52, Issue 14
Free
ARVO Annual Meeting Abstract  |   April 2011
Diphosphonium Ionic Liquids as a Novel Broad Spectrum Antimicrobial Agents and Their In vivo Use to Prevent Pseudomonas Keratitis
Author Affiliations & Notes
  • Michael E. Zegans
    Surgery (Ophthal) & Microbiology,
    Dartmouth Medical School, Hanover, New Hampshire
  • George A. O'Toole
    Microbiology and Immunology,
    Dartmouth Medical School, Hanover, New Hampshire
  • Michel Wathier
    Boston University, Boston, Massachusetts
  • Robert M. Shanks
    Ophthalmology, University of Pittsburgh, Pittsburgh, Pennsylvania
  • Regis Kowalski
    Ophthalmology, University of Pittsburgh, Pittsburgh, Pennsylvania
  • Mark Grinstaff
    Boston University, Boston, Massachusetts
  • Footnotes
    Commercial Relationships  Michael E. Zegans, None; George A. O'Toole, patent of compound described (P); Michel Wathier, patent of compound described (P); Robert M. Shanks, None; Regis Kowalski, None; Mark Grinstaff, patent of compound described (P)
  • Footnotes
    Support  None
Investigative Ophthalmology & Visual Science April 2011, Vol.52, 4763. doi:https://doi.org/
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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. doi: https://doi.org/.

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      © ARVO (1962-2015); The Authors (2016-present)

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Abstract

Purpose: : We report the first use of dicationic bis-phosphonium ionic liquids as antimicrobial agents.

Methods: : 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.

Results: : 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.

Conclusions: : Our data suggests that diphosphonium ionic liquid may represent a new class of broad-spectrum antimicrobial agents suitable for use on the ocular surface.

Keywords: antibiotics/antifungals/antiparasitics • microbial pathogenesis: experimental studies • cornea: basic science 
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