Volume 57, Issue 39 pp. 12707-12710
Communication

Surprising Antibacterial Activity and Selectivity of Hydrophilic Polyphosphoniums Featuring Sugar and Hydroxy Substituents

Tyler J. Cuthbert

Tyler J. Cuthbert

Department of Chemistry, The University of Western Ontario, 1151 Richmond St., London, ON, N6A 3K7 Canada

Search for more papers by this author
Benjamin Hisey

Benjamin Hisey

Department of Chemistry, The University of Western Ontario, 1151 Richmond St., London, ON, N6A 3K7 Canada

Search for more papers by this author
Tristan D. Harrison

Tristan D. Harrison

Department of Chemistry, The University of Western Ontario, 1151 Richmond St., London, ON, N6A 3K7 Canada

Search for more papers by this author
Dr. John F. Trant

Dr. John F. Trant

Department of Chemistry, The University of Western Ontario, 1151 Richmond St., London, ON, N6A 3K7 Canada

Search for more papers by this author
Prof. Elizabeth R. Gillies

Corresponding Author

Prof. Elizabeth R. Gillies

Department of Chemistry, The University of Western Ontario, 1151 Richmond St., London, ON, N6A 3K7 Canada

Department of Chemical and Biochemical Engineering, 1151 Richmond St., London, ON, N6A 3K7 Canada

Search for more papers by this author
Prof. Paul J. Ragogna

Corresponding Author

Prof. Paul J. Ragogna

Department of Chemistry, The University of Western Ontario, 1151 Richmond St., London, ON, N6A 3K7 Canada

Search for more papers by this author
First published: 11 July 2018
Citations: 87

Graphical Abstract

Sweet but deadly: Phosphonium-based polymers appended with hydrophilic groups such as sugars or hydroxy groups can be employed as highly effective antibacterial agents against both Gram-negative and Gram-positive bacteria with minimal haemolysis of red blood cells. This challenges the conventional wisdom that hydrophobic appendages are necessary for this class of biocides.

Abstract

There is currently an urgent need for the development of new antibacterial agents to combat the spread of antibiotic-resistant bacteria. We explored the synthesis and antibacterial activities of novel, sugar-functionalized phosphonium polymers. While these compounds exhibited antibacterial activity, we unexpectedly found that the control polymer poly(tris(hydroxypropyl)vinylbenzylphosphonium chloride) showed very high activity against both Gram-negative Escherichia coli and Gram-positive Staphylococcus aureus and very low haemolytic activity against red blood cells. These results challenge the conventional wisdom in the field that lipophilic alkyl substituents are required for high antibacterial activity and opens prospects for new classes of antibacterial polymers.

The full text of this article hosted at iucr.org is unavailable due to technical difficulties.