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Surprising Antibacterial Activity and Selectivity of Hydrophilic Polyphosphoniums Featuring Sugar and Hydroxy Substituents
Author(s) -
Cuthbert Tyler J.,
Hisey Benjamin,
Harrison Tristan D.,
Trant John F.,
Gillies Elizabeth R.,
Ragogna Paul J.
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201806412
Subject(s) - antibacterial activity , chemistry , staphylococcus aureus , phosphonium , bacteria , escherichia coli , polymer , alkyl , combinatorial chemistry , gram positive bacteria , antibiotics , organic chemistry , biochemistry , biology , genetics , gene
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.