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New Biocide with Both N ‐Chloramine and Quaternary Ammonium Moieties Exerts Enhanced Bactericidal Activity
Author(s) -
Li Lingdong,
Pu Tianyun,
Zhanel George,
Zhao Nan,
Ens Werner,
Liu Song
Publication year - 2012
Publication title -
advanced healthcare materials
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.288
H-Index - 90
eISSN - 2192-2659
pISSN - 2192-2640
DOI - 10.1002/adhm.201200018
Subject(s) - chloramine , ammonium , biocide , moiety , antimicrobial , chemistry , antibacterial activity , disinfectant , combinatorial chemistry , covalent bond , ionic bonding , nuclear chemistry , organic chemistry , chlorine , bacteria , biology , ion , genetics
Considering the rise of antibiotic resistance, the development of new antibacterial agents with improved biocidal functions is urgently required. In this study, ionic 5,5‐dimethylhydantoin (DMH) analogues containing either a quaternary ammonium moiety (2)–4) or a phosphonate functional group (5),–6), were designed and synthesized to investigate the possible enhancing effect of quaternary ammonium moieties on the antibacterial performance of N ‐chloramines. These ionic DMH analogues were converted to their N‐ chloramine counterparts either in free form or after being covalently immobilized on a polymer surface via the “click” chemistry method. In the subsequent antimicrobial assessment against multi‐drug‐resistant Escherichia coli (MDR‐ E. coli ) and methicillin‐resistant Staphylococcus aureus (MRSA), chlorinated 2 and 3, the cyclic N ‐chloramines with a structural cation, exhibited distinctly enhanced biocidal functions in solution and after immobilization on surfaces.