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Metallocene QACs: The Incorporation of Ferrocene Moieties into monoQAC and bisQAC Structures
Authors:Kyle J. Sommers  Brian S. Bentley  Dr. Robert G. Carden  Savannah J. Post  Ryan A. Allen  Renee C. Kontos  Jacob W. Black  Prof. William M. Wuest  Prof. Kevin P. C. Minbiole
Affiliation:1. Department of Chemistry, Villanova University, Villanova, PA 19085 USA;2. Department of Chemistry, Emory University, Atlanta, GA 30322 USA
Abstract:Inspired by the incorporation of metallocene functionalities into a variety of bioactive structures, particularly antimicrobial peptides, we endeavored to broaden the structural variety of quaternary ammonium compounds (QACs) by the incorporation of the ferrocene moiety. Accordingly, 23 ferrocene-containing mono- and bisQACs were prepared in high yields and tested for activity against a variety of bacteria, including Gram-negative strains and a panel of clinically isolated MRSA strains. Ferrocene QACs were shown to be effective antiseptics with some displaying single-digit micromolar activity against all bacteria tested, demonstrating yet another step in the expansion of structural variety of antiseptic QACs.
Keywords:antiseptics  benzalkonium chloride  bisQAC  ferrocene  methicillin-resistant Staphylococcus aureus (MRSA)  quaternary ammonium compounds
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