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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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