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Metallocene QACs: The Incorporation of Ferrocene Moieties into monoQAC and bisQAC Structures.


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.

SUBMITTER: Sommers KJ 

PROVIDER: S-EPMC7864880 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature

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Metallocene QACs: The Incorporation of Ferrocene Moieties into monoQAC and bisQAC Structures.

Sommers Kyle J KJ   Bentley Brian S BS   Carden Robert G RG   Post Savannah J SJ   Allen Ryan A RA   Kontos Renee C RC   Black Jacob W JW   Wuest William M WM   Minbiole Kevin P C KPC  

ChemMedChem 20201126 3


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. Ferrocen  ...[more]

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