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

Sommers, Kyle J.; Bentley, Brian S.; Carden, Robert G.; Post, Savannah J.; Allen, Ryan A.; Kontos, Renee C.; Black, Jacob W.; Wuest, William M.; Minbiole, Kevin P. C.

doi:10.1002/cmdc.202000605

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

2 04 2021
By Sommers, Kyle J. ; Bentley, Brian S. ; Carden, Robert G. ; ...
http://dx.doi.org/10.1002/cmdc.202000605
Source: ChemMedChem. 16(3):467-471

[PDF-393.47 KB]

English

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Details:

Alternative Title:

ChemMedChem
Personal Author:

Sommers, Kyle J. ; Bentley, Brian S. ; Carden, Robert G. ; Post, Savannah J. ; Allen, Ryan A. ; ... More +

Sommers, Kyle J. ; Bentley, Brian S. ; Carden, Robert G. ; Post, Savannah J. ; Allen, Ryan A. ; Kontos, Renee C. ; Black, Jacob W. ; Wuest, William M. ; Minbiole, Kevin P. C. Less -
Description:

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.
Subjects:

[+]

Anti-Bacterial Agents Antiseptics Article Benzalkonium Chloride BisQAC Dose-Response Relationship, Drug Ferrocene Ferrous Compounds Metallocenes Methicillin-Resistant Staphylococcus Aureus Methicillin-resistant Staphylococcus Aureus (MRSA) Microbial Sensitivity Tests Molecular Structure Quaternary Ammonium Compounds Structure-Activity Relationship
Source:

ChemMedChem. 16(3):467-471
Pubmed ID:

33197298
Pubmed Central ID:

PMC7864880
Document Type:

Journal Article
Funding:

Georgia Emerging Infections Program/ ; CHE-1827930/National Science Foundation/ ; R35 GM119426/GM/NIGMS NIH HHSUnited States/ ; DGE1937971/National Science Foundation/ ; CC/CDC HHSUnited States/

Georgia Emerging Infections Program/ ; CHE-1827930/National Science Foundation/ ; R35 GM119426/GM/NIGMS NIH HHSUnited States/ ; DGE1937971/National Science Foundation/ ; CC/CDC HHSUnited States/ Less -
Volume:

16
Issue:

3
Collection(s):

CDC Public Access
Main Document Checksum:

[+]

urn:sha256:da84f235788b4d67d19c0b52643964659c188491f7100eec26ca9a0e57e92f2d
Download URL:

https://stacks.cdc.gov/view/cdc/102190/cdc_102190_DS1.pdf
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