Novel Phenyl-Based Bis-quaternary Ammonium Compounds as Broad-Spectrum Biocides.
Acinetobacter baumannii
/ drug effects
Anti-Bacterial Agents
/ chemical synthesis
Antifungal Agents
/ chemical synthesis
Candida albicans
/ drug effects
Cryptococcus neoformans
/ drug effects
Disinfectants
/ chemical synthesis
Dose-Response Relationship, Drug
Escherichia coli
/ drug effects
Klebsiella pneumoniae
/ drug effects
Methicillin-Resistant Staphylococcus aureus
/ drug effects
Microbial Sensitivity Tests
Molecular Structure
Pseudomonas aeruginosa
/ drug effects
Quaternary Ammonium Compounds
/ chemical synthesis
Structure-Activity Relationship
antibacterial activity
antifungal activity
antiseptics
biocides
pyridinium salts
quaternary ammonium compounds
Journal
ChemMedChem
ISSN: 1860-7187
Titre abrégé: ChemMedChem
Pays: Germany
ID NLM: 101259013
Informations de publication
Date de publication:
06 10 2021
06 10 2021
Historique:
revised:
30
06
2021
received:
23
04
2021
pubmed:
13
7
2021
medline:
19
2
2022
entrez:
12
7
2021
Statut:
ppublish
Résumé
Herein we report the synthesis and microbiological evaluation of novel phenyl based bis-quaternary ammonium compounds (bis-QACs). Using a simple 2-step synthetic route from dibromo- and dihydroxybenzenes, we obtained a structurally diverse broad panel of bis-QACs with topologically distinct bridging connections between pyridinium heads. Selected analogs possessed potent broad-spectrum biocidal activity against both bacterial and fungal pathogens: methicillin-resistant Staphylococcus aureus (ATCC 43300); Escherichia coli (ATCC 25922), Klebsiella pneumonia (ATCC 700603), Acinetobacter baumannii (ATCC 19606), Pseudomonas aeruginosa (ATCC 27853), Candida albicans (ATCC 90028), Cryptococcus neoformans var. grubii (ATCC 208821). Promising compounds displayed minimum inhibitory concentrations (MIC) values ≤0.25 μg/mL alongside improved cytotoxicity and hemolytic profiles compared to modern antiseptics. Thus, synthesized bis-QACs represent a promising class of biocides with the potential to replace existing household sanitizers.
Identifiants
pubmed: 34252992
doi: 10.1002/cmdc.202100284
doi:
Substances chimiques
Anti-Bacterial Agents
0
Antifungal Agents
0
Disinfectants
0
Quaternary Ammonium Compounds
0
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
2954-2959Subventions
Organisme : Russian Science Foundation
ID : 17-73-20260
Organisme : Wellcome Trust (UK)
Organisme : University of Queensland (Australia)
Informations de copyright
© 2021 Wiley-VCH GmbH.
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