Synthesis and antimicrobial properties of polymerizable quaternary ammoniums

Introduction of biocide monomers during the process of polymerization is a promising approach in the development of new permanent non leaching biocide materials. Two series of surfactants monomers, with a quaternary ammonium group as polar head and an acrylic function as the polymerizable moiety, we...

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Bibliographic Details
Published in:European journal of medicinal chemistry 2009-08, Vol.44 (8), p.3201-3208
Main Authors: Caillier, Laurent, de Givenchy, Elisabeth Taffin, Levy, Richard, Vandenberghe, Yves, Géribaldi, Serge, Guittard, Frédéric
Format: Article
Language:English
Subjects:
Anti-Infective Agents - chemical synthesis
Anti-Infective Agents - chemistry
Anti-Infective Agents - pharmacology
Antibiotics. Antiinfectious agents. Antiparasitic agents
Bacteria - drug effects
Biocides
Biological and medical sciences
Drug Design
Fungi - drug effects
General aspects
Medical sciences
Micelles
Microbial Sensitivity Tests
Monomers
Pharmacology. Drug treatments
Polymers - chemistry
Preservatives
Quaternary ammonium compounds
Quaternary Ammonium Compounds - chemical synthesis
Quaternary Ammonium Compounds - chemistry
Quaternary Ammonium Compounds - pharmacology
Structure-Activity Relationship
Surface Properties
Surfactants
Surfmers
Thermodynamics
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Summary:Introduction of biocide monomers during the process of polymerization is a promising approach in the development of new permanent non leaching biocide materials. Two series of surfactants monomers, with a quaternary ammonium group as polar head and an acrylic function as the polymerizable moiety, were synthesized and tested to evaluate their surface active properties alongside with their antibacterial and antifungal properties. Four microbial strains were used to perform the study: Pseudomonas aeruginosa, Staphylococcus aureus, Candida albicans and Aspergillus niger. The biocidal efficacy measured by bacterial and fungal growth inhibition expressed as MIC (Minimal Inhibitory Concentration) and MLC (Minimal Lethal Concentration) values was discussed as a function of molecular parameters. All the synthesized surfactant monomers presented bactericidal and fungicidal activities. Increasing the spacer between the acrylic part and the ammonium group has a favourable effect on the MIC and MLC results. Quaternary ammonium acrylates, usable as precursor of bioactive materials, were prepared and their biocidal activity was evaluated vs. S. aureus, P. aeruginosa, A. niger and C. albicans. [Display omitted]
ISSN:0223-5234
1768-3254
DOI:10.1016/j.ejmech.2009.03.031