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Anti-Mold Activities of Cationic Oligomeric Surfactants
Zeyu Zhao1,2, Bin Liu3, Ziqi Zhang1,2
1CAS Key Laboratory of Colloid, Interface, and Chemical Thermodynamics, Beijing National Laboratory for Molecular Sciences Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China.
Abstract:
Molds are persistent and harmful but receive far less research attention compared with pathogenic bacteria. With the increase in microbial resistance to single-chain surfactant antimicrobial agents, it is crucial to investigate how surfactant structures affect the antimicrobial activity of surfactants. Here, we have studied the antimold efficacy of a series of oligomeric cationic quaternary ammonium surfactants at varying oligomerization levels with or without dynamic covalent imine bonds. Four common molds are chosen as representatives: A. niger, T. viride, C. globosum, and P. funiculosum. The minimum fungicidal concentration (MFC) results indicate that the dynamic covalent surfactants in solution display stronger antimold activity than the surfactants of the same oligomerization degree without imine bonds, and the antimold activity decreases as the oligomerization degree increases. The superior fungicidal efficacy of imine-based surfactants in solution is attributed to their longer hydrophobic chains and benzene rings, which enhance the interactions with mold membranes, causing perforation and membrane disruption. Nonetheless, the higher oligomerization degree reduces antimold effectiveness due to the formation of overly stable aggregates, which lower the concentration of free molecular monomers released from aggregates and may accumulate on mold spore membranes. However, on fabric surfaces, the surfactants with a higher oligomerization degree show stronger antimold performance. The multiple hydrophobic chains and cationic headgroups result in greater surfactant adsorption and stronger antimildew activity. Moreover, the reversibility of the imine-based surfactants plays a significant role in reducing the likelihood of resistance. This work is helpful to construct antimicrobial agents with broad-spectrum activity and a weak resistance potential.
Insights
Cationic quaternary ammonium surfactants with imine bonds show potent mold-killing activity. Their effectiveness depends on structure and surface, offering broad-spectrum antimicrobial potential with reduced resistance.
Area of Science:
- Materials Science
- Microbiology
- Chemical Engineering
Background:
- Molds pose significant threats but lack research compared to bacteria.
- Increasing microbial resistance necessitates novel antimicrobial agents.
- Understanding surfactant structure-activity relationships is crucial for developing effective antimicrobials.
Purpose of the Study:
- To evaluate the antimold efficacy of oligomeric cationic quaternary ammonium surfactants.
- To investigate the influence of imine bonds and oligomerization degree on surfactant activity.
- To explore the potential of these surfactants as broad-spectrum antimicrobial agents with low resistance potential.
Main Methods:
- Synthesis and characterization of oligomeric cationic quaternary ammonium surfactants with and without imine bonds.
- Determination of minimum fungicidal concentration (MFC) against four common mold species (A. niger, T. viride, C. globosum, P. funiculosum).
- Assessment of surfactant performance in solution and on fabric surfaces.
Main Results:
- Surfactants with imine bonds exhibited stronger antimold activity in solution than those without.
- Antimold activity decreased with increasing oligomerization degree in solution due to aggregate formation.
- Surfactants with higher oligomerization degrees showed enhanced performance on fabric surfaces due to increased adsorption.
- Imine-based surfactants demonstrated reversible properties, potentially reducing resistance development.
Conclusions:
- Dynamic covalent imine bonds enhance the antimold efficacy of quaternary ammonium surfactants in solution.
- Oligomerization degree critically influences surfactant performance, with optimal activity varying between solution and surface applications.
- The reversible nature of imine bonds offers a strategy for developing antimicrobial agents with reduced resistance potential.
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