Synthesis and antimicrobial activities of acrylamide polymers containing quaternary ammonium salts on bacteria and phytopathogenic fungi

Abstract

Three series of acrylamide monomers/polymers containing quaternary ammonium salts (QASs), i.e., acrylamide QAS monomers (QDs), homopolymers of QDs (PQDs) and copolymers of QDs with acrylate monomer (PQDCs), were synthesized and employed in antimicrobial tests against both bacteria (Escherichia coli (E. coli) and Staphylococcus albus (S. albus)) and phytopathogenic fungi (Rhizoctonia solani (R. solani) and Fusarium oxysporum f. sp. cubense race 4 (Foc4)). The antibacterial activity of the QASs was evaluated by determining the minimum inhibitory concentration (MIC) against E. coli and S. albus by the TTC coloration method, and the antifungal activity was measured by mycelia growth inhibition as well as MIC and the minimum fungicidal concentration (MFC) values. The results indicated that PQD homopolymers and PQDC copolymers showed far better antimicrobial activities than QD monomers. PQDC copolymers by incorporating hydrophobic acrylate units into the main chain of polyacrylamide backbone displayed even better antimicrobial activities, depending on QAS structure and hydrophobic content. Moreover, polymers with benzyl group attached to nitrogen atom showed better inhibitory effect on bacteria and phytopathogenic fungi. The results could assist understanding and development of future design of antimicrobial polymers as potential fungicide agents to control plant disease.