Quaternary Ammonium Polyethyleneimine: Antibacterial Activity

Author:

Yudovin-Farber Ira1,Golenser Jacob2,Beyth Nurit3,Weiss Ervin I.3,Domb Abraham J.1

Affiliation:

1. Department of Medicinal Chemistry and Natural Products, School of Pharmacy, Faculty of Medicine, The Hebrew University of Jerusalem, Jerusalem 91120, Israel

2. Department of Parasitology, The Kuvin Centre for the Study of Infectious and Tropical Diseases, The Hebrew University of Jerusalem, Jerusalem 91120, Israel

3. Department of Prosthodontics, Faculty of Dentistry, The Hebrew University of Jerusalem, Jerusalem 91120, Israel

Abstract

Quaternary ammonium polyethyleneimine- (QA-PEI-) based nanoparticles were synthesized using two synthetic methods, reductive amination and N-alkylation. According to the first method, QA-PEI nanoparticles were synthesized by cross-linking with glutaraldehyde followed by reductive amination with octanal and further N-methylation with methyl iodide. The second method is based on crosslinking with dialkyl halide followed by N-alkylation with octyl halide and further N-methylation with methyl iodide. QA-PEI nanoparticles completely inhibited bacterial growth (>106bacteria), including both Gram-positive, that is,Staphylococcus aureusat 80 g/mL, and Gram-negative, that is,Escherichia coliat 320 g/mL. Activity analysis revealed that the degree of alkylation and N-methylation of the QA-PEI nanoparticles plays a significant role in antibacterial activity of the reagent. The most potent compound was octyl alkylated QA-PEI alkylated at 1 : 1 mole ratio (primary amine of PEI monomer units/alkylating agent). Also, cytotoxicity studies on MAT-LyLu and MBT cell lines were performed with QA-PEI nanoparticles. These findings confirm previous reports that polycations bearing quaternary ammonium moieties inhibit bacterial growthin vitroand have a potential use as additives in medical devices which need antibacterial properties.

Publisher

Hindawi Limited

Subject

General Materials Science

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