title: Antioxidant and antibacterial activities of eugenol and carvacrol-grafted chitosan nanoparticles.
abstract: Essential oils are known to possess antimicrobial and antioxidant activity while chitosan is a biocompatible polymer with antibacterial activity against a broad spectrum of bacteria. In this work, nanoparticles with both antioxidant and antibacterial properties were prepared by grafting eugenol and carvacrol (two components of essential oils) on chitosan nanoparticles. Aldehyde groups were first introduced in eugenol and carvacrol, and the grafting of these oils to chitosan nanoparticles was carried out via the Schiff base reaction. The surface concentration of the grafted essential oil components was determined by X-ray photoelectron spectroscopy (XPS). The antioxidant activities of the carvacrol-grafted chitosan nanoparticles (CHCA NPs) and the eugenol-grafted chitosan nanoparticles (CHEU NPs) were assayed with diphenylpicrylhydrazyl (DPPH). Antibacterial assays were carried out with a representative gram-negative bacterium, Escherichia coli (E. coli) and a gram-positive bacterium, Staphylococcus aureus (S. aureus). The grafted eugenol and carvacrol conferred antioxidant activity to the chitosan nanoparticles, and the essential oil component-grafted chitosan nanoparticles achieved an antibacterial activity equivalent to or better than that of the unmodified chitosan nanoparticles. Cytotoxicity assays using 3T3 mouse fibroblast showed that the cytotoxicity of CHEU NPs and CHCA NPs were significant lower than those of the pure essential oils.
authors.affiliation: Department of Chemical and Biomolecular Engineering, National University of Singapore, Singapore.
authors.forename: Fei
authors.initials: F
authors.lastname: Chen
authors.forename: Zhilong
authors.initials: Z
authors.lastname: Shi
authors.forename: K G
authors.initials: KG
authors.lastname: Neoh
authors.forename: E T
authors.initials: ET
authors.lastname: Kang
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity; D000975:Antioxidants / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity; D001713:Biphenyl Compounds / Q000378:metabolism; D002478:Cells, Cultured; D048271:Chitosan / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity; D000081007:Cymenes; D004926:Escherichia coli / Q000187:drug effects; D005054:Eugenol / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity; D005347:Fibroblasts / Q000187:drug effects; D051379:Mice; D008826:Microbial Sensitivity Tests; D039821:Monoterpenes / Q000378:metabolism / Q000494:pharmacology* / Q000633:toxicity; D053758:Nanoparticles / Q000737:chemistry*; D010084:Oxidation-Reduction; D010851:Picrates / Q000378:metabolism; D013211:Staphylococcus aureus / Q000187:drug effects
chemical_list: D000900:Anti-Bacterial Agents; D000975:Antioxidants; D001713:Biphenyl Compounds; D000081007:Cymenes; D039821:Monoterpenes; D010851:Picrates; D005054:Eugenol; D048271:Chitosan; C073316:carvacrol; C004931:1,1-diphenyl-2-picrylhydrazyl