Antibacterial and antioxidative activity of O-amine functionalized chitosan. (1st August 2017)

• Record Type: Journal Article
• Authors: Tamer, Tamer M.; Hassan, Mohamed A.; Omer, Ahmed M.; Valachová, Katarína; Eldin, Mohamed S. Mohy; Collins, Maurice N.; Šoltés, Ladislav
• Is Part Of: Carbohydrate polymers. Volume 169(2017)
• Page Start: 441
• Page End: 450
• Publication Date: 2017-08-01
• Subjects: ABTS 2, 2′- azinobis-[3-ethylbenzothiazoline-6-sulfonic acid] diammonium salt -- DMEM Dulbecco's modified Eagle's medium supplemented -- DMSO dimethyl sulfoxide -- EDA Ethylene diamine -- GlcNAc ß-(1 → 4)-2-acetamido-2-deoxy-d-glucopyranose -- HA hylauronan -- LB broth Luria-Bertani broth -- MTT 3-(4, 5-dimethythiazol-2-yl)-2, 5-diphenyltetrazolium bromide -- pQ para-benzoquinone -- ROS reactive oxygen species -- WBOS Weissberger biogenic oxidative system; Chitosan derivatives -- Staphylococcus aureus -- Bacillus cereus -- Escherichia coli -- Pseudomonas aeruginosa; Polysaccharides -- Periodicals; Polysaccharides -- Periodicals; Polysaccharides -- Périodiques; Electronic journals; 547.78
• DOI: 10.1016/j.carbpol.2017.04.027
• Languages: English
• ISSNs: 0144-8617

Abstract

Highlights: O -amine functionalized chitosan has been synthesized and characterized. Antibacterial and antioxidative properties were significantly improved. Thermal stability was enhanced with the incorporation of cinnamaldehyde. Abstract: Cinnamaldehyde was immobilized to O -amine functionalized chitosan via a coupling reaction. Fourier transform infrared spectroscopy confirmed N -cinnamyl substitution. Wetting analyses demonstrate more hydrophobicity in the N -cinnamyl substituted O -amine functionalized chitosan compared to chitosan or unsubstituted O -amine functionalized chitosan. Thermal gravimetric analysis and differential scanning calorimetry demonstrates that the prepared N -cinnamyl substituted O -amine functionalized chitosan exhibits higher thermostability than unmodified chitosan at temperatures in which polysaccharides are commonly stored and utilised. The N -cinnamyl substituted O -amine functionalized chitosan, against four different bacteria strains [two gram-positive ( Staphylococcus aureus and Bacillus cereus ) and two gram-negative ( Escherichia coli and Pseudomonas aeruginosa )], displays promotion of inhibition activity against these bacterial strains. Finally, the antioxidative activity of the N -cinnamyl substituted O -amine functionalized chitosan was compared with those activities of chitosan and O -amine functionalized chitosan. This was evaluated by uninhibited and inhibited hyaluronan degradation and ABTS assay. The N -cinnamyl substituted O -amine functionalized chitosan shows a lower activity towards donating a hydrogen radical compared to chitosan or O -amine functionalized chitosan. On the other hand, the N -cinnamyl substituted O -amine functionalized chitosan exhibited a higher ability to scavenge the ABTS + cation radical compared to chitosan and O -amine functionalized chitosan.