School of Biological Science and Biotechnology, Minnan Normal University, Zhangzhou 363000, China.
College of Food Science & Engineering, Collaborative Innovation Center for Modern Grain Circulation and Safety, Nanjing University of Finance and Economics, Nanjing 210023, China.
Int J Biol Macromol. 2024 Apr;263(Pt 2):130450. doi: 10.1016/j.ijbiomac.2024.130450. Epub 2024 Feb 25.
This study successfully grafted caffeic acid and 3,4-dihydroxybenzoic acid into chitosan through a coupling reaction, yielding grafting ratio of 8.93 % for caffeic acid grafted chitosan (CA-GC) and 9.15 % for 3,4-dihydroxybenzoic acid grafted chitosan (DHB-GC) at an optimal concentration of 4 mmol phenolic acids. The characterization of modified chitosans through ultraviolet visible spectrometer (UV-vis), Fourier transform infrared spectrometer (FTIR), proton nuclear magnetic resonance (H NMR), and x-ray photoelectron spectrometer (XPS) confirmed the successful grafting of phenolic acids. In the subsequent step of emulsion preparation, confocal laser scanning microscope images confirmed the formation of O/W (oil-in-water) emulsions. The phenolic acid-grafted chitosans exhibited better emulsification properties compared to native chitosan, such as reduced droplet size, more uniform emulsion droplet distribution, increased ζ-potential, and enhanced emulsifying activity and stability. Moreover, the modified chitosans demonstrated increased antioxidant activities (evidenced by DPPH and β-carotene assays) and displayed greater antimicrobial effects against E. coli and S. aureus. Its efficacy in curcumin encapsulation was also notable, with improved encapsulation efficiency, sustained release rates, and enhanced storage and photostability. These findings hint at the potential of modified chitosans as an effective emulsifier.
本研究通过偶联反应成功地将咖啡酸和 3,4-二羟基苯甲酸接枝到壳聚糖上,在最佳浓度 4mmol 酚酸条件下,接枝到壳聚糖上的咖啡酸接枝壳聚糖(CA-GC)和 3,4-二羟基苯甲酸接枝壳聚糖(DHB-GC)的接枝率分别为 8.93%和 9.15%。通过紫外可见分光光度计(UV-vis)、傅里叶变换红外光谱仪(FTIR)、质子核磁共振(H NMR)和 X 射线光电子能谱仪(XPS)对改性壳聚糖进行了表征,证实了酚酸的成功接枝。在随后的乳液制备步骤中,共焦激光扫描显微镜图像证实了 O/W(油包水)乳液的形成。与天然壳聚糖相比,接枝了酚酸的壳聚糖表现出更好的乳化性能,例如降低了液滴尺寸、更均匀的乳液液滴分布、增加了 ζ-电位、增强了乳化活性和稳定性。此外,改性壳聚糖表现出增强的抗氧化活性(通过 DPPH 和 β-胡萝卜素测定法证明)和对大肠杆菌和金黄色葡萄球菌的更大的抗菌作用。其对姜黄素的包封效果也很显著,具有提高的包封效率、缓释率以及增强的储存和光稳定性。这些发现表明改性壳聚糖作为一种有效的乳化剂具有潜力。