Synthesis and performance optimization of dual-modified chitosan Derivatives: Effects of novel zwitterionic and quaternary ammonium groups on antibacterial, antioxidant, and biocompatibility properties

IF 2.5 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Carbohydrate Research Pub Date : 2025-05-28 DOI:10.1016/j.carres.2025.109556

Yonggang Peng , Ying Yu , Zhongwen Su , Yujing Zhong , Yikai Chen , Yangfan Mao , Sekar Vijayakumar , Meihua Xin , Mingchun Li

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Abstract

In this study, a series of halogenated zwitterionic–quaternary ammonium chitosan derivatives were synthesized through a dual-modification strategy. Their structures were confirmed by Fourier-transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance (¹H NMR), thermogravimetric analysis (TGA), and X-ray diffraction (XRD) analyses. Antibacterial assays demonstrated that these derivatives possess broad-spectrum activity against Escherichia coli and Staphylococcus aureus, with favorable MIC, MBC, and inhibition rate values. Antioxidant evaluations revealed improved radical-scavenging capacity compared to native chitosan. Furthermore, CCK-8 cytotoxicity and hemolysis tests confirmed their excellent biocompatibility, with no detectable toxicity. Collectively, these derivatives exhibit promising antibacterial, antioxidant, and biosafety properties, underscoring their broad potential for applications in food preservation, biomedical materials, and cosmetics.

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双改性壳聚糖衍生物的合成及性能优化：新型两性离子和季铵基团对抗菌、抗氧化和生物相容性的影响

本研究采用双改性策略合成了一系列卤化两性离子季铵盐壳聚糖衍生物。通过傅里叶变换红外光谱（FTIR）、质子核磁共振（1H NMR）、热重分析（TGA）和x射线衍射（XRD）等分析证实了它们的结构。抗菌实验表明，这些衍生物对大肠杆菌和金黄色葡萄球菌具有广谱活性，具有良好的MIC、MBC和抑制率值。抗氧化评价显示，与天然壳聚糖相比，其自由基清除能力有所提高。此外，CCK-8细胞毒性和溶血试验证实了它们具有良好的生物相容性，没有可检测到的毒性。总的来说，这些衍生物具有良好的抗菌、抗氧化和生物安全性能，强调了它们在食品保鲜、生物医学材料和化妆品方面的广泛应用潜力。

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来源期刊

Carbohydrate Research 化学-生化与分子生物学

CiteScore

5.00

自引率

3.20%

发文量

183

审稿时长

3.6 weeks

期刊介绍： Carbohydrate Research publishes reports of original research in the following areas of carbohydrate science: action of enzymes, analytical chemistry, biochemistry (biosynthesis, degradation, structural and functional biochemistry, conformation, molecular recognition, enzyme mechanisms, carbohydrate-processing enzymes, including glycosidases and glycosyltransferases), chemical synthesis, isolation of natural products, physicochemical studies, reactions and their mechanisms, the study of structures and stereochemistry, and technological aspects. Papers on polysaccharides should have a "molecular" component; that is a paper on new or modified polysaccharides should include structural information and characterization in addition to the usual studies of rheological properties and the like. A paper on a new, naturally occurring polysaccharide should include structural information, defining monosaccharide components and linkage sequence. Papers devoted wholly or partly to X-ray crystallographic studies, or to computational aspects (molecular mechanics or molecular orbital calculations, simulations via molecular dynamics), will be considered if they meet certain criteria. For computational papers the requirements are that the methods used be specified in sufficient detail to permit replication of the results, and that the conclusions be shown to have relevance to experimental observations - the authors'' own data or data from the literature. Specific directions for the presentation of X-ray data are given below under Results and "discussion".