Chitosan-curcumin conjugate prepared by one-step free radical grafting: Characterization, and functional evaluation

IF 2.4 3区化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Carbohydrate Research Pub Date : 2024-10-23 DOI:10.1016/j.carres.2024.109297

Xuerong Luo , Lingyu Zhao , Imran Mahmood Khan , Lin Yue , Yin Zhang , Zhouping Wang

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Abstract

Curcumin (Cur) is a naturally hydrophobic polyphenol, and it has a wide range of physiological functions. But the practical application of Cur is constrained by its low water solubility and poor stability. To improve these deficiencies of Cur, a novel Cur derivative (CS-Cur) was prepared by grafting chitosan (CS) with Cur through a one-step reaction of a free radical-mediated redox system. A series of characterizations provided evidence that the grafting of CS with Cur was successful. The obtained CS-Cur showed lower crystallinity and thermal properties than CS and Cur. After grafting, the water solubility of CS-Cur was found to be 9.76 ± 2.45 g/L and greatly improved. Meanwhile, the CS-Cur showed good photothermal stability, antioxidant activity, and photodynamic antibacterial activity in an aqueous solution, and it had good in vitro biosafety. This provides an idea for the design and synthesis of novel highly water-soluble Cur derivatives and also improves the practical application of Cur in aqueous systems.

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一步自由基接枝法制备壳聚糖-姜黄素共轭物：表征和功能评估

姜黄素（Cur）是一种天然疏水性多酚，具有广泛的生理功能。但由于姜黄素的水溶性低、稳定性差，其实际应用受到限制。为了改善 Cur 的这些不足，研究人员通过自由基介导的氧化还原体系一步反应，将壳聚糖（CS）与 Cur 接枝，制备出一种新型 Cur 衍生物（CS-Cur）。一系列表征结果表明，壳聚糖与 Cur 的接枝反应是成功的。获得的 CS-Cur 的结晶度和热性能均低于 CS 和 Cur。接枝后，CS-Cur 的水溶性为 9.76 ± 2.45 g/L，大大提高。同时，CS-Cur 在水溶液中表现出良好的光热稳定性、抗氧化活性和光动力抗菌活性，并具有良好的体外生物安全性。这为设计和合成新型高水溶性 Cur 衍生物提供了思路，也提高了 Cur 在水体系中的实际应用。

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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".