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具有增强功能特性和协同伤口愈合效果的壳聚糖-没食子酸共轭物。

Chitosan-gallic acid conjugate with enhanced functional properties and synergistic wound healing effect.

作者信息

Khainskaya Katsiaryna, Hileuskaya Kseniya, Nikalaichuk Viktoryia, Ladutska Alena, Akhmedov Oliy, Abrekova Nadjiye, You Lijun, Shao Ping, Odonchimeg Munkhjargal

机构信息

Institute of Chemistry of New Materials of the National Academy of Sciences of Belarus, 36 F. Skaryna str., 220084, Minsk, Belarus.

Institute of Chemistry of New Materials of the National Academy of Sciences of Belarus, 36 F. Skaryna str., 220084, Minsk, Belarus.

出版信息

Carbohydr Res. 2025 Jul;553:109496. doi: 10.1016/j.carres.2025.109496. Epub 2025 Apr 18.

Abstract

Chitosan-gallic acid conjugates were synthesized by carbodiimide method and characterized by physicochemical methods (UV-vis, FTIR, H NMR, TGA). The FTIR and NMR assays confirmed that the chemical interaction occurred solely due to the formation of an amide bond. It was established that by varying the ratio of the components during synthesis it is possible to obtain conjugates with desired conjugation ratio, grafting efficiency and gallic acid content up to 8.09 ± 1.72 %, 70.51 ± 9.45 % and 79.9 ± 2.4 μg gallic acid/mg chitosan, respectively. Chitosan-gallic acid conjugate with a 5 % conjugation ratio demonstrated excellent antioxidant properties: the IC50 value for ABTS radical scavenging activity was 0.0073 ± 0.0001 mg/mL. In vitro tests showed that conjugation of chitosan with gallic acid provided the antiglycemic activity of the material and its good biocompatibility. A low level of cytotoxicity was recorded in the HaCaT cell line model (IC50 was 1030.4 μg/mL). The received eco-friendly chitosan-gallic acid conjugate effectively inhibited the growth of thermophilic spore-forming bacteria G. thermodenitrificans and the resistant to classical antibiotics strain A. palidus. The results of an in vivo comparative analysis showed that chitosan-gallic acid conjugate had excellent wound healing properties due to the synergism of the polysaccharide and the natural antioxidant.

摘要

壳聚糖 - 没食子酸共轭物通过碳二亚胺法合成,并采用物理化学方法(紫外可见光谱、傅里叶变换红外光谱、核磁共振氢谱、热重分析)进行表征。傅里叶变换红外光谱和核磁共振分析证实,化学相互作用仅因酰胺键的形成而发生。结果表明,通过在合成过程中改变各组分的比例,可以分别获得具有所需共轭比、接枝效率和没食子酸含量高达8.09±1.72%、70.51±9.45%和79.9±2.4μg没食子酸/毫克壳聚糖的共轭物。共轭比为5%的壳聚糖 - 没食子酸共轭物表现出优异的抗氧化性能:ABTS自由基清除活性的IC50值为0.0073±0.0001毫克/毫升。体外试验表明,壳聚糖与没食子酸的共轭赋予了该材料抗血糖活性及其良好的生物相容性。在HaCaT细胞系模型中记录到低水平的细胞毒性(IC50为1030.4μg/毫升)。所制备的环保型壳聚糖 - 没食子酸共轭物有效抑制了嗜热芽孢杆菌热脱硝栖热菌和对经典抗生素耐药的苍白杆菌的生长。体内对比分析结果表明,由于多糖和天然抗氧化剂的协同作用,壳聚糖 - 没食子酸共轭物具有优异的伤口愈合性能。

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