Water-soluble chlorogenic acid-chitosan and polydatin-chitosan conjugates: antibacterial activity and inhibition of lipid and protein oxidation.

IF 3.3 2区农林科学 Q1 AGRICULTURE, MULTIDISCIPLINARY Journal of the Science of Food and Agriculture Pub Date : 2024-10-28 DOI:10.1002/jsfa.13989

Tianfang Duan, Zeru Xu, Shanbai Xiong, Hongying Du

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Abstract

Background: Chitosan (CS), an abundant alkaline polysaccharide, is valued for its biocompatibility, non-toxicity, and antibacterial properties. However, its limited solubility and modest antioxidant activity constrain its utility. Grafting polyphenols onto chitosan through the use of grafting reactions can enhance both the solubility and bioactivity of chitosan. Among the techniques employed, the free radical grafting method is favored for its simplicity, environmental sustainability, and its effectiveness in preserving biological activity.

Results: In this study, chlorogenic acid (CGA) and polydatin (PLD) were conjugated successfully to chitosan by a Vc/H₂O₂ redox system. Analytical techniques such as ultraviolet-visible (UV-visible) spectroscopy, fourier transform infrared (FTIR) spectroscopy, X-ray diffraction (XRD), and proton nuclear magnetic resonance (¹H NMR) were employed to confirm the formation of covalent bonding between the polyphenol molecules and the chitosan backbone. The novel conjugates displayed superior antioxidant properties in comparison with pristine chitosan, as evidenced by their enhanced 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical, 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical, and hydroxyl radical scavenging capacities, and Fe²⁺ reducing power. Both CGA-CS and PLA-CS exhibited excellent lipid and protein oxidation inhibition capabilities. Furthermore, the conjugates were shown to have significant antibacterial effects against four common pathogenic bacteria: Pseudomonas fluorescens, Pseudomonas aeruginosa, Pseudomonas putida, and Staphylococcus aureus (P < 0.05).

Conclusion: The newly synthesized water-soluble polyphenol-chitosan conjugates demonstrated remarkable biological activity, particularly CGA-CS. This study offers new insights and a strong theoretical foundation for developing natural food preservation materials with potential applications in the food industry. © 2024 Society of Chemical Industry.

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水溶性绿原酸-壳聚糖和聚拉丁-壳聚糖共轭物：抗菌活性及抑制脂质和蛋白质氧化。

背景：壳聚糖（CS）是一种丰富的碱性多糖，因其生物相容性、无毒性和抗菌性而备受重视。然而，其有限的溶解性和适度的抗氧化活性限制了它的用途。通过接枝反应将多酚接枝到壳聚糖上可以提高壳聚糖的溶解性和生物活性。在采用的技术中，自由基接枝法因其简单性、环境可持续性和有效保留生物活性而受到青睐：结果：本研究利用 Vc/H2O2 氧化还原体系成功地将绿原酸（CGA）和聚铂（PLD）接枝到壳聚糖上。研究采用了紫外-可见（UV-visible）光谱、傅立叶变换红外（FTIR）光谱、X 射线衍射（XRD）和质子核磁共振（1H NMR）等分析技术来确认多酚分子与壳聚糖骨架之间共价键的形成。与原始壳聚糖相比，新型共轭物具有更优越的抗氧化性能，这体现在它们的 2,2-二苯基-1-苦基肼（DPPH）自由基、2,2'-偶氮二异（3-乙基苯并噻唑啉-6-磺酸）（ABTS）自由基、羟自由基清除能力和 Fe2+ 还原能力均有所增强。CGA-CS 和 PLA-CS 都具有出色的脂质和蛋白质氧化抑制能力。此外，这些共轭物对四种常见病原菌具有显著的抗菌效果：荧光假单胞菌、铜绿假单胞菌、绿脓杆菌和金黄色葡萄球菌（P 结论）：新合成的水溶性多酚-壳聚糖共轭物具有显著的生物活性，尤其是 CGA-CS。这项研究为开发具有食品工业应用潜力的天然食品保鲜材料提供了新的见解和坚实的理论基础。© 2024 化学工业协会。

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来源期刊

Journal of the Science of Food and Agriculture 工程技术-农业综合

CiteScore

8.10

自引率

4.90%

发文量

634

审稿时长

3.1 months

期刊介绍： The Journal of the Science of Food and Agriculture publishes peer-reviewed original research, reviews, mini-reviews, perspectives and spotlights in these areas, with particular emphasis on interdisciplinary studies at the agriculture/ food interface. Published for SCI by John Wiley & Sons Ltd. SCI (Society of Chemical Industry) is a unique international forum where science meets business on independent, impartial ground. Anyone can join and current Members include consumers, business people, environmentalists, industrialists, farmers, and researchers. The Society offers a chance to share information between sectors as diverse as food and agriculture, pharmaceuticals, biotechnology, materials, chemicals, environmental science and safety. As well as organising educational events, SCI awards a number of prestigious honours and scholarships each year, publishes peer-reviewed journals, and provides Members with news from their sectors in the respected magazine, Chemistry & Industry . Originally established in London in 1881 and in New York in 1894, SCI is a registered charity with Members in over 70 countries.