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新型查尔酮/硫辛酸衍生物与交联壳聚糖的合成用于制备多功能包装薄膜。

Synthesis of novel chalcone/lipoic acid derivatives and cross-linked chitosan for preparation of multi-functional packaging film.

作者信息

Zeng Yiwen, Zeng Yue, Zhu Xudong, Chen Lianmei, Guo Xiaoqiang, Kang Tairan

机构信息

School of Mechanical Engineering, Chengdu University, Chengdu City 610106, China.

Sichuan Industrial Institute of Antibiotics, School of Pharmacy, Chengdu University, Chengdu City 610106, China.

出版信息

Int J Biol Macromol. 2025 Mar;295:138983. doi: 10.1016/j.ijbiomac.2024.138983. Epub 2024 Dec 18.

Abstract

Chitosan is a bio-based material that is more environmentally friendly than traditional petroleum-based materials, but its biofilms often suffer from brittleness and limited antioxidant and antibacterial properties. To overcome these challenges, chemically modified chitosan is a key solution. Herein, a novel CS-LA/CHA films were prepared through a radical reaction of chitosan (CS), lipoic acid/chalcone derivative (LA/CHA) and N,N-methylene bisacrylamide (MBA). Experimental results indicate that the tensile strength of the CS-LA/CHA film is 65 % greater than that of the standard chitosan film following radical cross-linking modification. Additionally, the chalcone ester structure elevates the water contact angle of the CS-LA/CHA film by 18 %, and its antioxidant activity improves to 81 ± 0.01 % (p < 0.01). Concurrently, the water absorption rate (WA) and water vapor permeability (WVP) exhibited significant reductions. Given the remarkable antibacterial properties of chalcone, the CS-LA/CHA film effectively inhibits the proliferation of Escherichia coli and Staphylococcus aureus, which containing 15 wt% LA/CHA can kill >94.1 ± 0.09 % (p < 0.01) of S. aureus and 98.1 ± 0.07 % (p < 0.01) of E. coli. Furthermore, this film can extend the shelf life of fish by an additional 6 to 8 days. The CS-LA/CHA film exhibits substantial potential for application in food preservation.

摘要

壳聚糖是一种生物基材料,比传统的石油基材料更环保,但其生物膜往往存在脆性以及抗氧化和抗菌性能有限的问题。为了克服这些挑战,化学改性壳聚糖是关键解决方案。在此,通过壳聚糖(CS)、硫辛酸/查尔酮衍生物(LA/CHA)和N,N-亚甲基双丙烯酰胺(MBA)的自由基反应制备了一种新型CS-LA/CHA薄膜。实验结果表明,经过自由基交联改性后,CS-LA/CHA薄膜的拉伸强度比标准壳聚糖薄膜高65%。此外,查尔酮酯结构使CS-LA/CHA薄膜的水接触角提高了18%,其抗氧化活性提高到81±0.01%(p<0.01)。同时,吸水率(WA)和水蒸气透过率(WVP)显著降低。鉴于查尔酮具有显著的抗菌性能,CS-LA/CHA薄膜能有效抑制大肠杆菌和金黄色葡萄球菌的增殖,含15 wt% LA/CHA的薄膜能杀死>94.1±0.09%(p<0.01)的金黄色葡萄球菌和98.1±0.07%(p<0.01)的大肠杆菌。此外,这种薄膜可使鱼的货架期延长6至8天。CS-LA/CHA薄膜在食品保鲜方面具有巨大的应用潜力。

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