Key Laboratory of Coastal Biology and Bioresource Utilization, Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China; Center for Ocean Mega-Science, Chinese Academy of Sciences, 7 Nanhai Road, Qingdao 266071, China; University of Chinese Academy of Sciences, Beijing 100049, China.
School of Chemistry and Materials Science, Ludong University, Yantai 264025, China.
Carbohydr Polym. 2022 Feb 15;278:118970. doi: 10.1016/j.carbpol.2021.118970. Epub 2021 Dec 4.
In this study, to investigate the influence of glyoxylate bearing Schiff base on bioactivity to chitosan quaternary ammonium salts, different chitosan derivatives were synthesized by ion exchange of glyoxylate bearing Schiff base with chitosan quaternary ammonium salts (TMCI and HACC). For this purpose, glyoxylate was prepared by Schiff base reaction of glyoxylic acid and amino heterocycles and it was further ionization to substitute iodide ions and chloride ions. After structural characterization by FTIR and H NMR, the antifungal and antioxidant activities were measured. Results indicated that glyoxylate bearing Schiff base could improve the bioactivity of TMCI and HACC obviously. Specifically, anionic TMCI with Schiff base of amino pyridines possessed best antioxidant activity >92.40% at 1.6 mg/mL against DPPH radicals. Meanwhile, they showed antifungal activity >84.88% at 1.0 mg/mL against G. cingulate. Furthermore, the cytotoxicity was evaluated, and all samples showed good cell viability >80.14% at 1000 μg/mL.
在这项研究中，为了研究偕二氧代苯甲酰席夫碱对壳聚糖季铵盐生物活性的影响，通过偕二氧代苯甲酰席夫碱与壳聚糖季铵盐（TMCI 和 HACC）的离子交换合成了不同的壳聚糖衍生物。为此，通过甘氨酸和氨基杂环的席夫碱反应制备了偕二氧代苯甲酰，然后进一步离子化以取代碘离子和氯离子。通过 FTIR 和 1H NMR 进行结构表征后，测量了其抗真菌和抗氧化活性。结果表明，偕二氧代苯甲酰席夫碱可以明显提高 TMCI 和 HACC 的生物活性。具体而言，带有氨基吡啶席夫碱的阴离子 TMCI 在 1.6 mg/mL 时对 DPPH 自由基的抗氧化活性>92.40%。同时，它们在 1.0 mg/mL 时对 G. cingulate 的抗真菌活性>84.88%。此外，还评估了细胞毒性，所有样品在 1000 μg/mL 时的细胞存活率均>80.14%。
