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具有抗氧化活性的多酚功能化壳寡糖吡啶盐的制备与表征

Preparation and Characterization of Polyphenol-Functionalized Chitooligosaccharide Pyridinium Salts with Antioxidant Activity.

作者信息

Qi Zhen, Tan Wenqiang, Guo Zhanyong, Jiang Aili

机构信息

College of Life Sciences, Yantai University, Yantai 264005, China.

School of Marine Science and Fisheries, Jiangsu Ocean University, Lianyungang 222005, China.

出版信息

Mar Drugs. 2025 Mar 30;23(4):150. doi: 10.3390/md23040150.

DOI:10.3390/md23040150
PMID:40278271
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12028530/
Abstract

As a kind of eco-friendly material with wide application prospects, chitooligosaccharide (COS) has attracted increasing attention because of its unique bioactivities. In this study, novel polyphenol-functionalized COS pyridinium salts were designed and synthesized. The structural characteristics of the desired derivatives were confirmed by FT-IR and H NMR spectroscopy. Their antioxidant activities were evaluated in vitro by DPPH radical scavenging assay, superoxide anion radical scavenging assay, and reducing power assay. The solubility assay in common solvents and cytotoxicity assay against L929 cells using the MTT method in vitro were also performed. The antioxidant assay results showed that the compounds functionalized by polyphenol displayed improved antioxidant activities, which were enhanced with the increase of sample concentration and the number of phenolic hydroxyl groups. The solubility assay indicated that the prepared derivatives had good water solubility. Besides, the modified products were non-toxic to the cells tested. In short, the polyphenol-functionalized COS pyridinium salts with enhanced antioxidant activity and good biocompatibility could be employed as newly safe antioxidant in the fields of biomedicine and food.

摘要

作为一种具有广泛应用前景的环保材料,壳寡糖(COS)因其独特的生物活性而受到越来越多的关注。在本研究中,设计并合成了新型多酚功能化壳寡糖吡啶盐。通过傅里叶变换红外光谱(FT-IR)和核磁共振氢谱(H NMR)对目标衍生物的结构特征进行了确证。通过二苯基苦味酰基自由基(DPPH)清除试验、超氧阴离子自由基清除试验和还原能力试验对其体外抗氧化活性进行了评价。还进行了在常用溶剂中的溶解度试验以及采用MTT法对L929细胞的体外细胞毒性试验。抗氧化试验结果表明,多酚功能化的化合物表现出增强的抗氧化活性,且随着样品浓度和酚羟基数量的增加而增强。溶解度试验表明,所制备的衍生物具有良好的水溶性。此外,改性产物对所测试的细胞无毒。总之,具有增强抗氧化活性和良好生物相容性的多酚功能化壳寡糖吡啶盐可作为生物医药和食品领域新型的安全抗氧化剂。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/08649469df0e/marinedrugs-23-00150-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/2bf8fbaa2b0b/marinedrugs-23-00150-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/21df57d89091/marinedrugs-23-00150-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/e91d34e2f826/marinedrugs-23-00150-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/cd726f56d5f9/marinedrugs-23-00150-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/254d28445113/marinedrugs-23-00150-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/d9283f83fa71/marinedrugs-23-00150-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/2db2021ecdf1/marinedrugs-23-00150-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/08649469df0e/marinedrugs-23-00150-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/2bf8fbaa2b0b/marinedrugs-23-00150-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/21df57d89091/marinedrugs-23-00150-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/e91d34e2f826/marinedrugs-23-00150-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/cd726f56d5f9/marinedrugs-23-00150-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/254d28445113/marinedrugs-23-00150-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/d9283f83fa71/marinedrugs-23-00150-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/2db2021ecdf1/marinedrugs-23-00150-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8c43/12028530/08649469df0e/marinedrugs-23-00150-g007.jpg

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