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酚酸壳寡糖衍生物的合成、表征及抗氧化活性研究。

Synthesis, Characterization, and the Antioxidant Activity of Phenolic Acid Chitooligosaccharide Derivatives.

机构信息

Key Laboratory of Coastal Biology and Bioresource Utilization, Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China.

University of Chinese Academy of Sciences, Beijing 100049, China.

出版信息

Mar Drugs. 2022 Jul 28;20(8):489. doi: 10.3390/md20080489.

DOI:10.3390/md20080489
PMID:36005492
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9410539/
Abstract

A series of phenolic acid chitooligosaccharide (COS) derivatives synthesized by two mild and green methods were illuminated in this paper. Seven phenolic acids were selected to combine two kinds of COS derivatives: the phenolic acid chitooligosaccharide salt derivatives and the phenolic-acid-acylated chitooligosaccharide derivatives. The structures of the derivatives were characterized by FT-IR and H NMR spectra. The antioxidant experiment results in vitro (including DPPH-radical scavenging activity, superoxide-radical scavenging activity, hydroxyl-radical scavenging ability, and reducing power) demonstrated that the derivatives exhibited significantly enhanced antioxidant activity compared to COS. Moreover, the study showed that the phenolic acid chitooligosaccharide salts had stronger antioxidant activity than phenolic-acid-acylated chitooligosaccharide. The cytotoxicity assay of L929 cells in vitro indicated that the derivatives had low cytotoxicity and good biocompatibility. In conclusion, this study provides a possible synthetic method for developing novel and nontoxic antioxidant agents which can be used in the food and cosmetics industry.

摘要

本文报道了两种温和、绿色的方法合成的一系列酚酸壳寡糖(COS)衍生物。选择了七种酚酸来结合两种 COS 衍生物:酚酸壳寡糖盐衍生物和酚酸酰化壳寡糖衍生物。通过傅里叶变换红外光谱(FT-IR)和核磁共振氢谱(H NMR)对衍生物的结构进行了表征。体外抗氧化实验(包括 DPPH 自由基清除活性、超氧自由基清除活性、羟基自由基清除能力和还原能力)表明,与 COS 相比,衍生物表现出显著增强的抗氧化活性。此外,研究表明,酚酸壳寡糖盐的抗氧化活性强于酚酸酰化壳寡糖。体外 L929 细胞的细胞毒性试验表明,衍生物具有低细胞毒性和良好的生物相容性。总之,本研究为开发新型无毒抗氧化剂提供了一种可能的合成方法,可用于食品和化妆品行业。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/a58c6d0f8553/marinedrugs-20-00489-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/8d8533d5b54d/marinedrugs-20-00489-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/07d30fe9e2bf/marinedrugs-20-00489-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/f9269233f1b6/marinedrugs-20-00489-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/d02ce227ce00/marinedrugs-20-00489-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/204fc3a22f33/marinedrugs-20-00489-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/6c4efaefa1f4/marinedrugs-20-00489-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/6b95a6f97175/marinedrugs-20-00489-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/be966e405562/marinedrugs-20-00489-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/8ae3a52e986a/marinedrugs-20-00489-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/817bfc3ea99d/marinedrugs-20-00489-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/55469dc96b08/marinedrugs-20-00489-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/7ee8e0991f08/marinedrugs-20-00489-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/a58c6d0f8553/marinedrugs-20-00489-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/8d8533d5b54d/marinedrugs-20-00489-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/07d30fe9e2bf/marinedrugs-20-00489-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/f9269233f1b6/marinedrugs-20-00489-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/d02ce227ce00/marinedrugs-20-00489-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/204fc3a22f33/marinedrugs-20-00489-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/6c4efaefa1f4/marinedrugs-20-00489-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/6b95a6f97175/marinedrugs-20-00489-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/be966e405562/marinedrugs-20-00489-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/8ae3a52e986a/marinedrugs-20-00489-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/817bfc3ea99d/marinedrugs-20-00489-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/55469dc96b08/marinedrugs-20-00489-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/7ee8e0991f08/marinedrugs-20-00489-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eb94/9410539/a58c6d0f8553/marinedrugs-20-00489-g012.jpg

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