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制备具有高效抗真菌和抗氧化活性的 2,6-二脲基壳聚糖寡糖衍生物。

Preparation of 2,6-diurea-chitosan oligosaccharide derivatives for efficient antifungal and antioxidant activities.

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; Center for Ocean Mega-Science, Chinese Academy of Sciences, 7 Nanhai Road, Qingdao, 266071, China; University of Chinese Academy of Sciences, Beijing 100049, China.

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.

出版信息

Carbohydr Polym. 2020 Apr 15;234:115903. doi: 10.1016/j.carbpol.2020.115903. Epub 2020 Jan 25.

Abstract

In this study, 2-urea-chitosan oligosaccharide derivatives (2-urea-COS derivatives) and 2,6-diurea-chitosan oligosaccharide derivatives (2,6-diurea-COS derivatives) were successfully designed and synthesized via intermediate 2-methoxyformylated chitosan oligosaccharide. All samples were characterized and compared based on FT-IR, H NMR spectroscopy, and elemental analysis. The antifungal effects of COS derivatives were tested against Fusarium oxysporum f. sp. niveum, Phomopsis asparagus, and Botrytis cinereal. Their antioxidant properties, including superoxide radicals' scavenging activity, hydroxyl radicals' scavenging activity, and DPPH radicals' scavenging activity were also explored within different concentrations. COS derivatives bearing urea groups showed improved bioactivity compared with pristine COS and 2,6-diurea-COS derivatives had a higher biological activity than 2-urea-COS derivatives in tested concentrations. Additionally, L929 cells were used to carry out cytotoxicity test of COS and COS derivatives by CCK-8 assay. The results indicated that some of samples showed low cytotoxicity. These findings offered a suggestion that COS derivatives bearing urea groups are promising biological materials.

摘要

在这项研究中,通过中间产物 2-甲氧基甲酰化壳寡糖成功设计和合成了 2-脲基壳寡糖衍生物(2-脲基-COS 衍生物)和 2,6-二脲基壳寡糖衍生物(2,6-二脲基-COS 衍生物)。所有样品均基于 FT-IR、H NMR 光谱和元素分析进行了表征和比较。COS 衍生物对粉红聚端孢菌、芦笋茎枯病菌和灰葡萄孢菌的抗真菌作用进行了测试。在不同浓度下,还研究了它们的抗氧化性能,包括超氧自由基清除活性、羟基自由基清除活性和 DPPH 自由基清除活性。与原始 COS 相比,带有脲基的 COS 衍生物表现出更好的生物活性,并且在测试浓度下,2,6-二脲基-COS 衍生物比 2-脲基-COS 衍生物具有更高的生物活性。此外,通过 CCK-8 测定法对 COS 和 COS 衍生物进行了 L929 细胞的细胞毒性测试。结果表明,一些样品显示出低细胞毒性。这些发现表明,带有脲基的 COS 衍生物是有前途的生物材料。

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