Synthesis of urea-functionalized chitosan derivatives for potential antifungal and antioxidant applications

被引:38
|
作者
Zhang, Jingjing [1 ,2 ]
Tan, Wenqiang [1 ]
Wei, Lijie [1 ,2 ]
Chen, Yuan [1 ,2 ]
Mi, Yingqi [1 ,2 ]
Sun, Xueqi [1 ,2 ]
Li, Qing [1 ]
Dong, Fang [1 ]
Guo, Zhanyong [1 ,2 ]
机构
[1] Chinese Acad Sci, Yantai Inst Coastal Zone Res, Key Lab Coastal Biol & Bioresource Utilizat, Yantai 264003, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
Antifungal activity; Antioxidant activity; Chitosan derivatives; Structural characteristics; Urea groups; ANTIBACTERIAL; NANOPARTICLES; EFFICIENCY; HYDROGELS; FILM;
D O I
10.1016/j.carbpol.2019.03.067
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
In the current study, five novel urea-functionalized chitosan derivatives were synthesized via condensation reactions of chloroacetyl chitosan (CTCS) with urea groups bearing nitrogen-containing heterocycles. In order to identify the structure characteristics of chitosan derivatives, FT-IR, H-1 NMR spectroscopy, and elemental analysis were carried out. The antifungal activity of the derivatives against four species of phytopathogen (Fusarium oxysporum f. sp. niveum, Phomopsis asparagus, Fusarium oxysporum f. sp. cucumebrium Owen, and Botrytis cinerea) was evaluated. Furthermore, the antioxidant activity of chitosan derivatives was tested by hydroxyl-radical scavenging and superoxide-radical scavenging assays. The results indicated that chitosan derivatives bearing urea groups displayed superior bioactivity compared with chitosan. Besides, L929 cells were adopted for cytotoxicity test of chitosan and synthesized samples by CCK-8 assay and all samples showed decreased cytotoxicity. These results suggested that the novel urea-functionalized chitosan derivatives could be an ideal biomaterial for antifungal and antioxidant applications.
引用
收藏
页码:108 / 118
页数:11
相关论文
共 50 条
  • [1] Improved Antioxidant and Antifungal Activity of Chitosan Derivatives Bearing Urea Groups
    Zhang, Jingjing
    Mi, Yingqi
    Sun, Xueqi
    Chen, Yuan
    Miao, Qin
    Tan, Wenqiang
    Li, Qing
    Dong, Fang
    Guo, Zhanyong
    [J]. STARCH-STARKE, 2020, 72 (5-6):
  • [2] Urea-Functionalized Heterocycles: Structure, Hydrogen Bonding and Applications
    Keszei, Soma J.
    Varadi, Mark
    Skoda-Foldes, Rita
    [J]. MOLECULES, 2023, 28 (23):
  • [3] Synthesis and antifungal activity of thiadiazole-functionalized chitosan derivatives
    Li, Qing
    Ren, Jianming
    Dong, Fang
    Feng, Yan
    Gu, Guodong
    Guo, Zhanyong
    [J]. CARBOHYDRATE RESEARCH, 2013, 373 : 103 - 107
  • [4] Synthesis of Schiff bases modified inulin derivatives for potential antifungal and antioxidant applications
    Chen, Yuan
    Mi, Yingqi
    Li, Qing
    Dong, Fang
    Guo, Zhanyong
    [J]. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2020, 143 : 714 - 723
  • [5] Synthesis, characterization, and the antifungal activity of chitosan derivatives containing urea groups
    Zhang, Jingjing
    Tan, Wenqiang
    Zhang, Zhenpeng
    Song, Yinping
    Li, Qing
    Dong, Fang
    Guo, Zhanyong
    [J]. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2018, 109 : 1061 - 1067
  • [6] Synthesis, characterization and antifungal activity of coumarin-functionalized chitosan derivatives
    Yang, Guoyu
    Jin, Qiu
    Xu, Cuilian
    Fan, Sufang
    Wang, Caixia
    Xie, Puhui
    [J]. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2018, 106 : 179 - 184
  • [7] Novel Urea-Functionalized Quinacridone Derivatives: Ultrasound and Thermo Effects on Supramolecular Organogels
    Dou, Chuandong
    Wang, Chenguang
    Zhang, Hongyu
    Gao, Hongze
    Wang, Yue
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (35) : 10744 - 10751
  • [8] Enzymatic synthesis of chitosan derivatives and their potential applications
    Aljawish, Abdulhadi
    Chevalot, Isabelle
    Jasniewski, Jordane
    Scher, Joel
    Muniglia, Lionel
    [J]. JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2015, 112 : 25 - 39
  • [9] Synthesis, Crystal Structure and Anion Recognition Property of a Flexible Urea-functionalized Receptor
    Huang Chao
    Yi Rui
    Chen Dong-Mei
    Zhu Bi-Xue
    Lu Ji-Hong
    [J]. CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2019, 38 (05) : 737 - 744
  • [10] Synthesis, Crystal Structure and Anion Recognition Property of a Flexible Urea-functionalized Receptor
    黄超
    易瑞
    陈冬梅
    朱必学
    卢季红
    [J]. Chinese Journal of Structural Chemistry, 2019, 38 (05) : 737 - 744