Chinese Journal of Applied Chemistry ›› 2019, Vol. 36 ›› Issue (5): 500-508.DOI: 10.11944/j.issn.1000-0518.2019.05.180284

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Synthesis and Antifungal Activities of Chitosan Oligosaccharide Thiosemicarbazone Schiff Base Cu(Ⅱ) Complex

BAO Jinping,FAN Sufang,YANG Guoyu(),WANG Zhimin,WANG Ying,LIU Xiaohua,XU Cuilian()   

  1. College of Sciences,Henan Agricultural University,Zhengzhou 450002,China
  • Received:2018-09-03 Accepted:2019-01-03 Published:2019-05-01 Online:2019-05-06
  • Contact: YANG Guoyu,XU Cuilian
  • Supported by:
    Supported by the Science and Technology Tackling Key Project of Henan Province(No.1521021100700, No.112101110200);Project of Subsidized Youth Backbone Teachers in Henan Higher Education Institutions(No.2014GGJS-083);National Undergraduate Training Program for Innovation and Entrepreneurship(No.201610466022)


Chitosan oligosaccharide thiosemicarbazide was prepared in one-pot. Then chitosan oligosaccharide thiosemicarbazone was synthesized by the reaction of chitosan thiosemicarbazide with 2-pyridinecarboxaldehyde. Chitosan oligosaccharide thiosemicarbazone Cu(Ⅱ) complex was thus obtained by the reaction of chitosan thiosemicarbazide with Cu(Ⅱ) salt. The structure of the synthesized compounds was characterized by infrared(IR) spectroscopy, ultraviolet-visible(UV-Vis) spectroscopy, nuclear magnetic resonance(NMR), inductively coupled plasma(ICP), and thermogravimetry-differential thermal analysis(TG-DTA). The antifungal behaviors of chitosan oligosaccharide and its derivatives against three crop-threatening pathogenic fungi:Phytophthora capsici(P.capsici), Phytophthora nicotianae(P.nicotianae), Fusarium graminearum(F.graminearum) were investigated by mycelial growth rate method in vitro. The results show that the inhibitory index of chitosan thiosemicarbazone Cu(Ⅱ) complex against P.capsici, P.nicotianae, F.graminearum is 74.19%, 56.60%, 66.60%, respectively, and is higher than those observed with chitosan.

Key words: chitosan oligosaccharide, thiosemicarbazide, Cu(Ⅱ) complex, antifungal activity