壳寡糖氨基硫脲席夫碱铜的制备及其抗真菌活性

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

以壳寡糖为原料,采用一锅法合成壳寡糖氨基硫脲,然后再与吡啶甲醛经缩合反应合成壳寡糖氨基硫脲席夫碱,最后与铜离子发生配位反应合成目标化合物壳寡糖氨基硫脲席夫碱铜。采用红外光谱仪(FTIR)、紫外可见光谱仪(UV-Vis)、核磁共振波谱仪(NMR)、电感耦合等离子体质谱仪(ICP-MS)和热重-差热分析(TG-DTA)对壳寡糖衍生物进行结构表征。同时采用体外菌丝生长速率法测定壳寡糖及其衍生物对辣椒疫霉菌、烟草黑胫菌、禾谷镰刀菌的体外抗真菌活性。结果表明,壳寡糖氨基硫脲席夫碱铜质量浓度为1. 0 g/L时,对辣椒疫霉、烟草黑胫、禾谷镰刀菌的抑菌率分别为74. 19%、56. 60%和66. 60%,均优于壳寡糖。

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).Theantifungal behaviors of chitosan oligosaccharide and its derivatives against three crop-threatening pathogenicfungi: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 theinhibitory 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 withchitosan.