Synthesis, characterization and antifungal efficacy of C-coordinated O-carboxymethyl chitosan Cu(II) complexes
Synthesis, characterization and antifungal efficacy of C-coordinated O-carboxymethyl chitosan Cu(II) complexes
复制标题
DOI：
10.1016/j.carbpol.2016.12.040
复制
发表时间：
2017-03-15
影响因子：
11.2
通讯作者：
Li, Pengcheng
中科院分区：
文献类型：
--
作者：
Liu, Weixiang;Qin, Yukun;Li, Pengcheng
通过缩合反应合成了一种新型的o -羧甲基壳聚糖希夫碱（O-CSPX）。铜离子经过配位反应，得到了Cu（II）配合物（O-CSPX-Cu）。高斯09计算的O-CSPX-Cu的理论结构表明，铜离子发生了dsp(2)杂化，由p- π共轭基中的碳原子和乙酸离子中的氧原子配位。然后通过FT-IR、H-1 NMR、CP-MAS C-13 NMR、元素分析、DSC和XRD对其结构进行了表征。研究了O-CSPX-Cu在0.05 ~ 0.20 mg/mL浓度范围内对辣椒疫霉（Phytophthora capsici）、玉米赤霉素（Gibberella zeae）和cingulata Glomerella cingulata的抑菌性能。实验表明，铜离子络合后的壳聚糖衍生物的抗真菌活性比原壳聚糖明显增强。此外，0.20 mg/mL的O-CSP3-Cu和O-CSP4-Cu能100%抑制辣椒辣椒的生长。实验结果表明，铜类杀菌剂的抑菌效果与苯环上的空间位阻有关，为铜类杀菌剂的开发提供了新的方向。(C) 2016 Elsevier Ltd.版权所有。
A novel type of O-carboxymethyl chitosan Schiff bases (O-CSPX) was synthesized via a condensation reaction. After the coordination reaction of cupric ions, Cu(II) complexes (O-CSPX-Cu) were achieved. The theoretical structure of O-CSPX-Cu calculated by Gaussian 09 reveals that the copper ions underwent dsp(2) hybridization, coordinated by the carbon atom in the p-pi conjugate group and the oxygen atoms in the acetate ion. Then, the structures were confirmed by FT-IR, H-1 NMR, CP-MAS C-13 NMR, elemental analysis, DSC and XRD. The antifungal properties of O-CSPX-Cu against Phytophthora capsici (P. capsici), Gibberella zeae (G. zeae) and Glomerella cingulata (G. cingulata) were evaluated at concentrations ranging from 0.05 mg/mL to 0.20 mg/mL. The experiments indicated that the derivatives have significantly enhanced antifungal activity after copper ion complexation compared with the original chitosan. Moreover, it was shown that 0.20 mg/mL of O-CSP3-Cu and O-CSP4-Cu can 100% inhibit the growth of P. capsici. The experimental results reveal that the antifungal efficiency is related to the space steric hindrance on the benzene ring, which may provide a novel direction for the development of copper fungicides. (C) 2016 Elsevier Ltd. All rights reserved.