C 配位的 O-羧甲基壳聚糖金属配合物的合成、表征及抗真菌活性。
C-coordinated O-carboxymethyl chitosan metal complexes: Synthesis, characterization and antifungal efficacy.
机构信息
Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China; University of Chinese Academy of Sciences, Beijing 100049, China.
Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China.
出版信息
Int J Biol Macromol. 2018 Jan;106:68-77. doi: 10.1016/j.ijbiomac.2017.07.176. Epub 2017 Aug 1.
A novel type of O-carboxymethyl chitosan Schiff bases (O-CSPX) was synthesized via a condensation reaction. After the coordination reaction of cupric ions, zinc ions and nickel ions, metal complexes (O-CSPX-M) were achieved. The theoretical structure of O-CSPX-M calculated by Gaussian 09 reveals that the copper ions and nickel ions underwent dsp hybridization, the zinc ions underwent sp hybridization, and they all coordinated by the carbon atom in the p-π conjugate group. Then, the structures were confirmed by FT-IR, H NMR, CP-MAS C NMR, elemental analysis, DSC and XRD. The antifungal properties of O-CSPX-M against Phytophthora capsici (P. capsici), Gibberella zeae (G. zeae), Fusarium oxysporum (F. oxysporum) and Botrytis cinerea (B. cinerea) were evaluated at concentrations ranging from 0.05mg/mL to 0.40mg/mL. The experiments indicated that the derivatives have significantly enhanced antifungal activity after metal ions complexation compared with the original chitosan. Moreover, it was shown that 0.20mg/mL of O-CSPX-Cu can 100% inhibit the growth of P. capsici and 0.20mg/mL of O-CSPX-Ni can 87.5% inhibit the growth of B. cinerea. In addition, the phytotoxicity assay and cell viability assay were also evaluated. The experimental results may provide a novel direction for the development of metal fungicides.
一种新型的 O-羧甲基壳聚糖席夫碱（O-CSPX）通过缩合反应合成。在铜离子、锌离子和镍离子的配位反应后，得到金属配合物（O-CSPX-M）。通过 Gaussian 09 计算的 O-CSPX-M 的理论结构表明，铜离子和镍离子发生了 dsp 杂化，锌离子发生了 sp 杂化，它们都与 p-π共轭基团中的碳原子配位。然后，通过 FT-IR、H NMR、CP-MAS C NMR、元素分析、DSC 和 XRD 对结构进行了确认。在浓度为 0.05mg/mL 至 0.40mg/mL 时，评估了 O-CSPX-M 对辣椒疫霉（P. capsici）、禾谷镰刀菌（G. zeae）、尖孢镰刀菌（F. oxysporum）和灰葡萄孢（B. cinerea）的抑菌性能。实验表明，与原始壳聚糖相比，金属离子配位后衍生物的抑菌活性显著增强。此外，结果表明 0.20mg/mL 的 O-CSPX-Cu 能 100%抑制 P. capsici 的生长，而 0.20mg/mL 的 O-CSPX-Ni 能 87.5%抑制 B. cinerea 的生长。此外，还评估了植物毒性试验和细胞活力试验。实验结果可能为金属杀菌剂的开发提供新的方向。
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