[Study on the Antioxidant Activity of Aloe-Emodin Metal Complex]

Sichuan Da Xue Xue Bao Yi Xue Ban. 2021 Mar;52(2):241-247. doi: 10.12182/20201160110.
[Article in Chinese]

Abstract

Objective: To synthesize three kinds of metal complexes of aloe-emodin and compare the antioxidant activities of the ligands and the complexes.

Methods: Three kinds of aloe emodin metal complex, the aloe-emodin-iron (Ⅱ), the aloe-emodin-copper (Ⅱ) and the aloe-emodin-magnesium (Ⅱ) complexes, were synthesized by dissolving and stirring in anhydrous ethanol solvent, and their structures were characterized. The Fe 2+-H 2O 2-methylene blue method, the diphenyl bitter hydrazine radical method (DPPH method) and other assays were used to determine the clearance effect of ligands and complexes on superoxide radicals (O 2 •), hydroxyl radicals (•OH) and phenyl bitter hydrazine radical (DPPH•).

Results: Three kinds of aloe emodin metal complex, the aloe-emodin-iron (Ⅱ), the aloe-emodin-copper (Ⅱ) and the aloe-emodin-magnesium (Ⅱ) complexes, were successfully synthesized. According to the results of structural characterization, we speculated that the aloe-emodin metal complexes were formed at the site between the two molecules of aloe-emodin and one molecule of metal ions (Fe 2+, Mg 2+, Cu 2+) via the 9 th carbonyl and 8 th hydroxyl groups of the aloe-emodin molecules. Both the complex and the ligand have clearance effects on three kinds of free radicals, and the complex showed stronger effects than its ligand ( P<0.05).

Conclusion: Coordination of aloe-emodin with metal ions, such as Fe 2+, Cu 2+, and Mg 2+, could enhance the antioxidant activity of the ligand itself.

目的: 合成3种芦荟大黄素金属配合物,并比较配体和配合物的抗氧化活性。

方法: 在无水乙醇溶剂中,通过溶解、搅拌合成芦荟大黄素-铁(Ⅱ)、芦荟大黄素-铜(Ⅱ)、芦荟大黄素-镁(Ⅱ)3种配合物,并对其结构进行表征,采用Fe2+-H2O2-亚甲蓝法、二苯代苦味肼基自由基法(DPPH法)等检测配体和配合物对超氧自由基(O2•)、羟基自由基(•OH)、二苯代苦味肼基自由基(DPPH•)的清除作用。

结果: 成功合成芦荟大黄素-铁(Ⅱ)、芦荟大黄素-铜(Ⅱ)、芦荟大黄素-镁(Ⅱ)3种配合物,根据结构表征结果,推测芦荟大黄素金属配合物可能结构为两分子芦荟大黄素通过9位羰基和8位羟基与一分子金属离子(Fe2+、Mg2+、Cu2+)形成配合物。配合物和配体对3种自由基均有清除作用,但配合物的清除作用强于其配体(P<0.05)。

结论: 芦荟大黄素与Fe2+、Cu2+、Mg2+3种金属离子配位后,增强了其配体本身的抗氧化活性。

Keywords: Aloe-emodin; Antioxidant; Metal complex; Synthesis.

MeSH terms

  • Aloe*
  • Anthraquinones
  • Antioxidants
  • Coordination Complexes*
  • Emodin*

Substances

  • Anthraquinones
  • Antioxidants
  • Coordination Complexes
  • aloe emodin
  • Emodin

Grants and funding

四川省科技厅应用基础项目(No.2019YJ0321)和成都中医药大学杏林学者项目(No.QNXZ2018020)资助