一种吲哚基姜黄素类似物的合成及其抗氧化活性研究

Synthesis and Antioxidant Activity of a Curcumin Analogues Containing Indolyl Group

吲哚-3-甲醛与2-羟基-5-甲氧基苯乙酮进行羟醛缩合反应,生成一种吲哚基姜黄素类似物1-(2-羟基-5-甲氧基苯基)-3-(3-吲哚基)-2-烯-1-酮,在不同的催化剂、温度、溶剂等条件下,探索研究合成反应所需的最优工艺条件,采用合适的方法分离提纯得到纯净产品。通过熔点测定、氢核磁共振分析法、质谱分析法等对合成产物进行分析,并研究其抗氧化生物活性。结果表明,该化合物均具有清除DPPH自由基、羟基自由基的能力,表现出明显的抗氧化活性。

A curcumin analogues containing indolyl group were synthetized by Claisen-Schimidt condensation in which 2 - hydroxyl -5 - methoxyacetophenone reacting with indole-3-carboxaldehyde. The effects of catalysts, temperatures, solvents and other reaction conditions were investigated to optimize the conditions of the synthesis reaction. And appropriate methods were taken to obtain the purified products. The purified products were characterized by measuring melting points, mass spectrometry, IH-NMR spectroscopy. The antioxidant activity of these pure curcumin analogues was also tested. Results show that, the compound have the abilities to scavenge DPPH radicals and hydroxyl free radicals, showing significant antioxidant effect.