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目的 合成 5 ( 3′ 吲哚基 ) 唑衍生物并研究其抗氧化活性。方法 以色氨酸为原料 ,与取代的苯甲酸在DCC催化下脱水缩合得到酰胺 ,再通过DDQ苄位氧化和分子内环合生成 5 ( 3′ 吲哚基 ) 唑。用DPPH体外抗氧化模型测定化合物的抗氧化活性。结果 合成了 11个 2 取代苯基 5 ( 3′ 吲哚基 ) 唑衍生物 ,其中化合物 2 1和 2 2的活性比维生素E强约 3～ 4倍 ;化合物 2 9的活性与维生素E相近。结论 合成的目标化合物中有 3个化合物有较好的抗氧化活性 ,有可能开发成为良好的抗氧化剂。
Aim To synthesize 5 (3 ’indolyl) oxazole derivatives and study their antioxidant activity. Methods The tryptophan was used as the starting material, dehydrated and condensed with substituted benzoic acid under DCC catalysis to obtain the amide, then the 5 (3 ’indolyl) oxazole was formed by DDQ benzylic oxidation and intramolecular cyclization. The anti-oxidative activity of the compounds was determined using a DPPH in vitro antioxidant model. Results Eleven 2-substituted phenyl 5 (3 ’indolyl) oxazole derivatives were synthesized. The activity of compounds 2 1 and 2 2 was about 3 ~ 4 times higher than that of vitamin E. The activity of compound 2 9 was similar to that of vitamin E . Conclusion Three of the compounds synthesized have good antioxidant activity and are likely to be developed as good antioxidants.