2-取代苯基-5-(3′-吲哚基)-噁唑衍生物的合成及其抗氧化活性

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。

Synthesis and antioxidative activity of 2-substituted phenyl-5-(3′-indolyl)-oxazole derivatives

Aim To study the synthesis of 5-(3′-indolyl)-oxazoles and their antioxidative activity. Methods The amides were prepared from tryptophan and different acid derivatives by the catalytic dehydration of dicyclohexyl carbodiimide (DCC). The characteristic heterocyclic ring system of 5-(3′-indolyl)-oxazoles was constructed by oxidative cyclization of amide, using dicholorodicyanoquinone (DDQ). Their antioxidative activity in vitro was tested using DPPH system. Results Eleven 2-substituted phenyl-5-(3′-indolyl)-oxazoles were prepared, the compounds 21 and 22 have shown antioxidative activity 3-4 times stronger than that of Vit E, and the compound 29 showed antioxidative activity almost as same as Vit E. Conclusion Three 5-(3′-indoyl)-oxazole compounds synthesized showed potent antioxidative effect and they would be a good antioxidants.