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

  • Yao Xue Xue Bao. 2004 Jan;39(1):37-40.
Yu-ping Miao  1 ,  Ren Wen ,  Hitoshi Aoshima ,  Pei-gen Zhou
Affiliations
  • 1. School of Pharmacy, Fu Dan University, Shanghai 200032, China.
PMID: 15127579
Abstract

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.

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