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


CONCLUSIONS
Three 5-(3'-indoyl)-oxazole compounds synthesized showed potent antioxidative effect and they would be a good antioxidants.
Miao
Yu-ping
YP
School of Pharmacy, Fu Dan University, Shanghai 200032, China.
Wen
Ren
R
Aoshima
Hitoshi
H
Zhou
Pei-gen
PG
D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry / Q000302:isolation & purification*
D000975:Antioxidants; D007211:Indoles; D010080:Oxazoles