Enzymatic synthesis of a dihydrobenzofuran neolignan by oxidative coupling.
The oxidative dimerization of ferulic acid has been carried out using horse-radish peroxidase as catalyst to give a dihydrobenzofuran neolignan (1), the structure of which was elucidated as (2SR,3RS)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-n-buto xycarbonyl-5-(2E-carboxyethenyl)-7-methoxybenzofuran by spectroscopic analyses. This compound showed more potent cytotoxicity against several tumor cell lines than the starting material.
College of Pharmacy, Seoul National University, Korea.
H
H
Yeo
J H
JH
Lee
J
J
Kim
D000179:Acrylates / Q000138:chemical synthesis* / Q000494:pharmacology*; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D001572:Benzofurans / Q000138:chemical synthesis* / Q000494:pharmacology*; D003373:Coumaric Acids / Q000494:pharmacology*; D004341:Drug Evaluation; D016166:Free Radical Scavengers / Q000494:pharmacology*; D006735:Horseradish Peroxidase / Q000737:chemistry*; D006801:Humans; D051379:Mice; D010084:Oxidation-Reduction; D014407:Tumor Cells, Cultured
D000179:Acrylates; D000970:Antineoplastic Agents; D001572:Benzofurans; D003373:Coumaric Acids; D016166:Free Radical Scavengers; C122106:dogwalker1; C004999:ferulic acid; D006735:Horseradish Peroxidase