Oligomers of resveratrol and ferulic acid prepared by peroxidase-catalyzed oxidation and their protective effects on cardiac injury

J Agric Food Chem. 2007 Sep 19;55(19):7753-7. doi: 10.1021/jf0711486. Epub 2007 Aug 16.

Abstract

Peroxidase extracted from Momordica charantia was used for the oligomerization of trans-resveratrol and ferulic acid on a preparative scale. One new heterocoupling oligomer, trans-3 E-3-[(4-hydroxy-3-methoxyphenyl)methylene]-4-(3,5-dihydroxyphenyl)-5-(4-hydroxyphenyl)tetrahydro-2-franone (6), and six resveratrol dimers, leachianol G (1), restrytisol B (2), parthenostilbenins A (3) and B (5), 7- O-acetylated leachianol G (4), and resveratrol trans-dehydrodimer (8), and one known ferulic acid dehydrodimer, (3alpha,3aalpha,6alpha,6aalpha)tetrahydro-3,6-bis(4-hydroxy-3-methoxyphenyl)-1 H,4 H-furo[3,4-c]furan-1,4-dione (7) were obtained. Bioactive experiments showed that compounds 6- 8 have strong free radical scavenging effects and also have protective effects on doxorubicin-induced cardiac cell injury when tested in vitro.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Line
  • Coumaric Acids / chemistry*
  • Coumaric Acids / metabolism
  • Coumaric Acids / pharmacology*
  • Fruit / enzymology
  • Heart / drug effects
  • Heart Diseases / prevention & control*
  • Momordica charantia / enzymology
  • Myocardium / cytology
  • Oxidation-Reduction
  • Peroxidase / metabolism*
  • Rats
  • Resveratrol
  • Stilbenes / chemistry*
  • Stilbenes / metabolism
  • Stilbenes / pharmacology*

Substances

  • Coumaric Acids
  • Stilbenes
  • ferulic acid
  • Peroxidase
  • Resveratrol