Inhibitory effect on soybean lipoxygenase and docking studies of some secondary metabolites, isolated from Origanum vulgare L. ssp. hirtum

J Enzyme Inhib Med Chem. 2007 Feb;22(1):99-104. doi: 10.1080/14756360600991017.

Abstract

In this study, five secondary metabolites (caffeic acid, rosmarinic acid, lithospermic acid B, 12-hydroxyjasmonic acid 12-O-beta-glucoside and p-menth-3-ene-1,2-diol 1-O-beta-glucopyranoside) isolated from the polar extracts of the plant Origanum vulgare L. ssp. hirtum, were tested in vitro for their ability to inhibit soybean lipoxygenase. Among the examined compounds, lithospermic acid B demonstrated the best inhibitory activity on soybean lipoxygenase with IC50 = 0.1 mM. Docking studies have been undertaken as an attempt for better understanding the interactions of these compounds within the active site of soybean lipoxygenase. The predicted binding energy values correlated well with the observed biological data.

MeSH terms

  • Glycine max / enzymology*
  • Lipoxygenase / metabolism*
  • Lipoxygenase Inhibitors / chemistry
  • Lipoxygenase Inhibitors / metabolism
  • Lipoxygenase Inhibitors / pharmacology*
  • Models, Molecular
  • Origanum / chemistry*
  • Plant Extracts / chemistry
  • Plant Extracts / metabolism
  • Plant Extracts / pharmacology*

Substances

  • Lipoxygenase Inhibitors
  • Plant Extracts
  • Lipoxygenase