Constituents of Hypericum laricifolium and their cyclooxygenase (COX) enzyme activities

Chem Pharm Bull (Tokyo). 2003 Dec;51(12):1439-40. doi: 10.1248/cpb.51.1439.

Abstract

Investigation of the aerial parts of the medicinal plant Hypericum laricifolium led to the isolation of two new natural products, hentriacontanyl caffeate (1a), nonacosanyl caffeate (1b). In addition, stigmasterol, beta-sitosterol, 3-epi-betulinic acid (2), caffeic acid (3), ferulic acid, docosanol, p-hydroxybenzoic acid, 3,4-dimethoxy benzoic acid, quercetin (4), quercetin-3-O-galactoside (5), quercetin-3-O-rutinoside (6), quercetin-3-O-rhamnoside (7), quercetin-3-O-glucuronide (8) and shikimic acid were also isolated. The structures were determined by 1D- and 2D-NMR, mass spectrometry, and chemical transformations. The anti-inflammatory effects of the isolated compounds were discussed briefly.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cattle
  • Cyclooxygenase 1
  • Cyclooxygenase 2
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology
  • Hypericum / chemistry*
  • Isoenzymes / antagonists & inhibitors*
  • Isoenzymes / metabolism
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Plant Structures
  • Prostaglandin-Endoperoxide Synthases / metabolism
  • Sheep

Substances

  • Enzyme Inhibitors
  • Isoenzymes
  • Plant Extracts
  • Cyclooxygenase 1
  • Cyclooxygenase 2
  • Prostaglandin-Endoperoxide Synthases