Iridoid glucosides from the aerial parts of Globularia alypum L. (Globulariaceae)

Chem Pharm Bull (Tokyo). 2006 Jan;54(1):85-8. doi: 10.1248/cpb.54.85.

Abstract

From the hydromethanolic extract of the aerial parts of Globularia alypum grown in Morocco, a new chlorinated iridoid glucoside, globularioside has been isolated beside 5 known iridoid glycosides, globularin, globularicisin, globularidin, globularinin and globularimin. This is the first report of a chlorinated iridoid in G. alypum and in the Globulareaceae. Unlike all other known 7-chlorinated iridoid glucosides where the chlorine atom exhibits an alpha configuration, globularioside incorporate the chlorine atom as a 7beta substituent. The structures of the isolated compounds were established on the basis of ESI-MS, MS-MS, 1D and 2D NMR spectral analysis.

MeSH terms

  • Antioxidants / chemistry
  • Antioxidants / isolation & purification
  • Antioxidants / pharmacology
  • Biphenyl Compounds
  • Carbohydrate Sequence
  • Chromatography, Liquid
  • Free Radicals / chemistry
  • Glucosides / chemistry*
  • Glucosides / isolation & purification
  • Glucosides / pharmacology
  • Iridoids / chemistry*
  • Iridoids / isolation & purification
  • Iridoids / pharmacology
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Sequence Data
  • Picrates / chemistry
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Scrophulariaceae / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Ultraviolet
  • Spectroscopy, Fourier Transform Infrared

Substances

  • Antioxidants
  • Biphenyl Compounds
  • Free Radicals
  • Glucosides
  • Iridoids
  • Picrates
  • Plant Extracts
  • 1,1-diphenyl-2-picrylhydrazyl