Structure elucidation and complete NMR spectral assignments of three new lanostanoid triterpenes with unprecedented Delta(16, 17) double bond from Ganoderma lucidum

Magn Reson Chem. 2007 Sep;45(9):789-91. doi: 10.1002/mrc.2046.

Abstract

Three new lanostanoid triterpenes named 3beta,7beta-di- hydroxy-11,15,23-trioxo-lanost-8,16-dien-26-oic acid (1), 3beta,7beta-dihydroxy-11,15,23-trioxo-lanost-8,16-dien-26-oic acid methyl ester (2), and 12beta-acetoxy-3beta,7beta-dihydroxy-11,15,23-trioxo-lanost-8,16-dien-26-oic acid (3) were isolated from the fruit bodies of Ganoderma lucidum. They all show a Delta(16, 17) double bond unprecedented in such types of lanostanoid triterpenes possessing the side chain at C-17. The complete NMR assignments for these compounds were carried out using (1)H, (13)C, DEPT, COSY, HSQC, HMBC, and ROESY NMR experiments.

MeSH terms

  • Fruiting Bodies, Fungal / chemistry
  • Lanosterol / analogs & derivatives*
  • Lanosterol / chemistry
  • Magnetic Resonance Spectroscopy
  • Reishi / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Ultraviolet
  • Triterpenes / chemistry*

Substances

  • 12beta-acetoxy-3beta,7beta-dihydroxy-11,15,23-trioxo-lanost-8,16-dien-26-oic acid
  • 3beta,7beta-di- hydroxy-11,15,23-trioxo-lanost-8,16-dien-26-oic acid
  • 3beta,7beta-dihydroxy-11,15,23-trioxo-lanost-8,16-dien-26-oic acid methyl ester
  • Triterpenes
  • Lanosterol