Monoterpenoid glucoindole alkaloids and iridoids from Pterocephalus pinardii

Magn Reson Chem. 2010 Mar;48(3):239-43. doi: 10.1002/mrc.2559.

Abstract

A new secondary metabolite, pterocephaline, along with the known cantleyoside, 7alpha-morroniside, 3beta,5alpha-tetrahydrodesoxycordifoline lactam, 5S-5-carboxyvincoside, sweroside, and loganin have been isolated from the aerial parts of P. pinardii (Dipsacaceae). Moreover, cantleyoside-methyl-hemiacetal and cantleyoside-dimethyl-acetal were obtained as seco-iridoid artifacts. The structures were elucidated by extensive spectroscopic methods including 1D-((1)H, (13)C and TOCSY) and 2D-NMR (DQF-COSY, HSQC and HMBC). Monoterpenoid glucoindole alkaloids were encountered for the first time in Dipsacaceae family.

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Dipsacaceae / chemistry*
  • Iridoids / chemistry*
  • Iridoids / isolation & purification
  • Magnetic Resonance Spectroscopy / standards
  • Molecular Conformation
  • Monoterpenes / chemistry*
  • Monoterpenes / isolation & purification
  • Plant Components, Aerial / chemistry
  • Reference Standards
  • Stereoisomerism

Substances

  • Alkaloids
  • Iridoids
  • Monoterpenes