Four New Monoterpenoid Glycosides from the Flower Buds of Magnolia biondii

Molecules. 2016 Jun 3;21(6):728. doi: 10.3390/molecules21060728.

Abstract

Four new monoterpenoid glycosides 1-4, named magnoliaterpenoid A-D, were isolated from a 50% aqueous acetone extract of flower buds of Magnolia biondii, along with one known compound, (1'R,3'S,5'R,8'S,2Z,4E)-dihydrophaseic acid 3-O-β-d-glucopyranoside (5). Their structures and relative configuration were identified by extensive spectroscopic analysis (IR, UV, MS, 1D and 2D NMR). The aglycones of these four new compounds possess seven-membered rings systems, which are very rare. A plausible biosynthetic route for the four new compounds was proposed via the biogenetic isoprene rule. Compounds 1, 2, 3, and 4 showed no antimicrobial activity at the concentration range of 1.95-250 µg/mL.

Keywords: Magnoliaceae; biosynthetic route; flower buds of Magnolia biondii; monoterpenoid glycosides.

MeSH terms

  • Anti-Infective Agents / chemistry
  • Flowers / chemistry
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Magnetic Resonance Spectroscopy
  • Magnolia / chemistry*
  • Molecular Structure
  • Monoterpenes / chemistry
  • Monoterpenes / isolation & purification*
  • Plant Extracts / chemistry

Substances

  • Anti-Infective Agents
  • Glycosides
  • Monoterpenes
  • Plant Extracts