E- and Z-isomers of new phytoecdysteroid conjugates from French Polynesian Microsorum membranifolium (Polypodiaceae) fronds

Molecules. 2012 Sep 28;17(10):11598-606. doi: 10.3390/molecules171011598.

Abstract

Phytochemical investigation of the fronds of Microsorum membranifolium resulted in the isolation of a new phytoecdysteroid, E-2-deoxy-20-hydroxyecdysone 3-[4-(1-β-D-glucopyranosyl)]-caffeate (1), together with two known phytoecdysteroids, E-2-deoxy-20-hydroxyecdysone 3-[4-(1-β-D-glucopyranosyl)]-ferulate (2), E-2-deoxyecdysone 3-[4-(1-β-D-glucopyranosyl)]-ferulate (3). Their respective Z-isomers 4-6 were also observed and identified for the first time. The new structures were elucidated on the basis of extensive spectroscopic data analysis (1D, 2D-NMR and HR-MS techniques).

MeSH terms

  • Ecdysteroids / chemistry*
  • Isomerism
  • Plant Extracts / chemistry
  • Polynesia
  • Polypodiaceae / chemistry*

Substances

  • Ecdysteroids
  • Plant Extracts