Acetylated Furostene Glycosides from Solanum gilo Fruits

Planta Med. 2017 Oct;83(14-15):1227-1232. doi: 10.1055/s-0043-116491. Epub 2017 Jul 18.

Abstract

In continuation of our work on a traditional mixture of spices called "Nkui", used in Cameroon for its influence on women's reproductive health, we investigated the chemical composition of Solanum gilo, one component of "Nkui". A methanolic extract was studied in detail. After dereplication of several known compounds, two furo-5-stene-derived saponin glycosides with acetylated sugar moieties were isolated. By extensive 1- and 2D NMR experiments and HR-MS and GC-MS methods, the structures were elucidated as 26-[(3‴,4‴,6‴-tri-O-acetyl)-β-D-glucopyranosyloxy]-22-hydroxyfurost-5-en-3β-yl-O-α-L-rhamnopyranosyl-(1″→2')-β-D-glucopyranoside (A) and 26-[(3‴,4‴,6‴-tri-O-acetyl)-β-D-glucopyranosyloxy]-22-hydroxyfurost-5-en-3β-yl-[O-α-L-rhamnopyranosyl-(1''''→4')-O-α-L-rhamnopyranosyl-(1″→2')]-β-D-glucopyranoside (B), both new natural compounds.

MeSH terms

  • Acetylation
  • Cameroon
  • Fruit / chemistry
  • Glycosides / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Extracts / chemistry*
  • Saponins / chemistry*
  • Solanum / chemistry*

Substances

  • Glycosides
  • Plant Extracts
  • Saponins