First Occurrence of Megastigmane Glucosides in a Plant of Retama Genus

Chem Biodivers. 2022 Nov;19(11):e202200675. doi: 10.1002/cbdv.202200675. Epub 2022 Oct 17.

Abstract

Chemical investigation of Retama sphaerocarpa collected in Algeria resulted in the isolation of two megastigmane glucosides, compounds 1 and 2, along with a series of isoflavones and phenol derivatives. Compound 1, named retamoside, was new and its structure was determined by extensive application of spectroscopic methods, including HRMS, 1D and 2D NMR and CD. The anti-inflammatory properties of co-occurring main megastigmane, saurobaccioside B (2) and structurally related vomifoliol (3) on LPS-stimulated murine macrophages RAW 274.7 have been evaluated.

Keywords: Fabaceae; Retama sphaerocarpa; megastigmanes; plant secondary metabolites; spectroscopic methods.

MeSH terms

  • Algeria
  • Animals
  • Fabaceae* / chemistry
  • Glucosides / chemistry
  • Glucosides / pharmacology
  • Mice
  • Molecular Structure
  • Norisoprenoids* / chemistry

Substances

  • Glucosides
  • megastigmane
  • Norisoprenoids
  • saurobaccioside B