Farnesyl glycosides and one new triterpenoid saponin from the roots of Lecaniodiscus cupanioides Planch. ex Benth

Carbohydr Res. 2020 Sep:495:108092. doi: 10.1016/j.carres.2020.108092. Epub 2020 Jul 18.

Abstract

Chemical investigation of the methanol extract of the roots of Lecaniodiscus cupanioides led to the isolation and characterisation of three new sesquiterpene glycosides, named cupanioidesosides A (1), B (2) and C (3), together with one new triterpenoid saponin named lecanioside A (4), Their structures were established by extensive analysis of spectroscopic methods including 1D and 2D NMR techniques (COSY, NOESY, TOCSY, HSQC, and HMBC) and HRESIMS. The four new compounds were evaluated for their antiproliferative activity against the Caco-2 cell line (human epithelial cell line). None of the isolated compounds showed positive activity in our assay. Our findings represent a valuable contribution to the chemotaxonomy Lecaniodiscus genus of the subfamily of Sapindoideae of Sapindaceae family, known to be a rich source of farnesol glycosides.

Keywords: 2D NMR; Cupanioidesosides; Lecaniodiscus cupanioides; Sapindaceae; Sesquiterpene glycosides.

MeSH terms

  • Caco-2 Cells
  • Farnesol / chemistry*
  • Farnesol / isolation & purification
  • Glycosides / chemistry*
  • Glycosides / isolation & purification
  • Humans
  • Molecular Conformation
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification
  • Plant Roots / chemistry*
  • Sapindaceae / chemistry*
  • Triterpenes / chemistry*
  • Triterpenes / isolation & purification

Substances

  • Glycosides
  • Plant Extracts
  • Triterpenes
  • Farnesol