A new triterpenoid glycoside from the leaves and stems of Duranta repens

Nat Prod Res. 2016;30(2):246-50. doi: 10.1080/14786419.2015.1046870. Epub 2015 Jul 2.

Abstract

A new triterpenoid glycoside (1) was isolated from the methanol extract of the leaves and stems of Duranta repens L. (Verbenaceae) along with 14 known compounds consisting of eight triterpenoids, four iridoids, one phenylethanoid glycoside and one flavonoid. The chemical structure of 1 was determined to be bayogenin 3-O-[β-D-glucopyranoside]-28-O-[α-L-rhamnopyranosyl-(1→5)-O-β-D-apiofuranosyl-(1→4)-O-α-L-rhamnopyranosyl-(1→2)-O-α-L-arabinopyranosyl] ester, based on spectroscopic data. In addition, the inhibitory effects of the isolates on lipoxygenase activity were examined. Among them, acteoside and apigenin resulted in 94 ± 3.6% and 82 ± 4.7% inhibition, respectively, at 0.5 mM.

Keywords: Duranta repens; Vabenaceae; lipoxygenase inhibitory effect; triterpenoid glycoside.

MeSH terms

  • Carbohydrate Sequence
  • Flavonoids / analysis
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification
  • Glycosides / chemistry*
  • Glycosides / isolation & purification
  • Lipoxygenase Inhibitors / chemistry
  • Lipoxygenase Inhibitors / pharmacology
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Extracts / analysis
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plant Leaves / chemistry
  • Plant Stems / chemistry
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Verbenaceae / chemistry*

Substances

  • Flavonoids
  • Glycosides
  • Lipoxygenase Inhibitors
  • Plant Extracts
  • Triterpenes
  • bayogenin 3-O-(beta-D-glucopyranoside)-28-O-(alpha-L-rhamnopyranosyl-(1-5)-O-beta-D-apiofuranosyl-(1-4)-O-alpha-L-rhamnopyranosyl ester