Three hydroxylated lupeol-based triterpenoid esters isolated from the Eastern Nigeria mistletoe parasitic on Kola acuminata

Nat Prod Res. 2012;26(19):1775-81. doi: 10.1080/14786419.2011.603316. Epub 2011 Oct 19.

Abstract

Column fractionation and purification of an n-hexane fraction led to the isolation of three lupeol-based triterpenoid esters from the leaves of the Eastern Nigeria mistletoe, Loranthus micranthus Linn parasitic on a local kola nut tree, Kola acuminata. These three compounds were adequately characterised using a combination of UV/visible, IR, NMR (¹³C-NMR and ¹H-NMR), DEPT, MS and two-dimensional correlation (H-H COSY, Hetero-nuclear Single Quantum Correlation (HSQC), HMBC, NOE and NOESY) studies as 7β,15α-dihydroxyl-lup-20(29)-ene-3β-esters of palmitic (I), stearic (II) and eicosanoic acids (III). The characterisation of other isolated compounds is ongoing. Remarkably, this is the first report of the existence of fatty acid esters of an unusual 7β,15α-dihydroxylated lupeol in the Eastern Nigeria mistletoe. These isolated compounds might contribute in part to the numerous established bio-activities of the Eastern Nigeria mistletoes.

MeSH terms

  • Cola / parasitology
  • Esters / chemistry
  • Hexanes / chemistry
  • Loranthaceae / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Nigeria
  • Pentacyclic Triterpenes / chemistry
  • Pentacyclic Triterpenes / isolation & purification*
  • Plants, Medicinal / chemistry
  • Spectrophotometry, Ultraviolet

Substances

  • Esters
  • Hexanes
  • Pentacyclic Triterpenes
  • n-hexane
  • lupeol