New mono-ether of glycerol and triterpenes with DPPH radical scavenging activity from Cameroonian propolis

Nat Prod Res. 2017 Jun;31(12):1379-1389. doi: 10.1080/14786419.2016.1253077. Epub 2016 Nov 13.

Abstract

The extracts of some propolis samples were analysed by GC-MS and then purified by column chromatography. The latter led to the isolation of a new mono-ether of glycerol, 1'-O-eicosanyl glycerol and a new triterpene, methyl-3β,27-dihydroxycycloart-24-en-26-oate together with known triterpenoids namely betulin, 3β-hydroxylanostan-9,24-dien-21-oic acid, mangiferonic acid, a mixture of ambolic acid and β-sitosterol, 3β-hydroxycycloartan-12,24(25)-diene and 27-hydroxymangiferonic acid. The DPPH radical scavenging potential of some extracts and compounds were measured. The radical scavenging activity varied from Hexane extract of Foumban propolis (IC50 = 5.6 mg/mL) to Methanol extract of Foumban propolis (IC50 = 1.07 mg/mL) for the extracts and from 3β-hydroxylanostan-9,24-dien-21-oic acid (IC50 = 1.22 mg/mL) to 1'-O-eicosanyl glycerol (IC50 = 0.93 mg/mL) for the compounds. Activities of samples were moderate as they remained closer to those of the standard antioxidants Gallic acid (IC50 = 0.30 mg/mL) and vitamin C (IC50 = 0.80 mg/mL), especially 1'-O-eicosanyl glycerol, the most active compound.

Keywords: 1′-O-eicosanyl glycerol; DPPH· radical scavenging activity; GC-MS profiles; NMR analysis; Propolis; triterpenes.

MeSH terms

  • Free Radical Scavengers / isolation & purification*
  • Glycerol / isolation & purification
  • Magnetic Resonance Spectroscopy
  • Propolis / chemistry*
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*

Substances

  • Free Radical Scavengers
  • Triterpenes
  • Propolis
  • Glycerol