Isolation and Purification of Bioactive Compounds from the Stem Bark of Jatropha podagrica

Molecules. 2019 Mar 3;24(5):889. doi: 10.3390/molecules24050889.

Abstract

This paper reports the successive isolation and purification of bioactive compounds from the stem bark of Jatropha podagrica, a widely known medicinal plant. The ethyl acetate extract of the stem bark exhibited the strongest antioxidant activity assessed by 2,2-diphenyl-1-picrylhydrazyl (DPPH), 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical scavenging, and ferric reducing antioxidant power (FRAP) assays (IC50 = 46.7, 66.0, and 492.6, respectively). By column chromatography (CC) with elution of hexane and ethyl acetate at 8:2, 7:3, and 6:4 ratios, the isolation of this active extract yielded five fractions (C1C5). Chemical structures of the constituents included in C1C5 were elucidated by gas chromatography-mass spectrometry (GC-MS), electrospray ionization-mass spectrometry (ESI-MS), and nuclear magnetic resonance (NMR) and resolved as methyl gallate (C1, C2, C3, C4), gallic acid (C1, C2), fraxetin (C2, C3, C4, C5), and tomentin (C3). Mixture C2 (IC50 DPPH and ABTS = 2.5 µg/mL) and C3 (IC50 FRAP = 381 µg/mL) showed the highest antioxidant properties. Among the isolated fractions, C4 was the most potential agent in growth inhibition of six bacterial strains including Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae, Listeria monocytogenes, Bacillus subtilis, and Proteus mirabilis (MIC = 5, 20, 30, 20, 25, and 20 mg/mL, respectively). All identified constituents exerted an inhibitory activity on the growth of Lactuca sativa, of which the mixture C3 performed the maximal inhibition on shoot (IC50 = 49.4 µg/mL) and root (IC50 = 47.1 µg/mL) growth. Findings of this study suggest that gallic acid, methyl gallate, fraxetin, and tomentin isolated from J. podagrica possessed antioxidant, antibacterial, and growth inhibitory potentials.

Keywords: Jatropha podagrica; allelopathic activity; antibacterial; antioxidant; fraxetin; gallic acid; methyl gallate; stem bark; tomentin.

MeSH terms

  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology
  • Antioxidants / chemistry*
  • Antioxidants / isolation & purification
  • Antioxidants / pharmacology
  • Benzothiazoles / chemistry
  • Biphenyl Compounds / chemistry
  • Biphenyl Compounds / pharmacology
  • Cell Proliferation / drug effects
  • Coumarins / chemistry
  • Coumarins / pharmacology
  • Gallic Acid / analogs & derivatives
  • Gallic Acid / chemistry
  • Gallic Acid / pharmacology
  • Humans
  • Jatropha / chemistry*
  • Microbial Sensitivity Tests
  • Picrates / chemistry
  • Plant Bark / chemistry
  • Plant Extracts / chemistry*
  • Plant Stems / chemistry
  • Spectrometry, Mass, Electrospray Ionization
  • Staphylococcus aureus / drug effects*
  • Staphylococcus aureus / pathogenicity
  • Sulfonic Acids / chemistry

Substances

  • Anti-Bacterial Agents
  • Antioxidants
  • Benzothiazoles
  • Biphenyl Compounds
  • Coumarins
  • Picrates
  • Plant Extracts
  • Sulfonic Acids
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • diphenyl
  • methyl gallate
  • Gallic Acid
  • fraxetin
  • 1,1-diphenyl-2-picrylhydrazyl