A new alkylbenzoquinone from Embelia rowlandii Gilg. (Myrsinaceae)

Nat Prod Res. 2019 Jul;33(13):1909-1915. doi: 10.1080/14786419.2018.1479703. Epub 2018 May 25.

Abstract

A new alkylbenzoquinone named embeliquinone (1) together with five known compounds, lupeol (2), 3-O-[6'-O-palmitoyl-β-d-glucosyl]-spinasta-7,22(23)-diene (3), quercetin (4), (2S,3S,4R,8E)-2-[(2'R)-2'-hydroxy-heneicosanoylamino]-heneicosane-1,3,4-triol-8-ene (5), and β-sitosterol-3-O-β-d-glucopyranoside (6) were isolated from the MeOH leaf extract of Embelia rowlandii by using repeated open column chromatography techniques. The structure of the new compound was characterized by analyses of 1D- and 2D-NMR, and MS data. Embeliquinone (1) had moderate anti-cell proliferation activity against A549 cell line with the IC50 value of 21.8 μM. In addition, 1 exhibited weak antibacterial activities against Klebsiella pneumoniae and Staphylococcus aureus with an MIC value of 206.0 μM in both cases.

Keywords: alkylbenzoquinone; anti-cell proliferation; antimicrobial; embeliquinone.

MeSH terms

  • A549 Cells
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Benzoquinones / chemistry
  • Benzoquinones / pharmacology*
  • Cell Proliferation / drug effects
  • Drug Evaluation, Preclinical / methods
  • Embelia / chemistry*
  • Humans
  • Klebsiella pneumoniae / drug effects
  • MCF-7 Cells
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Leaves / chemistry
  • Staphylococcus aureus / drug effects

Substances

  • Anti-Bacterial Agents
  • Antineoplastic Agents, Phytogenic
  • Benzoquinones
  • Plant Extracts