Eupomatenes A - E: Neolignans isolated from the leaves of Australian rainforest plant Eupomatia laurina

Fitoterapia. 2021 Sep:153:104972. doi: 10.1016/j.fitote.2021.104972. Epub 2021 Jun 18.

Abstract

A detailed phytochemical investigation of the leaves of the Australian rainforest tree Eupomatia laurina, led to the discovery of five new neolignans, eupomatenes A - E and eight known compounds, eupomatenoid-2, trans-(2'S)-2-[1'-(4-methoxyphenyl)prop-2'-yl]anethol, chlorogenic acid, chlorogenic acid-methyl ester, tyrosol-1-O-β-xylopyranosyl-1(1 → 6)-O-β-glucopyranoside, leucoside, kaempferol-3-O-neohesperidoside, and pachypodol. The structures of all the compounds were determined by detailed spectroscopic analysis. All compounds were also evaluated for their anti-inflammatory properties by assessing their inhibitory effects on nitric oxide (NO) production and TNF- α release in RAW 264.7 macrophages. Whilst slight anti-inflammatory activity (in terms of inhibition of NO production) was observed with eupomatenes A - E, this was also associated with high levels of cell growth inhibition.

Keywords: Anti-inflammatory; Eupomatia; Neolignans; Nitric oxide.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Lignans / isolation & purification
  • Lignans / pharmacology*
  • Macrophages / drug effects
  • Magnoliopsida / chemistry*
  • Mice
  • Molecular Structure
  • Nitric Oxide
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology
  • Plant Leaves / chemistry
  • Queensland
  • RAW 264.7 Cells
  • Tumor Necrosis Factor-alpha

Substances

  • Anti-Inflammatory Agents
  • Lignans
  • Phytochemicals
  • Tumor Necrosis Factor-alpha
  • Nitric Oxide