Meliacarpinin-Type Limonoids from the Bark of Melia toosendan

Molecules. 2018 Oct 10;23(10):2590. doi: 10.3390/molecules23102590.

Abstract

Three new meliacarpinin-type limonoids, toosendanes A⁻C (1⁻3), along with three, known meliacarpinins (4⁻6) were isolated from the bark of Melia toosendan. Their structures, along with their absolute configurations, were elucidated, based on detailed analyses. These included HRESIMS and 1D/2D-NMR, modified Mosher's method, and electronic circular dichroism (ECD). Limonoids 2 and 3 showed moderate inhibitory activity on LPS-activated, RAW 264.7 macrophages.

Keywords: ECD exciton chirality; Melia toosendan; anti-inflammatory; limonoids; modified Mosher’s method.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology
  • Carbon-13 Magnetic Resonance Spectroscopy
  • Limonins / chemistry
  • Limonins / isolation & purification*
  • Limonins / pharmacology
  • Melia / chemistry*
  • Mice
  • Plant Bark / chemistry*
  • Proton Magnetic Resonance Spectroscopy
  • RAW 264.7 Cells

Substances

  • Anti-Inflammatory Agents
  • Limonins