Melaxillines A and B, monoterpenoid indole alkaloids from Melodinus axillaris

Fitoterapia. 2016 Dec:115:173-176. doi: 10.1016/j.fitote.2016.10.012. Epub 2016 Oct 29.

Abstract

Two new monoterpenoid indole alkaloids, melaxillines A (1) and B (2), together with four known alkaloids (3-6), were isolated from the roots of Melodinus axillaris. The structures were determined by extensive spectroscopic methods, including 1D and 2D-NMR spectroscopy, high resolution mass spectrometric data, and by comparison to literature data. New compounds 1-2 might be derived from a common precursor (3) by proposing their biogenetic route, and compound 1 represents the first Melodinus alkaloid featuring an ethyl acetate group skeleton at C-18. The anti-inflammatory effects of all the isolated compounds were evaluated by measuring the inhibitory ratios of β-glucuronidase release in rat polymorphonuclear leukocytes (PMNs) induced by platelet-activating factor. Compounds 1-4 showed significant anti-inflammatory activities with IC50 values ranging from 1.51 to 21.56μM, respectively.

Keywords: Anti-inflammatory; Apocynaceae; Melodinus axillaris; Monoterpenoid indole alkaloid.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification
  • Apocynaceae / chemistry*
  • Cells, Cultured
  • Glucuronidase / antagonists & inhibitors
  • Leukocytes / drug effects
  • Molecular Structure
  • Plant Roots / chemistry*
  • Rats
  • Secologanin Tryptamine Alkaloids / chemistry*
  • Secologanin Tryptamine Alkaloids / isolation & purification

Substances

  • Anti-Inflammatory Agents
  • Secologanin Tryptamine Alkaloids
  • melaxilline A
  • melaxilline B
  • Glucuronidase