Diterpene alkaloids from Aconitum anthora and assessment of the hERG-inhibiting ability of Aconitum alkaloids

Planta Med. 2011 Mar;77(4):368-73. doi: 10.1055/s-0030-1250362. Epub 2010 Sep 22.

Abstract

A new norditerpene alkaloid, 10-hydroxy-8- O-methyltalatizamine (1), was isolated from the whole plant of ACONITUM ANTHORA L. besides the known isotalatizidine (2) and hetisinone (3). The structures were determined by means of HR-ESI-MS, 1D and 2D NMR spectroscopy, including ¹H-¹H COSY, NOESY, HSQC and HMBC experiments, resulting in complete ¹H and ¹³C chemical shift assignments for 1- 3, and revision of some earlier ¹³C-NMR data. The effects of the isolated compounds, together with twenty-one other ACONITUM alkaloids with different skeletal types and substitution patterns, on hERG channels were studied by the whole-cell patch clamp technique, using the QPatch-16 automated patch clamp system. At 10 µM, aconitine, 14-benzoylaconine 8- O-palmitate, songoramine, gigactonine and neolinine demonstrated significant hERG K+ channel inhibition; all other compounds exerted only low (6-21%) inhibitory activity.

MeSH terms

  • Aconitum / chemistry*
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology*
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology*
  • Ether-A-Go-Go Potassium Channels / antagonists & inhibitors*
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology*
  • Plant Roots
  • Potassium Channel Blockers / isolation & purification
  • Potassium Channel Blockers / pharmacology*

Substances

  • 10-hydroxy-8- O-methyltalatizamine
  • Alkaloids
  • Diterpenes
  • Ether-A-Go-Go Potassium Channels
  • Plant Extracts
  • Potassium Channel Blockers