3-acetylaltholactone and related styryl-lactones, mitochondrial respiratory chain inhibitors

Phytochemistry. 2000 Jun;54(3):311-5. doi: 10.1016/s0031-9422(00)00104-7.

Abstract

A novel furano-pyrone, 3-acetylaltholactone, and two other known styryl-lactones, altholactone and 5-acetoxyisogoniothalamin oxide, have been isolated from Goniothalamus arvensis (Annonaceae) stem bark. We report here the isolation and structural elucidation of these compounds with furane-pyrone and styryl-pyrone skeletons, postulating also for the first time their mechanism of cytotoxicity based on inhibition on mammalian mitochondrial respiratory chain.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cattle
  • Furans / chemistry*
  • Furans / isolation & purification
  • Furans / pharmacology
  • Kinetics
  • Lactones / chemistry*
  • Lactones / isolation & purification
  • Lactones / pharmacology*
  • Mitochondria, Heart / drug effects
  • Mitochondria, Heart / metabolism
  • Models, Molecular
  • Molecular Conformation
  • Molecular Structure
  • NAD / metabolism
  • Oxygen Consumption / drug effects*
  • Plant Stems / chemistry
  • Plants, Medicinal / chemistry*
  • Pyrones / chemistry*
  • Pyrones / isolation & purification
  • Pyrones / pharmacology
  • Styrenes / chemistry*
  • Styrenes / isolation & purification
  • Styrenes / pharmacology*
  • Submitochondrial Particles / drug effects
  • Submitochondrial Particles / metabolism
  • Uncoupling Agents / chemistry
  • Uncoupling Agents / isolation & purification
  • Uncoupling Agents / pharmacology*

Substances

  • 3-acetylaltholactone
  • Furans
  • Lactones
  • Pyrones
  • Styrenes
  • Uncoupling Agents
  • NAD