3-acetylaltholactone and related styryl-lactones, mitochondrial respiratory chain inhibitors.
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.
Peris
E
E
Departamento de Farmacología, Universidad de Valencia, Spain.
Estornell
E
E
Cabedo
N
N
Cortes
D
D
Bermejo
A
A
D000818:Animals; D002417:Cattle; D005663:Furans / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D007700:Kinetics; D007783:Lactones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D008929:Mitochondria, Heart / Q000187:drug effects / Q000378:metabolism; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D009243:NAD / Q000378:metabolism; D010101:Oxygen Consumption / Q000187:drug effects*; D018547:Plant Stems / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D011753:Pyrones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D013343:Styrenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D013367:Submitochondrial Particles / Q000187:drug effects / Q000378:metabolism; D014475:Uncoupling Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*
C414547:3-acetylaltholactone; D005663:Furans; D007783:Lactones; D011753:Pyrones; D013343:Styrenes; D014475:Uncoupling Agents; D009243:NAD