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...

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Bibliographic Details
Published in:Phytochemistry (Oxford) 2000-06, Vol.54 (3), p.311-315
Main Authors: Peris, Eva, Estornell, Ernesto, Cabedo, Nuria, Cortes, Diego, Bermejo, Almudena
Format: Article
Language:English
Subjects:
3-Acetylaltholactone
Animals
Annonaceae
Cattle
Furano-pyrones
Furans - chemistry
Furans - isolation & purification
Furans - pharmacology
Goniothalamus arvensis
Kinetics
Lactones - chemistry
Lactones - isolation & purification
Lactones - pharmacology
Mitochondria, Heart - drug effects
Mitochondria, Heart - metabolism
Mitochondrial respiratory chain inhibitors
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
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Summary: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.
ISSN:0031-9422
1873-3700
DOI:10.1016/S0031-9422(00)00104-7