A syn-ent-labdadiene derivative with a rare spiro-β-lactone function from the male cones of Wollemia nobilis.
Araucariaceae
Diterpenes
HPLC
K.D.Hill & J.M.Allen
MS
NMR
Spiro-labdane derivative
Wollemia nobilis W.G.Jones
Journal
Phytochemistry
ISSN: 1873-3700
Titre abrégé: Phytochemistry
Pays: England
ID NLM: 0151434
Informations de publication
Date de publication:
Feb 2019
Feb 2019
Historique:
received:
26
08
2018
revised:
13
11
2018
accepted:
16
11
2018
pubmed:
28
11
2018
medline:
23
1
2019
entrez:
28
11
2018
Statut:
ppublish
Résumé
An undescribed labdane-like diterpene with a rare spiro-β-lactone function was identified from the ethanol extract of the male cones of the coniferous tree Wollemia nobilis. This spirolabdadienolide (IUPAC name: syn-ent-8(17),13-labdadien-19,18-olid-15-oic acid methyl ester; trivial name: wollemolide), was isolated by means of traditional and high performance chromatography techniques and structurally elucidated through NMR and MS. In addition, six further known metabolites were evidenced in the extract. Wollemolide, which may be considered an additional chemotaxonomic marker, and 4'-O-methyl-scutellarein, a simple flavonoid, had not been isolated in our previous phytochemical study on the same plant organ. This demonstrates how the molecular pattern of a plant species is in continuous movement and changes with the passing of time according to the climate of the year.
Identifiants
pubmed: 30481664
pii: S0031-9422(18)30497-7
doi: 10.1016/j.phytochem.2018.11.012
pii:
doi:
Substances chimiques
Diterpenes
0
Flavonoids
0
Lactones
0
Spiro Compounds
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
91-95Informations de copyright
Copyright © 2018 Elsevier Ltd. All rights reserved.