A syn-ent-labdadiene derivative with a rare spiro-β-lactone function from the male cones of Wollemia nobilis

被引：9

作者：

Venditti, Alessandro ^{[1
]}

Frezza, Claudio ^{[2
]}

Vincenti, Flaminia ^{[1
]}

Brodella, Antonia ^{[1
]}

Sciubba, Fabio ^{[1
]}

Montesano, Camilla ^{[1
]}

Franceschin, Marco ^{[1
]}

Sergi, Manuel ^{[3
]}

Foddai, Sebastiano ^{[2
]}

Di Cocco, Maria Enrica ^{[1
]}

Curini, Roberta ^{[1
]}

Delfini, Maurizio ^{[1
]}

Bianco, Armandodoriano ^{[1
]}

Serafini, Mauro ^{[2
]}

机构：

[1] Univ Roma La Sapienza, Dipartimento Chim, Piazzale Aldo Moro 5, I-00185 Rome, Italy

[2] Univ Roma La Sapienza, Dipartimento Biol Ambientale, Piazzale Aldo Moro 5, I-00185 Rome, Italy

[3] Univ Teramo, Fac Biosci & Technol Food Agr & Environm, Via Balzarini 1, I-64100 Teramo, Italy

来源：

PHYTOCHEMISTRY | 2019年 / 158卷

关键词：

Wollemia nobilis WGJones; KDHill & JMAllen; Araucariaceae; Diterpenes; Spiro-labdane derivative; HPLC; NMR; MS; B-RING; DITERPENES; SESQUITERPENES; SUBSTITUTION; NEOANISATIN; METABOLITES; PROFILE; C-13;

D O I：

10.1016/j.phytochem.2018.11.012

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

An undescribed labdane-like diterpene with a rare spiro-beta-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.

引用

页码：91 / 95

页数：5