Macrocyclic diterpenoids from Euphorbia semiperfoliata

In addition to known compounds, the aerial parts of E. semiperfoliata afforded an abietanolide (3), 13 jatrophane polyesters (4-9, 12, 14-19), two 4-deoxyphorbol diesters (23, 24), and a pair of epimeric diterpenes (21, 22) with a novel carbon skeleton, which was named euphoperfoliane. Structures we...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 1998-06, Vol.61 (6), p.749-756
Main Authors: Appendino, G, Jakupovic, S, Tron, G C, Jakupovic, J, Milon, V, Ballero, M
Format: Article
Language:English
Subjects:
Carbohydrate Sequence
Diterpenes - isolation & purification
Euphorbiaceae - chemistry
Magnetic Resonance Spectroscopy
Mass Spectrometry
Molecular Conformation
Molecular Sequence Data
Spectrophotometry, Infrared
Spectrophotometry, Ultraviolet
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Summary:In addition to known compounds, the aerial parts of E. semiperfoliata afforded an abietanolide (3), 13 jatrophane polyesters (4-9, 12, 14-19), two 4-deoxyphorbol diesters (23, 24), and a pair of epimeric diterpenes (21, 22) with a novel carbon skeleton, which was named euphoperfoliane. Structures were determined by spectroscopic analysis, and the main conformational features of jatropha-6(17),11-dienes are discussed in detail. The obtained isolation yield of several jatrophanes was unprecedented within the spurges (Euphorbia spp.), making E. semiperfoliata a unique source of macrocyclic diterpenoids.
ISSN:0163-3864
DOI:10.1021/np970507w