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 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.
Appendino
G
G
Dipartimento di Scienza e Tecnologia del Farmaco, via Giuria 9, 10125 Torino, Italy. appendin@pharm.unito.it
Jakupovic
S
S
Tron
G C
GC
Jakupovic
J
J
Milon
V
V
Ballero
M
M
D002240:Carbohydrate Sequence; D004224:Diterpenes / Q000302:isolation & purification*; D019665:Euphorbiaceae / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008968:Molecular Conformation; D008969:Molecular Sequence Data; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
D004224:Diterpenes