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Highly Oxygenated and Structurally Diverse Diterpenoids From Euphorbia Helioscopia

Wan-Ping Wang, Kun Jiang, Ping Zhang, Kai-Kai Shen, Shi-Jin Qu, Xiao-Ping Yu, Chang-Heng Tan

Phytochemistry. 2018 Jan;145:93-102.

PMID: 29107811

Abstract:

A phytochemical investigation on the aerial part of Euphorbia helioscopia (Euphorbiaceae) led to the isolation of 22 highly oxygenated diterpenoids with structural types of ent-abietane, ent-kaurane, lathyrane, ent-atisane and ingenane. 17 of them, named euphelionolides A - N, 16-epi-18-hydroxy-abbeokutone, as well as eupheliotriols A and B, were identified to be previously undescribed compounds by extensive analysis of spectroscopic data. The stereostructures of euphelionolides A - K were determined by single crystal X-ray diffraction combined with analysis of substituent effects and comparison of optical characteristics. Eupheliotriol B is the first example of natural occurring lathyrol with 12Z-ene, while ent-atisanes are the first reported from the title plant. Furthermore, euphelionolides F and L exhibited significant cytotoxicity against MCF-7 and PANC-1 cell lines.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP34420194 Lathyrol Lathyrol 34420-19-4 Price
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