Title
Highly oxygenated and structurally diverse diterpenoids from Euphorbia helioscopia
Author
Wan-Ping Wang, Kun Jiang, Ping Zhang, Kai-Kai Shen, Shi-Jin Qu, Xiao-Ping Yu, Chang-Heng Tan
Year
2018
Journal
Phytochemistry
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.
Instrument
J-810
Keywords
Circular dichroism, Absolute configuration, Natural products, Medicinal, Pharmaceutical