Discovery of Highly Oxidized Abietane Diterpenoids from the Roots of Euphorbia fischeriana with Anti‐tumor Activities

Abstract

Main observation and conclusion Four previously undescribed ent‐abietane diterpenoids (1—4), along with eleven known analogues (5—15), were isolated from the roots of wild Euphorbia fischeriana. Their gross structures were determined via extensive spectroscopic data, and the absolute configurations were elucidated by means of single‐crystal X‐ray diffraction analysis, Rh2(OCOCF3)4‐induced CD spectrum and ECD calculations. Their cervical carcinoma inhibition activities counteract HeLa cells were screened by MTT assay, and the structure‐activity relationships were further examined. The results demonstrated that 2 (IC50 value at 3.75 μmol/L) was more potent than cisplatin. The underlying mechanism study revealed that 2 could distinctly induce apoptosis accompanied by increasing reactive oxygen species (ROS) production, Ca2+ influx and decreasing mitochondrial membrane potential. Furthermore, signal pathways including MAPKs/AKT might play a significant role in 2‐induced cervical cancer cells death.

Euphohelides A–C, ent-Abietane-Type Norditerpene Lactones from Euphorbia helioscopia and Their Anti-Inflammatory Activities

“…The known compounds 2α-hydroxyhelioscopinolide B ( 4 ), helioscopinolide C ( 5 ), helioscopinolide A ( 6 ), helioscopinolide B ( 7 ), euphcopenoid B ( 8 ), helioscopinolide D ( 9 ), euphelioscopnoid N ( 10 ), helioscopinolide I ( 11 ), 3α-hydroxyjolkinolide A ( 12 ), difischenoid B ( 13 ), and helioscopinolide L ( 14 ) were characterized via comparison of their 1D NMR spectroscopic data with literature data.…”

Chemical and Biological Evaluation of Amazonian Medicinal Plant Vouacapoua americana Aubl

“…However, in contrast to the diterpenoids isolated in the present study, the latter three compounds bore a nitrogen atom. E. fischeriana , furthermore, yielded a series of moderately (IC 50 values of 10–20 µM) cytotoxic ent -abietane-type diterpenoids, such as euphonoids A–D with activity against C4-2B cells [ 25 ], fischerianoids A and B with effects on MM-231 and Hep3B cells [ 26 ], or difischenoid A showing growth inhibition of HeLa cells [ 27 ]. The latter study also yielded difischenoid B, which exhibited stronger effects on HeLa cells (IC 50 value of 3.75 µM) and was, moreover, active on MCF-7 cells (IC 50 value of 9.31 µM).…”

Natural Sesquiterpenoids, Diterpenoids, Sesterterpenoids, and Triterpenoids with Intriguing Structures from 2017 to 2022

“…Recently, a series of highly oxidized abietane diterpenoids with potent inhibitory activity against cancer cells were identified from Euphorbia fischeriana . [ 91 ]…”