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Chemical Constituents from Euphorbia esula
Defeng Yan1,2, Miaomiao Zhang1,2, Yuqing Song1,2
1State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, China.
Abstract:
Euphorbia esula is widely distributed across China, Central Asia and other regions worldwide. For centuries, it has been applied in folk and traditional medicine as a cure for diverse ailments. Nevertheless, the bioactive components responsible for anti-inflammatory and cytotoxic effects remain incompletely identified. In this study, two undescribed chemical constituents, a pyrrole alkaloid (1) and a loliolide analogue (2), alongside nine known components (3-11) were separated from the aerial parts of Euphorbia esula indigenous to Uzbekistan. Their chemical structures were comprehensively elucidated utilizing HRESIMS, NMR, IR and UV spectroscopy. Corresponding absolute configurations were determined based on comparison of experimental and calculated ECD data. Compounds 3-11 were firstly isolated from Euphorbia esula, among which 4, 5, 7 and 9-11 were yielded from the genus Euphorbia for the first time. Chemically, the discovery of various skeletons covering pyrrole alkaloids (1, 9), norisoprenoids (2-8), furanone (10) and unusual cyclooct-2-enone (11) particularly highlighted the structural diversity. Bioactivity assays revealed that some compounds (1, 3, 5, 6, 7 and 8) exhibited certain anti-inflammatory effects via inhibiting the NO release in LPS-induced RAW 264.7 macrophages.
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Physical Properties of Ethers
An ether molecule has a net dipole moment due to the polarity of C–O bonds. Subsequently, boiling points of ethers are lower than those of alcohols of comparable molecular weight and slightly higher than those of hydrocarbons of comparable molecular weight (Table 1).
Ethers can act as hydrogen bond acceptors, making them more water-soluble than hydrocarbons, but since ethers cannot act as hydrogen bond donors, they are much less soluble in water than alcohols. Ethers are considered...
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Ethers are organic compounds with an ether functional group which is characterized by an oxygen atom connected to two — identical or different — alkyl, aryl, or vinyl groups. The C–O–C linkage in dimethyl ether — the simplest ether — has an approximately tetrahedral bond angle of 110.3 degrees. The oxygen atom is sp3- hybridized, with the C–O distance being about 140 pm.
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Crown Ethers
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