Triterpenoids of Euphorbia kansuensis Proch

Zhang, Bei-bei; Han, Xuelian; Jiang, Qian; Liao, Zhi‐Xin; Liu, Chao; Qu, Yanbo

doi:10.1016/j.fitote.2012.06.009

Cited by 11 publications

(3 citation statements)

References 7 publications

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“…There are more than 80 Euphorbia species in China [5], widely distributed throughout the whole country especially in the southwestern Hengduan Mountains and northwestern arid regions. Euphorbia jolkinii (or Euphorbia nematocypha ), a perennial herbaceous plant, is indigenous to Southwest of China and particularly rich in the grasslands of northwestern Yunnan.…”

Section: Introductionmentioning

confidence: 99%

Antifeedant and Antiviral Diterpenoids from the Fresh Roots of Euphorbia jolkinii

Huang

Luo

et al. 2014

Nat. Prod. Bioprospect.

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The perennial herbaceous plant Euphorbia jolkinii (Euphorbiaceae) is a noxious weed widely distributed in the grasslands of northwestern Yunnan and has greatly threatened the local biodiversity. Phytochemical investigation on the fresh roots of E. jolkinii afforded six new diterpenoids 1, 2, 4–6, and 8, together with fifteen known diterpenoids. Their structures were elucidated on the basis of 1D and 2D NMR and other spectroscopic methods. Casbane, lathyrane, abietane, and ent-kaurane diterpenoids were reported from this plant for the first time. Selected compounds were evaluated for their antifeedant and anti-RSV (respiratory syncytial virus) activities. Compound 2 and ingenol (3) exhibited moderate antifeedant activity against a generalist insect herbivore, Spodoptera exigua, with EC50 values of 17.88 and 17.71 μg/cm2 respectively. Compound 19 showed significant anti-RSV activity, with 50 % inhibition (IC50) value of 10.0 μM and selective index of 8.0. Compounds 1 and 2 were less active against RSV virus, both with IC50 value of 25 μM, and with selective indices of 1.0 and 3.2 respectively. These findings provided new evidence for the biological functions and utilization of the diversified diterpenoid metabolites in the roots of this rich but harmful plant.Graphical AbstractElectronic supplementary materialThe online version of this article (doi:10.1007/s13659-014-0009-3) contains supplementary material, which is available to authorized users.

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Section: Introductionmentioning

confidence: 99%

Antifeedant and Antiviral Diterpenoids from the Fresh Roots of Euphorbia jolkinii

Huang

Luo

et al. 2014

Nat. Prod. Bioprospect.

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“…Fractions of E. helioscopia were evaluated in five different human cancer cell lines, with the treatment of the Ethyl Acetate fraction being the most effective in inhibiting the proliferation of human hepatocellular carcinoma cells SMMC-7721with interruption of the cell cycle in the G0/G1 phase at concentrations of 100-200 µg/mL [25] . In turn, E. umbellata latex also exhibited cytotoxicity to several tumor cell lines, human cervical cancer (HeLa), acute T cell leukemia Jukart (E6-1), Acute promyelocytic leukemia (HL-60), colorectal ileocecal adenocarcinoma (HCT-8), Triple-negative breast cancer (MDA-MB-231) [26][27][28][29]18] .…”

Section: Cytotoxic Potentialmentioning

confidence: 99%

Antiproliferative response induced Euphorbia umbellata fractions and subfractions in melanoma and hepatocellular carcinoma tumor cells

Alves¹,

Cabral²,

Conceição³

et al. 2020

J Pharmacogn Phytochem

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Resistance to the therapies currently offered for melanoma and hepatocellular carcinoma requires new research that seeks more effective therapeutic agents with less toxicity. The present study aimed to evaluate the antiproliferative, antitumor effects and the modulation of the mitochondrial electrical potential of the Acetate and Chloroform fractions and the sub-fractions Methanol, Ethanol, Dichloromethane and Ether, isolated from E. umbellata latex sap in murine melanoma cells (B16 -F10), hepatocellular carcinoma tumor cells (Hepa1c1c7) and normal fibroblast cells (FN1). The Acetate and Chloroform fractions showed significantly cytotoxic potential for tumor cells B16-F10 and Hepa1c1c7, in addition to the fractions being sensitive to the ether and methanol compounds. Such compounds promoted the reduction of cell confluence, the modulation of mitochondrial electrical potential, the depolarization of the mitochondrial membrane, and the release of pro-apoptotic mechanisms that resulted in the death of both tumor lines.

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“…Its roots are used in Chinese folk medicine for the treatment of pyretolysis, cholagogue, and apocenosis and as purgative . Previous chemical investigation of this plant led to the isolation of several lathyrane diterpennoids and ursane triterpenoids, some of which showed significant cytotoxicity . In our continuing efforts toward discovering structurally intriguing and biologically significant metabolites from Euphorbiaceae species, a highly modified ingenane diterpenoid, euphorkanlide A ( 1 ), was isolated from the roots of E. kansuensis .…”

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confidence: 99%

Euphorkanlide A, a Highly Modified Ingenane Diterpenoid with a C₂₄ Appendage from Euphorbia kansuensis

et al. 2019

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Euphorkanlide A (1), a highly modified ingenane diterpenoid with a C 24 appendage forming an additional hexahydroisobenzofuran-fused 19-membered macrocyclic bis-lactone ring system was isolated from the roots of Euphorbia kansuensis. Its structure was determined by extensive spectroscopic analysis and quantum-chemical calculations. Compound 1 showed significant cytotoxicities against a panel of cancer cell lines (IC 50s < 5 μM). Mechanistic study revealed that 1 could induce the generation of ROS, leading to cell cycle arrest and cell apoptosis in drug-resistant cancer cell line HCT-15/5-FU.

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Triterpenoids of Euphorbia kansuensis Proch

Cited by 11 publications

References 7 publications

Antifeedant and Antiviral Diterpenoids from the Fresh Roots of Euphorbia jolkinii

Antifeedant and Antiviral Diterpenoids from the Fresh Roots of Euphorbia jolkinii

Antiproliferative response induced Euphorbia umbellata fractions and subfractions in melanoma and hepatocellular carcinoma tumor cells

Euphorkanlide A, a Highly Modified Ingenane Diterpenoid with a C₂₄ Appendage from Euphorbia kansuensis

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Triterpenoids of Euphorbia kansuensis Proch

Cited by 11 publications

References 7 publications

Antifeedant and Antiviral Diterpenoids from the Fresh Roots of Euphorbia jolkinii

Antifeedant and Antiviral Diterpenoids from the Fresh Roots of Euphorbia jolkinii

Antiproliferative response induced Euphorbia umbellata fractions and subfractions in melanoma and hepatocellular carcinoma tumor cells

Euphorkanlide A, a Highly Modified Ingenane Diterpenoid with a C24 Appendage from Euphorbia kansuensis

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Euphorkanlide A, a Highly Modified Ingenane Diterpenoid with a C₂₄ Appendage from Euphorbia kansuensis