Euphorins A-H: bioactive diterpenoids from Euphorbia fischeriana

J Nat Med. 2016 Jul;70(3):412-22. doi: 10.1007/s11418-016-0987-z. Epub 2016 Mar 21.

Abstract

Phytochemical investigation of the roots of Euphorbia fischeriana resulted in the isolation of 23 diterpenoids (1-23), which were classified into five subtypes, namely, ent-rosane (1-9), ent-abietane (10-16), ent-kaurane (17), ingenane (18-22), and lathyrane (23). The chemical structures of eight new compounds, namely, euphorin A (4), B (5), C (7), D (9), E (13), F (14), G (15), and H (16), were elucidated on the basis of extensive 1D and 2D NMR spectroscopic analyses, as well as single crystal X-ray structure analysis. A number of compounds (2, 6, 7, 10, 11, 13, 16, 19, 20, 22, and 23) showed inhibitory activity on the formation of mammospheres in human breast cancer MCF-7 cells at a final concentration of 10 μM, suggesting the potential of these bioactive diterpenoids for further investigation of the action targeting cancer stem cells.

Keywords: Cancer stem cells; Diterpenoid; Euphorbia fischeriana; Euphorbiaceae; Mammosphere formation.

MeSH terms

  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Diterpenes / chemistry*
  • Drugs, Chinese Herbal / chemistry*
  • Euphorbia / chemistry*
  • Humans
  • Molecular Structure
  • Plant Roots / chemistry*

Substances

  • Antineoplastic Agents, Phytogenic
  • Diterpenes
  • Drugs, Chinese Herbal