Euphorins A-H: bioactive diterpenoids from Euphorbia fischeriana

  • J Nat Med. 2016 Jul;70(3):412-22. doi: 10.1007/s11418-016-0987-z.
Xinzhu Kuang  1 Wei Li  2 Yuichiro Kanno  3 Naoya Yamashita  3 Shoko Kikkawa  1 Isao Azumaya  1 Kiyomitsu Nemoto  3 Yoshihisa Asada  4 Kazuo Koike  1
Affiliations
  • 1. Faculty of Pharmaceutical Sciences, Toho University, Miyama 2-2-1, Funabashi, Chiba, 274-8510, Japan.
  • 2. Faculty of Pharmaceutical Sciences, Toho University, Miyama 2-2-1, Funabashi, Chiba, 274-8510, Japan. [email protected].
  • 3. Department of Molecular Toxicology, Faculty of Pharmaceutical Sciences, Toho University, Miyama 2-2-1, Funabashi, Chiba, 274-8510, Japan.
  • 4. Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan.
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.
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