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Constituents of Compositae plants III. Anti-tumor promoting effects and cytotoxic activity against human cancer cell lines of triterpene diols and triols from edible chrysanthemum flowers.

Abstract
Fifteen pentacyclic triterpene diols and triols, consisting of: six taraxastanes, faradiol (1), heliantriol B0 (2), heliantriol C (3), 22alpha-methoxyfaradiol (4), arnidiol (5), and faradiol alpha-epoxide (6); five oleananes, maniladiol (7), erythrodiol (8), longispinogenin (9), coflodiol (10), and heliantriol A(1) (11); two ursanes, brein (12) and uvaol (13); and two lupanes, calenduladiol (14) and heliantriol B2 (15), isolated from the non-saponifiable lipid fraction of the edible flower extract of chrysanthemum (Chrysanthemum morifolium) were evaluated for their inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by the tumor promoter, 12-O-tetradecanoylphorbol-13-acetate, in Raji cells as a primary screening test for anti-tumor-promoters. All of the compounds tested showed inhibitory effects against EBV-EA activation with potencies either comparable with or stronger than that of glycyrrhetic acid, a known natural anti-tumor-promoter. Evaluation of the cytotoxic activity of six compounds, 1-3 and 5-7, against human cancer cell lines revealed that compound 5 possesses a wide range of cytotoxicity, with GI50 values (concentration that yields 50% growth) of mostly less than 6 microM.
AuthorsMotohiko Ukiya, Toshihiro Akihisa, Harukuni Tokuda, Hiroyuki Suzuki, Teruo Mukainaka, Eiichiro Ichiishi, Ken Yasukawa, Yoshimasa Kasahara, Hoyoku Nishino
JournalCancer letters (Cancer Lett) Vol. 177 Issue 1 Pg. 7-12 (Mar 08 2002) ISSN: 0304-3835 [Print] Ireland
PMID11809525 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
Chemical References
  • Anticarcinogenic Agents
  • Antigens, Viral
  • Epstein-Barr virus early antigen
  • Plant Extracts
  • Triterpenes
  • Tetradecanoylphorbol Acetate
Topics
  • Anticarcinogenic Agents (isolation & purification, pharmacology)
  • Antigens, Viral (metabolism)
  • Cell Survival (drug effects)
  • Chrysanthemum cinerariifolium (chemistry)
  • Drug Screening Assays, Antitumor
  • Humans
  • Neoplasms (metabolism, prevention & control)
  • Plant Extracts (isolation & purification, pharmacology)
  • Plants, Edible
  • Structure-Activity Relationship
  • Tetradecanoylphorbol Acetate (pharmacology)
  • Triterpenes (isolation & purification, pharmacology)
  • Tumor Cells, Cultured (drug effects, physiology)

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