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

Cancer Lett. 2002 Mar 8;177(1):7-12. doi: 10.1016/s0304-3835(01)00769-8.

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anticarcinogenic Agents / isolation & purification
  • Anticarcinogenic Agents / pharmacology*
  • Antigens, Viral / metabolism*
  • Cell Survival / drug effects*
  • Chrysanthemum cinerariifolium / chemistry*
  • Drug Screening Assays, Antitumor
  • Humans
  • Neoplasms / metabolism
  • Neoplasms / prevention & control*
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology*
  • Plants, Edible
  • Structure-Activity Relationship
  • Tetradecanoylphorbol Acetate / pharmacology
  • Triterpenes / isolation & purification
  • Triterpenes / pharmacology
  • Tumor Cells, Cultured / drug effects*
  • Tumor Cells, Cultured / physiology

Substances

  • Anticarcinogenic Agents
  • Antigens, Viral
  • Epstein-Barr virus early antigen
  • Plant Extracts
  • Triterpenes
  • Tetradecanoylphorbol Acetate