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.
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.
Ukiya
Motohiko
M
College of Science and Technology, Nihon University, 1-8 Kanda Surugadai, Chiyoda-ku, Tokyo 101-8308, Japan.
Akihisa
Toshihiro
T
Tokuda
Harukuni
H
Suzuki
Hiroyuki
H
Mukainaka
Teruo
T
Ichiishi
Eiichiro
E
Yasukawa
Ken
K
Kasahara
Yoshimasa
Y
Nishino
Hoyoku
H
D016588:Anticarcinogenic Agents / Q000302:isolation & purification / Q000494:pharmacology*; D000956:Antigens, Viral / Q000378:metabolism*; D002470:Cell Survival / Q000187:drug effects*; D011723:Chrysanthemum cinerariifolium / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009369:Neoplasms / Q000378:metabolism / Q000517:prevention & control*; D010936:Plant Extracts / Q000302:isolation & purification / Q000494:pharmacology*; D010945:Plants, Edible; D013329:Structure-Activity Relationship; D013755:Tetradecanoylphorbol Acetate / Q000494:pharmacology; D014315:Triterpenes / Q000302:isolation & purification / Q000494:pharmacology; D014407:Tumor Cells, Cultured / Q000187:drug effects* / Q000502:physiology
D016588:Anticarcinogenic Agents; D000956:Antigens, Viral; C033305:Epstein-Barr virus early antigen; D010936:Plant Extracts; D014315:Triterpenes; D013755:Tetradecanoylphorbol Acetate