title: 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.
authors.affiliation: College of Science and Technology, Nihon University, 1-8 Kanda Surugadai, Chiyoda-ku, Tokyo 101-8308, Japan.
authors.forename: Motohiko
authors.initials: M
authors.lastname: Ukiya
authors.forename: Toshihiro
authors.initials: T
authors.lastname: Akihisa
authors.forename: Harukuni
authors.initials: H
authors.lastname: Tokuda
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Suzuki
authors.forename: Teruo
authors.initials: T
authors.lastname: Mukainaka
authors.forename: Eiichiro
authors.initials: E
authors.lastname: Ichiishi
authors.forename: Ken
authors.initials: K
authors.lastname: Yasukawa
authors.forename: Yoshimasa
authors.initials: Y
authors.lastname: Kasahara
authors.forename: Hoyoku
authors.initials: H
authors.lastname: Nishino
mesh_terms: 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
chemical_list: D016588:Anticarcinogenic Agents; D000956:Antigens, Viral; C033305:Epstein-Barr virus early antigen; D010936:Plant Extracts; D014315:Triterpenes; D013755:Tetradecanoylphorbol Acetate