title: 3-epicabraleahydroxylactone and other triterpenoids from camellia oil and their inhibitory effects on Epstein-Barr virus activation.
abstract: The structure of a triterpenoid isolated from the nonsaponifiable lipid (NSL) of the seed oil of the camellia (Camellia japonica L.; Theaceae) was established to be (20S)-3beta-hydroxy-25,26,27-trisnordammaran-24,20-olide (1; 3-epicabraleahydroxylactone) on the basis of spectroscopic and chemical methods. Six other triterpenoids isolated from the NSL were identified as 3-epicabraleadiol (2), ocotillol II (3), ocotillol I (4), dammarenediol II (5), (20R)-taraxastane-3beta,20-diol (6), and lupane-3beta,20-diol (7). Upon evaluation of the seven triterpenoids (1-7) with respect to their inhibitory effects on the induction of Epstein-Barr virus early antigen (EBV-EA) by 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells, three compounds (5-7) showed potent inhibitory effects against EBV-EA induction (IC(50) values of 277-420 mol ratio/32 pmol TPA).
authors.affiliation: College of Science and Technology, Nihon University, 1-8 Kanda Surugadai, Chiyoda-ku, Tokyo 101-8308, Japan. akihisa@chem.cst.nihon-u.ac.jp
authors.forename: Toshihiro
authors.initials: T
authors.lastname: Akihisa
authors.forename: Harukuni
authors.initials: H
authors.lastname: Tokuda
authors.forename: Motohiko
authors.initials: M
authors.lastname: Ukiya
authors.forename: Toshie
authors.initials: T
authors.lastname: Suzuki
authors.forename: Fumio
authors.initials: F
authors.lastname: Enjo
authors.forename: Kazuo
authors.initials: K
authors.lastname: Koike
authors.forename: Tamotsu
authors.initials: T
authors.lastname: Nikaido
authors.forename: Hoyoku
authors.initials: H
authors.lastname: Nishino
mesh_terms: D000956:Antigens, Viral / Q000378:metabolism; D000998:Antiviral Agents / Q000737:chemistry* / Q000494:pharmacology*; D028244:Camellia / Q000737:chemistry*; D002460:Cell Line; D002851:Chromatography, High Pressure Liquid; D004854:Herpesvirus 4, Human / Q000187:drug effects*; D006801:Humans; D007783:Lactones / Q000737:chemistry* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010938:Plant Oils / Q000737:chemistry* / Q000494:pharmacology*; D013755:Tetradecanoylphorbol Acetate / Q000494:pharmacology; D014315:Triterpenes / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: C488482:3-epicabraleahydroxylactone; D000956:Antigens, Viral; D000998:Antiviral Agents; D007783:Lactones; D010938:Plant Oils; D014315:Triterpenes; D013755:Tetradecanoylphorbol Acetate