3-epicabraleahydroxylactone and other triterpenoids from camellia oil and their inhibitory effects on Epstein-Barr virus activation.
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).
Akihisa
Toshihiro
T
College of Science and Technology, Nihon University, 1-8 Kanda Surugadai, Chiyoda-ku, Tokyo 101-8308, Japan. akihisa@chem.cst.nihon-u.ac.jp
Tokuda
Harukuni
H
Ukiya
Motohiko
M
Suzuki
Toshie
T
Enjo
Fumio
F
Koike
Kazuo
K
Nikaido
Tamotsu
T
Nishino
Hoyoku
H
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*
C488482:3-epicabraleahydroxylactone; D000956:Antigens, Viral; D000998:Antiviral Agents; D007783:Lactones; D010938:Plant Oils; D014315:Triterpenes; D013755:Tetradecanoylphorbol Acetate