Eupha-7,9(11),24-trien-3beta-ol ("antiquol C") and other triterpenes from Euphorbia antiquorum latex and their inhibitory effects on Epstein-Barr virus activation.
The structures of three triterpene alcohols isolated from the latex of Euphorbia antiquorum were established to be eupha-7,9(11),24-trien-3beta-ol (2; antiquol C), 19(10-->9)abeo-8alpha,9beta,10alpha-eupha-5,24-dien-3beta-ol (3; antiquol B), and 24-methyltirucalla-8,24(24(1))-dien-3beta-ol (4; euphorbol) on the basis of spectroscopic methods. Compounds 3 and 4 have previously been assigned the erroneous structures of 10alpha-cucurbita-5,24-dien-3alpha-ol and 24-methyleupha-8,24(24(1))-dien-3beta-ol, respectively. Compounds 2-4 and four other known compounds isolated from the latex, euphol (1), lemmaphylla-7,21-dien-3beta-ol (5), isohelianol (6), and camelliol C (7), showed potent inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by the tumor promoter 12-O-tetradecanoylphorbol-13-acetate (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
Kithsiri Wijeratne
E M
EM
Tokuda
Harukuni
H
Enjo
Fumio
F
Toriumi
Masakazu
M
Kimura
Yumiko
Y
Koike
Kazuo
K
Nikaido
Tamotsu
T
Tezuka
Yasuhiro
Y
Nishino
Hoyoku
H
D000956:Antigens, Viral / Q000032:analysis / Q000187:drug effects; D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid; D028481:Euphorbia / Q000737:chemistry*; D004854:Herpesvirus 4, Human / Q000187:drug effects / Q000276:immunology; D006801:Humans; D007840:Latex / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D009303:Nasopharyngeal Neoplasms; D019906:Nuclear Magnetic Resonance, Biomolecular; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D013188:Sri Lanka; D013237:Stereoisomerism; D013755:Tetradecanoylphorbol Acetate / Q000494:pharmacology; D014407:Tumor Cells, Cultured; D014779:Virus Replication / Q000187:drug effects
D000956:Antigens, Viral; D000998:Antiviral Agents; C033305:Epstein-Barr virus early antigen; D007840:Latex; D013755:Tetradecanoylphorbol Acetate