Inhibitory effects of cucurbitane glycosides and other triterpenoids from the fruit of Momordica grosvenori on epstein-barr virus early antigen induced by tumor promoter 12-O-tetradecanoylphorbol-13-acetate.
Two new triterpene benzoates, 5-dehydrokarounidiol dibenzoate (1) and karounidiol dibenzoate (2), and two new triterpene glycosides, 5alpha,6alpha-epoxymogroside IE(1) (8) and 11-oxomogroside A(1) (9), along with 15 known triterpenoids (one triterpene benzoate, 3; three triterpene mono-ols, 4-6; one triterpene aglycon, 7; and 10 triterpene glycosides, 10-19), were isolated from the ethanol extract of the fruit of Momordica grosvenori. The structures of 1, 2, 8, and 9 were determined on the basis of spectroscopic and chemical methods. Among the known triterpene glycosides, mogroside I E(1) (12) was a new naturally occurring compound. Eighteen triterpenoids (2-19) and 11-oxomogrol (20), a hydrolysis product of 9, were evaluated 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, which is known to be a primary screening test for antitumor promoters. All of the compounds tested showed potent inhibitory effects on EBV-EA induction (70-100% inhibition at 1 x 10(3) mol ratio/TPA).
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
Toriumi
Masakazu
M
Mukainaka
Teruo
T
Banno
Norihiro
N
Kimura
Yumiko
Y
Hasegawa
Jun-Ichi
J
Nishino
Hoyoku
H
D000956:Antigens, Viral / Q000096:biosynthesis / Q000187:drug effects*; D002849:Chromatography, Gas; D002851:Chromatography, High Pressure Liquid; D005638:Fruit / Q000737:chemistry*; D006027:Glycosides / Q000302:isolation & purification / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D029775:Momordica / Q000737:chemistry*; D013755:Tetradecanoylphorbol Acetate / Q000494:pharmacology*; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*
C469619:11-oxomogroside A; C469618:5,6-epoxymogroside IE; D000956:Antigens, Viral; C033305:Epstein-Barr virus early antigen; D006027:Glycosides; D014315:Triterpenes; C469617:karounidiol dibenzoate; C088116:karounidiol; D013755:Tetradecanoylphorbol Acetate