Novel marine di-Z-carotenoids: cucumariaxanthins A, B, and C from the sea cucumber Cucumaria japonica.
The novel marine carotenoids, cucumariaxanthins A (1), B (2), and C (3), were isolated from the northern sea cucumber Cucumaria japonica. Their structures and absolute stereochemistries were determined to be (5S,6S,5'S,6'S)-(9Z,9'Z)-5,6,5',6'-tetrahydro-beta,beta- carotene-4,4'-dione for 1; (5S,6S,4'S,5'S,6'S)-(9Z,9'Z)-4'-hydroxy-5,6,5',6'-tetrahydro-beta, beta- caroten-4-one for 2; and (4S,5S,6S,4'S,5'S,6'S)-(9Z,9'Z)-5,6,5',6'-tetrahydro-beta,beta-car otene-4,4'- diol for 3 by extensive spectroscopic analysis and by the modified Mosher's method. Cucumariaxanthin C showed an inhibitory effect on Epstein-Barr virus activation in a short-term in vitro assay.
Tsushima
M
M
Kyoto Pharmaceutical University, Japan.
Fujiwara
Y
Y
Matsuno
T
T
D000818:Animals; D002338:Carotenoids / Q000302:isolation & purification* / Q000494:pharmacology; D002460:Cell Line; D004854:Herpesvirus 4, Human / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D012616:Sea Cucumbers / Q000737:chemistry*; D013755:Tetradecanoylphorbol Acetate / Q000494:pharmacology; D014775:Virus Activation / Q000187:drug effects; D024341:Xanthophylls
D024341:Xanthophylls; C102610:cucumariaxanthin A; C102611:cucumariaxanthin B; C102612:cucumariaxanthin C; D002338:Carotenoids; D013755:Tetradecanoylphorbol Acetate