新型海洋双 - Z - 类胡萝卜素：来自日本刺参的海参叶黄素A、B和C。

Novel marine di-Z-carotenoids: cucumariaxanthins A, B, and C from the sea cucumber Cucumaria japonica.

作者信息

Tsushima M, Fujiwara Y, Matsuno T

机构信息

Kyoto Pharmaceutical University, Japan.

出版信息

J Nat Prod. 1996 Jan;59(1):30-4. doi: 10.1021/np960022s.

DOI:10.1021/np960022s

PMID:8984150

Abstract

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.

摘要

从北方海参日本刺参中分离出了新型海洋类胡萝卜素，即海参黄质A（1）、B（2）和C（3）。通过广泛的光谱分析和改良的莫舍尔方法，确定它们的结构和绝对立体化学结构分别为：1为(5S,6S,5'S,6'S)-(9Z,9'Z)-5,6,5',6'-四氢-β,β-胡萝卜素-4,4'-二酮；2为(5S,6S,4'S,5'S,6'S)-(9Z,9'Z)-4'-羟基-5,6,5',6'-四氢-β,β-胡萝卜素-4-酮；3为(4S,5S,6S,4'S,5'S,6'S)-(9Z,9'Z)-5,6,5',6'-四氢-β,β-胡萝卜素-4,4'-二醇。在短期体外试验中，海参黄质C对爱泼斯坦-巴尔病毒激活具有抑制作用。