来自纺锤螺（Fusinus perplexus）的具有5,6-二氢-β-末端基团的类胡萝卜素结构

Structures of carotenoids with 5,6-dihydro-beta-end groups from the spindle shell Fusinus perplexus.

作者信息

Tsushima M, Maoka T, Matsuno T

机构信息

Kyoto Pharmaceutical University, Misasagi, Yamashina, Kyoto 607-8414, Japan.

出版信息

J Nat Prod. 2001 Sep;64(9):1139-42. doi: 10.1021/np010060y.

DOI:10.1021/np010060y

PMID:11575944

Abstract

A series of pirardixanthin derivatives, 1, 2, 3, 4, and 5, possessing the 5,6-dihydro-beta-end group were isolated from the spindle shell Fusinus perplexus.(1,2) Their structures and absolute configurations were determined by modern spectroscopic analysis to be (4S,5S,6S,4'S,5'S,6'S)-5,6,5',6'-tetrahydro-beta,beta-carotene-4,4'-diol (1), (3S,4R,5S,6S,4'S,5'S,6'S)-5,6,5',6'-tetrahydro-beta,beta-carotene-3,4,4'-triol (2), (3S,4R,5S,6S,3'S,4'R,5'S,6'S)-5,6,5',6'-tetrahydro-beta,beta-carotene-3,4,3',4'-tetrol (3), (5S,6S,4'S,5'S,6'S)-4'-hydroxy-5,6,5',6'-tetrahydro-beta,beta-caroten-4-one (4), and (4'S,5'S,6'S)-4'-hydroxy-5',6'-dihydro-beta,beta-caroten-4-one (5).

摘要

从纺锤螺Fusinus perplexus中分离出了一系列具有5,6-二氢-β-末端基团的吡咯二叶黄素衍生物1、2、3、4和5。（1,2）通过现代光谱分析确定它们的结构和绝对构型分别为（4S,5S,6S,4'S,5'S,6'S）-5,6,5',6'-四氢-β,β-胡萝卜素-4,4'-二醇（1）、（3S,4R,5S,6S,4'S,5'S,6'S）-5,6,5',6'-四氢-β,β-胡萝卜素-3,4,4'-三醇（2）、（3S,4R,5S,6S,3'S,4'R,5'S,6'S）-5,6,5',6'-四氢-β,β-胡萝卜素-3,4,3',4'-四醇（3）、（5S,6S,4'S,5'S,6'S）-4'-羟基-5,6,5',6'-四氢-β,β-胡萝卜素-4-酮（4）和（4'S,5'S,6'S）-4'-羟基-5',6'-二氢-β,β-胡萝卜素-4-酮（5）。