ALGAL CAROTENOIDS .46. PYRRHOXANTHIN, REISOLATION AND ABSOLUTE-CONFIGURATION

被引：20
作者：
AAKERMANN, T
LIAAENJENSEN, S
机构：
[1] Organic Chemistry Laboratories, Norwegian Institute of Technology, University of Trondheim
来源：
PHYTOCHEMISTRY | 1992年 / 31卷 / 05期
关键词：
CERATIUM SPP; (3R,3'S,5'R,6'R)-5',6-EPOXY-3,3'-DIHYDROXY-7,8-DIDEHYDRO-5',6'-DIHYDRO-10,11,20-TRINOR-BETA,BETA-CAROTEN-19',11'-OLIDE 3-ACETATE; PYRRHOXANTHIN; PARTIAL SYNTHESIS;
D O I：
10.1016/0031-9422(92)83146-P
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Pyrrhoxanthin was reisolated on the mg scale from a natural bloom of Ceratium spp. and fully characterized spectroscopically. All-trans-(3S,5R,6R,3'S,5'R)-peridinin acetate was converted into all-trans pyrrhoxanthin acetate. Semisynthetic all-trans pyrrhoxanthin acetate could not be separated from all-trans pyrrhoxanthin acetate ex natural pyrrhoxanthin, and exhibited the same Cotton effect as natural pyrrhoxanthin. This result, supporting the (3R,3'S,5'R,6'R)-configuration for pyrrhoxanthin, is consistent with H-1 NMR evidence for the epoxidic end group. The dehydration reaction mimics the metabolic conversion. 9-cis Pyrrhoxanthin acetate and anhydroperidinin acetate, obtained as by-products in the POCl3-treatment, were characterized by spectrometry.
引用
收藏
页码：1779 / 1782
页数：4
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