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

页码：1779 / 1782

页数：4

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