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来自远东海星库页海星的甾体单糖苷及海星中多羟基甾体生物合成的假设途径。

Steroidal monoglycosides from the Far Eastern starfish Hippasteria kurilensis and hypothetic pathways of polyhydroxysteroid biosynthesis in starfish.

作者信息

Kicha Alla A, Ivanchina Natalia V, Kalinovsky Anatoly I, Dmitrenok Pavel S, Stonik Valentin A

机构信息

Pacific Institute of Bioorganic Chemistry, Far East Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, Russia.

出版信息

Steroids. 2009 Feb;74(2):238-44. doi: 10.1016/j.steroids.2008.11.007. Epub 2008 Nov 18.

DOI:10.1016/j.steroids.2008.11.007
PMID:19059276
Abstract

Five new steroidal monoglycosides, kurilensosides E (1), F (2), G (3), H (4) and 15-O-sulfate of echinasteroside C (5) were isolated along with the previously known echinasteroside C (6) from the alcoholic extract of the Far Eastern starfish Hippasteria kurilensis collected near Kuril Islands. Compounds 1-3 were determined to contain unusual polyhydroxysteroidal aglycons lacking 6-hydroxy group. Aglycon moiety of kurilensoside H (4) was shown to be the first case of marine polar steroids containing 4,5-epoxy functionality. Hypothetic pathways of the biosynthesis of polyhydroxysteroids and related glycosides in starfish and the existence of the late C-6 oxidation pathway in H. kurilensis are discussed.

摘要

从千岛群岛附近采集的远东海星库页海星的乙醇提取物中,分离出了5种新的甾体单糖苷,即库里伦索苷E(1)、F(2)、G(3)、H(4)以及海盘车苷C的15 - O - 硫酸盐(5),同时还分离出了之前已知的海盘车苷C(6)。化合物1 - 3被确定含有不寻常的多羟基甾体苷元,缺少6 - 羟基。库里伦索苷H(4)的苷元部分被证明是含有4,5 - 环氧官能团的海洋极性甾体的首例。本文讨论了海星中多羟基甾体及其相关糖苷的推测生物合成途径,以及库页海星中晚期C - 6氧化途径的存在情况。

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