Kicha Alla A, Ivanchina Natalia V, Kalinovsky Anatoly I, Dmitrenok Pavel S, Stonik Valentin A
Pacific Institute of Bioorganic Chemistry, Far East Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022 Vladivostok, Russia.
Steroids. 2009 Feb;74(2):238-44. doi: 10.1016/j.steroids.2008.11.007. Epub 2008 Nov 18.
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.
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。