仿刺参中三硫酸化非全甾烷型三萜糖苷类化合物Fallaxosides D₄、D₅、D₆和D₇的结构与生物合成
Structures and Biogenesis of Fallaxosides D₄, D₅, D₆ and D₇, Trisulfated Non-Holostane Triterpene Glycosides from the Sea Cucumber Cucumaria fallax.
作者信息
Silchenko Alexandra S, Kalinovsky Anatoly I, Avilov Sergey A, Andryjaschenko Pelageya V, Dmitrenok Pavel S, Kalinin Vladimir I, Chingizova Ekaterina A, Minin Kirill V, Stonik Valentin A
机构信息
G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Pr. 100-letya Vladivostoka 159, 690022 Vladivostok, Russia.
P.P. Shirshov Institute of Oceanology of the Russian Academy of Sciences, Nakhimovsky Pr., 36, 117997 Moscow, Russia.
出版信息
Molecules. 2016 Jul 20;21(7):939. doi: 10.3390/molecules21070939.
Four new trisulfated triterpene glycosides, fallaxosides D₄ (1), D₅ (2), D₆ (3) and D₇ (4) have been isolated from the sea cucumber Cucumaria fallax (Cucumariidae, Dendrochirotida). The structures of the glycosides have been elucidated by 2D NMR spectroscopy and HRESIMS. All the glycosides have the lanostane aglycones of a rare non-holostane type with 7(8)-, 8(9)- or 9(11)-double bonds, one or two hydroxyl groups occupying unusual positions in the polycyclic nucleus and shortened or normal side chains. The pentasaccharide carbohydrate moieties of 1-4 have three sulfate groups. The cytotoxic activity of glycosides 1-4 against the ascite form of mouse Ehrlich carcinoma cells and mouse spleen lymphocytes and hemolytic activity against mouse erythrocytes have been studied.
从海参Cucumaria fallax（瓜参科，枝手目）中分离出了四种新的三硫酸化三萜糖苷，即fallaxosides D₄（1）、D₅（2）、D₆（3）和D₇（4）。糖苷的结构已通过二维核磁共振光谱和高分辨电喷雾电离质谱法得以阐明。所有糖苷都具有一种罕见的非羊毛甾烷型羊毛甾烷苷元，带有7(8)-、8(9)-或9(11)-双键，一个或两个羟基在多环核中占据不寻常的位置，以及缩短或正常的侧链。1-4的五糖碳水化合物部分有三个硫酸基团。研究了糖苷1-4对小鼠艾氏腹水癌细胞和小鼠脾淋巴细胞的细胞毒性活性以及对小鼠红细胞的溶血活性。
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