Synaptosides A and A1, triterpene glycosides from the sea cucumber Synapta maculata containing 3-O-methylglucuronic acid and their cytotoxic activity against tumor cells

被引：33

作者：

Avilov, Sergey A. ^{[1
]}

Silchenko, Alexandra S. ^{[1
]}

Antonov, Alexander S. ^{[1
]}

Kalinin, Vladimir I. ^{[1
]}

Kalinovsky, Anatoly I. ^{[1
]}

Smirnov, Alexey V. ^{[2
]}

Dmitrenok, Pavel S. ^{[1
]}

Evtushenko, Evgeny V. ^{[1
]}

Fedorov, Sergey N. ^{[1
]}

Savina, Alexandra S. ^{[1
]}

Shubina, Larisa K. ^{[1
]}

Stonik, Valentin A. ^{[1
]}

机构：

[1] Russian Acad Sci, Pacific Inst Bioorgan Chem, Far E Branch, Vladivostok 690022, Russia

[2] Russian Acad Sci, Inst Zool, St Petersburg 199164, Russia

来源：

JOURNAL OF NATURAL PRODUCTS | 2008年 / 71卷 / 04期

关键词：

D O I：

10.1021/np070283+

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Two novel triterpene holostane glycosides, synaptosides A (1) and A(1) (2), have been isolated from the Vietnamese sea cucumber Synapta maculata (Synaptida, Apodida). Their structures were elucidated by spectroscopic methods (NMR and MS) and chemical transformations. Glycosides I and 2 have rare branched pentasaccharide carbohydrate chains featuring a 3-O-methylglucuronic acid residue not previously reported in glycosides from sea cucumbers and a 6-O-sulfated glucose. Glycoside 2 has an oxo group at C-7 and a 8(9)-double bond. All these structural features are unknown in glycosides from sea cucumbers. Glycoside I has moderate cytotoxic activity (IC50 8.6 mu g/mL) and glycoside 2 is inactive against HeLa tumor cells.

引用

页码：525 / 531

页数：7

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