Cytotoxic and antifungal triterpene glycosides from the Patagonian sea cucumber Hemoiedema spectabilis

Cytotoxic and antifungal triterpene glycosides from the Patagonian sea cucumber Hemoiedema spectabilis
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DOI:
10.1021/np0106236
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发表时间:
2002-06-01
影响因子:
5.1
通讯作者:
Maier, MS
Maier, MS
中科院分区:
生物学2区
文献类型:
--
作者:
Chludil, HD;Muniain, CC;Maier, MS

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从巴塔哥尼亚海参 Hemoiedema spectabilis 中分离出了两种新的硫酸化三萜糖苷,即 hemoiemoside A (1) 和 B (2)。它们的结构是通过光谱分析(NMR 和 FABMS)和化学转化相结合而确定的。两种糖苷都具有相同的苷元,但四糖链的硫酸化程度不同。 Hemoiemoside B (2) 是来自黄瓜科海参的少量三硫酸化三萜糖苷的新例子。糖苷 1 和 2 对植物病原真菌黄瓜枝孢菌表现出相当大的抗真菌活性,而半合成脱硫衍生物 1a 的活性较低。
Two new sulfated triterpene glycosides, hemoiedemosides A (1) and B (2), have been isolated from the Patagonian sea cucumber Hemoiedema spectabilis. Their structures have been established by a combination of spectroscopic analysis (NMR and FABMS) and chemical transformations. Both glycosides present the same aglycon and differ in the degree of sulfation of the tetrasaccharide chain. Hemoiedemoside B (2) is a new example of a small number of trisulfated triterpene glycosides from sea cucumbers belonging to the family Cucumariidae. Glycosides 1 and 2 exhibit considerable antifungal activity against the phytopathogenic fungus Cladosporium cucumerinum, while the semisynthetic desulfated derivative 1a is less active.