来自巴塔哥尼亚海参Hemoiedema spectabilis的细胞毒性和抗真菌三萜糖苷。

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

作者信息

Chludil Hugo D, Muniain Claudia C, Seldes Alicia M, Maier Marta S

机构信息

Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina.

出版信息

J Nat Prod. 2002 Jun;65(6):860-5. doi: 10.1021/np0106236.

DOI:10.1021/np0106236

PMID:12088428

Abstract

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.

摘要

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，即血海参皂苷A（1）和B（2）。它们的结构通过光谱分析（核磁共振和快原子轰击质谱）和化学转化相结合的方法得以确定。两种糖苷具有相同的苷元，仅四糖链的硫酸化程度不同。血海参皂苷B（2）是来自瓜参科海参的少数三硫酸化三萜糖苷中的一个新例子。糖苷1和2对植物病原真菌黄瓜枝孢表现出显著的抗真菌活性，而半合成的脱硫酸衍生物1a活性较低。