来自巴塔哥尼亚海星微小太阳海星的抗真菌甾体糖苷：构效关系

Antifungal steroidal glycosides from the patagonian starfish anasteriasminuta: structure-activity correlations.

作者信息

Chludil Hugo D, Seldes Alicia M, Maier Marta S

机构信息

Departamento de Química, Facultad de Ciencias Naturales, Universidad Nacional de la Patagonia, San Juan Bosco, Chubut, Argentina.

出版信息

J Nat Prod. 2002 Feb;65(2):153-7. doi: 10.1021/np010332x.

DOI:10.1021/np010332x

PMID:11858747

Abstract

Two new sulfated steroidal hexaglycosides, anasterosides A (2) and B (3), along with the known versicoside A (1) have been isolated from the Patagonian starfish Anasterias minuta. Their structures have been elucidated by spectroscopic analysis (NMR and FABMS) and chemical transformations. Compounds 1 and 2 and the synthetic pentaglycoside 1b derived from versicoside A showed antifungal activity against the plant pathogenic fungus Cladosporium cucumerinum. Desulfation of hexaglycoside 1 rendered a totally inactive saponin.

摘要

从巴塔哥尼亚海星微小长棘海星（Anasterias minuta）中分离出了两种新的硫酸化甾体六糖苷，即长棘海星苷A（2）和B（3），以及已知的多疣海星苷A（1）。通过光谱分析（核磁共振和快原子轰击质谱）和化学转化确定了它们的结构。化合物1和2以及由多疣海星苷A衍生的合成五糖苷1b对植物病原真菌黄瓜枝孢（Cladosporium cucumerinum）表现出抗真菌活性。六糖苷1的脱硫产生了一种完全无活性的皂苷。