藜麦中三萜皂苷的鉴定及其生物活性

Identification and biological activities of triterpenoid saponins from Chenopodium quinoa.

作者信息

Woldemichael G M, Wink M

机构信息

Institut für Pharmazeutische Biologie, Universität Heidelberg, Im Neuenheimer Feld 364, 69120 Heidelberg, Germany.

出版信息

J Agric Food Chem. 2001 May;49(5):2327-32. doi: 10.1021/jf0013499.

DOI:10.1021/jf0013499

PMID:11368598

Abstract

At least 16 saponins were detected in the seeds of Chenopodium quinoa. The 5 previously isolated major saponins, 3-O-beta-D-glucuronopyranosyl oleanolic acid 28-O-beta-D-glucopyranosyl ester, 3-O-alpha-L-arabinopyranosyl hederagenin 28-O-beta-D-glucopyranosyl ester, 3-O-beta-D-glucopyranosyl-(1-->3)-alpha-L-arabinopyranosyl hederagenin 28-O-beta-D-glucopyranosyl ester, 3-O-alpha-L-arabinopyranosyl phytolaccagenic acid 28-O-beta-D-glucopyranosyl ester, 3-O-beta-D-glucopyranosyl-(1-->3)-alpha-L-arabinopyranosyl phytolaccagenic acid 28-O-beta-D-glucopyranosyl ester, and the new saponin 3-O-beta-D-glucopyranosyl-(1-->3)-alpha-L-arabinopyranosyl phytolaccagenic acid were isolated and characterized using mainly NMR spectroscopy, mass spectrometry, and chemical methods. The antifungal activity against Candida albicans and hemolytic activity on erythrocytes of these compounds and derived monodesmosides were evaluated. Both bidesmosides and derived monodesmosides showed little or no antifungal activity, whereas a comparatively higher degree of hemolytic activity could be determined for monodesmosides.

摘要

藜麦种子中至少检测到16种皂苷。利用核磁共振光谱、质谱和化学方法，对之前分离出的5种主要皂苷，即3 - O - β - D - 葡萄糖醛酸吡喃糖基齐墩果酸28 - O - β - D - 葡萄糖吡喃糖基酯、3 - O - α - L - 阿拉伯吡喃糖基常春藤皂苷元28 - O - β - D - 葡萄糖吡喃糖基酯、3 - O - β - D - 葡萄糖吡喃糖基 - (1→3) - α - L - 阿拉伯吡喃糖基常春藤皂苷元28 - O - β - D - 葡萄糖吡喃糖基酯、3 - O - α - L - 阿拉伯吡喃糖基商陆酸28 - O - β - D - 葡萄糖吡喃糖基酯、3 - O - β - D - 葡萄糖吡喃糖基 - (1→3) - α - L - 阿拉伯吡喃糖基商陆酸28 - O - β - D - 葡萄糖吡喃糖基酯，以及新皂苷3 - O - β - D - 葡萄糖吡喃糖基 - (1→3) - α - L - 阿拉伯吡喃糖基商陆酸进行了分离和表征。评估了这些化合物及其衍生的单糖链皂苷对白色念珠菌的抗真菌活性和对红细胞的溶血活性。双糖链皂苷及其衍生的单糖链皂苷均显示出很少或没有抗真菌活性，而单糖链皂苷的溶血活性相对较高。