来自菝葜的甾体皂苷。

Steroidal saponins from Smilax officinalis.

作者信息

Bernardo R R, Pinto A V, Parente J P

机构信息

Núcleo de Pesquisas de Produtos Naturais, Universidade Federal do Rio de Janeiro, Brazil.

出版信息

Phytochemistry. 1996 Sep;43(2):465-9. doi: 10.1016/0031-9422(96)00274-9.

DOI:10.1016/0031-9422(96)00274-9

PMID:8862038

Abstract

Three new steroidal saponins were isolated from the rhizomes of Smilax officinalis. The structures of these saponins were established by extensive spectral data, hydrolysis and chemical correlation as sarsasapogenin 3-O-beta-D-glucopyranosyl-(1-->4)-[alpha-L-arabinopyranosyl-(1-->6 )-beta- D-glucopyranoside, neotigogenin 3-O-beta-D-glucopyranosyl-(1-->4)-[alpha-L-arabinopyranosyl-(1-->6 )]-beta- D-glucopyranoside and 25S-spirostan-6 beta-ol 3-O-beta-D-glucopyranosyl-(1-->4)-[alpha-L-arabinopyranosyl-(1-->6 )]-beta- D-glucopyranoside. Acid hydrolysis of the latter compound gave a sapogenin which has a new orientation of an hydroxyl on the steroidal skeleton. A route is proposed for the biogenesis of the latter sapogenin which is an uncommon steroidal aglycone.

摘要

从菝葜根茎中分离出三种新的甾体皂苷。通过广泛的光谱数据、水解和化学关联确定了这些皂苷的结构，分别为菝葜皂苷元3 - O - β - D - 吡喃葡萄糖基 - (1→4)-[α - L - 吡喃阿拉伯糖基 - (1→6)] - β - D - 吡喃葡萄糖苷、新替告皂苷元3 - O - β - D - 吡喃葡萄糖基 - (1→4)-[α - L - 吡喃阿拉伯糖基 - (1→6)] - β - D - 吡喃葡萄糖苷以及25S - 螺旋甾烷 - 6β - 醇3 - O - β - D - 吡喃葡萄糖基 - (1→4)-[α - L - 吡喃阿拉伯糖基 - (1→6)] - β - D - 吡喃葡萄糖苷。后一种化合物的酸水解产生了一种皂苷元，其甾体骨架上羟基具有新的取向。提出了后一种皂苷元的生物合成途径，它是一种不常见的甾体苷元。