从两种草木樨属植物中分离出的三萜和甾体皂苷。

Triterpene and steroid saponins isolated from two Melilotus species.

作者信息

Khodakov G V, Akimov Y A, Shashkov A S, Kintia P K, Grishkovets V I

机构信息

Institute of Genetics, Academy of Science, Chisinau, Moldovia.

出版信息

Adv Exp Med Biol. 1996;405:211-22. doi: 10.1007/978-1-4613-0413-5_18.

DOI:10.1007/978-1-4613-0413-5_18

PMID:9027210

Abstract

Four new triterpene saponins of the oleanan series-melilotosides I, II, III, IV and nonglycosylated soyasapogenol B have been isolated from roots of Melilotus albus Medik. (Leguminosae) and four steroid saponins were isolated from M. tauricus (Bieb.) ser. seeds. The chemical structure of the saponins and of their aglycone was proved based on chemical transformations and spectral data. Melilotoside I has the structure of 3-O-[a-L-arabinopyranosyl] soyasapogenol B, melilotoside II that of 3-O-[beta-D-galactopyranosyl-(1-->2)-O-alpha-L-arabinopyranosyl] soyasapogenol B, melilotoside III that of 3-O-[alpha-L-rhamnopyranosyl-(1-->2)-O-beta-D-galactopyranosyl-(1-->2)-O -alpha-L-arabinopyranosyl] soyasapogenol B, and melilotoside IV that of 3-O-[alpha-L-rhamnopyranosyl-(1-->2)-[alpha-L-arabinopyranosyl-(1- ->3)]- O-beta-D-galactopyranosyl-(1-->2)-O-alpha-L-arabinopyranosyl soyasapogenol B. The steroid saponins have been identified as 3-O-beta-D-glucopyranoside-diosgenin (V); 3-O-alpha-L-rhamnopyranosyl (1-->2)-[alpha-L-rhamnopyranosyl(1-->3)-O-beta-D-glucopyranoside- diosgenin (VI),26-O-beta-D-glucopyranoside (25R)-furost-5-ene 3beta,22alpha, 26-triol (VII), and 3-O-alpha-L-rhamnopyranosyl(1-->4)-alpha-O-beta-D- glucopyranoside(25R)-furost-5-ene 3beta,22alpha,26-triol-26-O-beta-D- glucopyranoside (VIII).

摘要

从白花草木樨（豆科）的根中分离出了齐墩果烷系列的四种新三萜皂苷——草木樨苷I、II、III、IV以及非糖基化大豆皂醇B；从 Tauricus 草木樨的种子中分离出了四种甾体皂苷。基于化学转化和光谱数据确定了这些皂苷及其苷元的化学结构。草木樨苷I具有3-O-[α-L-阿拉伯吡喃糖基]大豆皂醇B的结构，草木樨苷II具有3-O-[β-D-吡喃半乳糖基-(1→2)-O-α-L-阿拉伯吡喃糖基]大豆皂醇B的结构，草木樨苷III具有3-O-[α-L-鼠李吡喃糖基-(1→2)-O-β-D-吡喃半乳糖基-(1→2)-O-α-L-阿拉伯吡喃糖基]大豆皂醇B的结构，草木樨苷IV具有3-O-[α-L-鼠李吡喃糖基-(1→2)-[α-L-阿拉伯吡喃糖基-(1→3)]-O-β-D-吡喃半乳糖基-(1→2)-O-α-L-阿拉伯吡喃糖基大豆皂醇B的结构。这些甾体皂苷已被鉴定为3-O-β-D-吡喃葡萄糖苷-薯蓣皂苷元（V）；3-O-α-L-鼠李吡喃糖基(1→2)-[α-L-鼠李吡喃糖基(1→3)-O-β-D-吡喃葡萄糖苷-薯蓣皂苷元（VI），26-O-β-D-吡喃葡萄糖苷(25R)-呋甾-5-烯-3β,22α,26-三醇（VII），以及3-O-α-L-鼠李吡喃糖基(1→4)-α-O-β-D-吡喃葡萄糖苷(25R)-呋甾-5-烯-3β,22α,26-三醇-26-O-β-D-吡喃葡萄糖苷（VIII）。