Steroidal glycosides from the rhizomes of Ruscus hypophyllum.

Phytochemistry

Tokyo University of Pharmacy and Life Sciences, School of Pharmacy, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan.

Published: February 2008

Seven steroidal glycosides, along with one known glycoside, were isolated from the rhizomes of Ruscus hypophyllum (Liliaceae). Comprehensive spectroscopic analysis, including 2D NMR spectroscopy, and the results of acid hydrolysis allowed the chemical structures of the compounds to be assigned as (23S,25R)-23-hydroxyspirost-5-en-3beta-yl O-alpha-l-rhamnopyranosyl-(1-->4)-beta-d-glucopyranoside (1), 1beta-hydroxyspirosta-5,25(27)-dien-3beta-yl O-alpha-l-rhamnopyranosyl-(1-->4)-beta-d-glucopyranoside (2), (22S)-16beta,22-dihydroxycholest-5-en-3beta-yl O-alpha-l-rhamnopyranosyl-(1-->4)-beta-d-glucopyranoside (3), (22S)-16beta-[(beta-d-glucopyranosyl)oxy]-22-hydroxycholest-5-en-3beta-yl O-alpha-l-rhamnopyranosyl-(1-->4)-beta-d-glucopyranoside (4), (22S)-16beta-[(beta-d-glucopyranosyl)oxy]-22-hydroxycholest-5-en-3beta-yl beta-d-glucopyranoside (5), (22S)-16beta-[(beta-d-glucopyranosyl)oxy]-3beta,22-dihydroxycholest-5-en-1beta-yl O-alpha-l-rhamnopyranosyl-(1-->2)-(3,4-di-O-acetyl-beta-d-xylopyranoside) (6), and (22S)-16beta-[(beta-d-glucopyranosyl)oxy]-3beta,22-dihydroxycholest-5-en-1beta-yl O-alpha-l-rhamnopyranosyl-(1-->2)-O-[beta-d-xylopyranosyl-(1-->3)]-beta-d-xylopyranoside (7), respectively. This is the first isolation of a series of cholestane glycosides from a Ruscus species.

Download full-text PDF

Source
http://dx.doi.org/10.1016/j.phytochem.2007.09.022DOI Listing

Publication Analysis

Top Keywords

steroidal glycosides
8
rhizomes ruscus
8
ruscus hypophyllum
8
o-alpha-l-rhamnopyranosyl-1-->4-beta-d-glucopyranoside 22s-16beta-[beta-d-glucopyranosyloxy]-22-hydroxycholest-5-en-3beta-yl
8
glycosides rhizomes
4
hypophyllum steroidal
4
glycosides glycoside
4
glycoside isolated
4
isolated rhizomes
4
hypophyllum liliaceae
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!