Steroidal glycosides from the rhizomes of Ruscus hypophyllum

Mimaki Y., Aoki T., Jitsuno M., KILIÇ C. S., Coskun M.

PHYTOCHEMISTRY, vol.69, no.3, pp.729-737, 2008 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 69 Issue: 3
  • Publication Date: 2008
  • Doi Number: 10.1016/j.phytochem.2007.09.022
  • Journal Name: PHYTOCHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.729-737
  • Keywords: Ruscus hypophyllum, Liliaceae, glycosides, spirostanol saponins, cholestane glycosides, UNDERGROUND PARTS, CHOLESTANE BISDESMOSIDES, ORNITHOGALUM-THYRSOIDES, INHIBITORY-ACTIVITY, CAMP-PHOSPHODIESTERASE, SPIROSTANOL SAPONIN, CYTOSTATIC ACTIVITY, HL-60 CELLS, BULBS, ACULEATUS
  • Ankara University Affiliated: Yes

Abstract

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-3 beta-yl O-alpha-L-rhamnopyranosyl-(1 -> 4)-beta-D-glucopyranoside (1), 1 beta-hydroxyspirosta-5,25(27)-dien-3-beta-yl O-alpha-L-rhamnopyranosyl-(1 -> 4)-beta-D-glucopyranoside (2), (22S)-16 beta,22-dihydroxycholest-5en-3 beta-yl O-alpha-L-rhamnopyranosyl-(1 -> 4)-beta-D-glucopyranoside (3), (22S)-16 beta-[(beta-D-glucopyranosyl)oxy]-22-hydroxycholest-5-en-3 beta-yl O-alpha-L-rhamnopyranosyl-(1 -> 4)-beta-D-glucopyranoside (4), (22S)-16 beta-[(beta-D-glucopyranosyl)oxy]-22-hydroxycholest-5-en-3 beta-yl beta-D-glucopyranoside (5), (22S)-16 beta-[(beta-D-glucopyranosyl)oxy]-3 beta,22-dihydroxycholest-5-en-1 beta-yl O-alpha-L-rhamnopyranosyl-(1 -> 2)-(3,4-di-O-acetyl-beta-D-xylopyranoside) (6), and (22S)-16 beta-[(beta-D-glucopyranosyl)oxy]-3 beta,22-dihydroxycholest-5-en-1 beta-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. (c) 2007 Elsevier Ltd. All rights reserved.