Structural identification of methyl protodioscin metabolites in rats' urine and their antiproliferative activities against human tumor cell lines

  • He X
  • Qiao A
  • Wang X
 et al. 
  • 8

    Readers

    Mendeley users who have this article in their library.
  • 31

    Citations

    Citations of this article.

Abstract

Methyl protodioscin (MPD), a furostanol saponin, is a preclinical drug shown potent antiproliferative activities against most cell lines from leukemia and solid tumors. The metabolites of MPD in rats' urine after single oral doses of 80 mg/kg were investigated in this research. Ten metabolites were isolated and purified by liquid-liquid extraction, open-column chromatography, medium-pressure liquid chromatography, and preparative high-performance liquid chromatography. The structural identification of the metabolites was carried out by high resolution mass spectra, NMR spectroscopic methods including1H NMR,13C NMR and 2D NMR, as well as chemical ways. The 10 metabolites were elucidated to be dioscin (M-1), pregna-5,16-dien-3β-ol-20-one-O-α-l-rhamnopyranosyl-(1 → 2)-[α-l-rhamnopyranosyl-(1 → 4)]-β-d-glucopyranoside (M-2), diosgenin (M-3), protobioside (M-4), methyl protobioside (M-5), 26-O-β-d-glucopyrannosyl(25R)-furan-5-ene-3β, 22α, 26-trihydroxy-3-O-α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranoside(M-6),26-O-β-d-glucopyranosyl(25R)-furan-5-ene-3β,26-dihydroxy-22-methoxy-3-O-α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranoside (M-7), prosapogenin A of dioscin (M-8), prosapogenin B of dioscin (M-9), and diosgenin-3-O-β-d-glucopyranoside (M-10), respectively. M-1 was the main urinary metabolite of MPD in rats. Some metabolites showed potent antiproliferative activities against HepG2, NCI-H460, MCF-7 and HeLa cell lines in vitro. © 2006 Elsevier Inc. All rights reserved.

Author-supplied keywords

  • Antiproliferative activities
  • Furostanol saponin
  • Methyl protodioscin
  • Steroid metabolism
  • Structural identification of metabolites

Get free article suggestions today

Mendeley saves you time finding and organizing research

Sign up here
Already have an account ?Sign in

Find this document

Authors

Cite this document

Choose a citation style from the tabs below

Save time finding and organizing research with Mendeley

Sign up for free