Structure and cytotoxicity of steroidal glycosides from Allium schoenoprasum

Gaoussou Timité, Anne Claire Mitaine-Offer, Tomofumi Miyamoto, Chiaki Tanaka, Jean François Mirjolet, Olivier Duchamp, Marie Aleth Lacaille-Dubois

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24 Citations (Scopus)

Abstract

A phytochemical analysis of the whole plant of Allium schoenoprasum, has led to the isolation of four spirostane-type glycosides (1-4), and four known steroidal saponins. Their structures were elucidated mainly by 2D NMR spectroscopic analysis and mass spectrometry as (20S,25S)-spirost-5-en-3β, 12β,21-triol 3-O-α-l-rhamnopyranosyl-(1 → 2)-β-d- glucopyranoside (1), (20S,25S)-spirost-5-en-3β,11α,21-triol 3-O-α-l-rhamnopyranosyl-(1 → 2)-β-d-glucopyranoside (2), laxogenin 3-O-α-l-rhamnopyranosyl-(1 → 2)-[β-d-glucopyranosyl-(1 → 4)]-β-d-glucopyranoside (3), and (25R)-5α-spirostan-3β, 11α-diol 3-O-β-d-glucopyranosyl-(1 → 3)-[β-d- glucopyranosyl-(1 → 4)]-β-d-galactopyranoside (4). Four of the isolated compounds were tested for cytotoxic activity against the HCT 116 and HT-29 human colon cancer cell lines.

Original languageEnglish
Pages (from-to)61-66
Number of pages6
JournalPhytochemistry
Volume88
DOIs
Publication statusPublished - Apr 1 2013

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Biology
  • Plant Science
  • Horticulture

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  • Cite this

    Timité, G., Mitaine-Offer, A. C., Miyamoto, T., Tanaka, C., Mirjolet, J. F., Duchamp, O., & Lacaille-Dubois, M. A. (2013). Structure and cytotoxicity of steroidal glycosides from Allium schoenoprasum. Phytochemistry, 88, 61-66. https://doi.org/10.1016/j.phytochem.2012.12.001