Structure and cytotoxicity of steroidal glycosides from Allium schoenoprasum.
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.
EA 4267, FDE/UFC, Laboratoire de Pharmacognosie, Faculté de Pharmacie, Université de Bourgogne, 21079 Dijon Cedex, France.
Gaoussou
G
Timité
Anne-Claire
AC
Mitaine-Offer
Tomofumi
T
Miyamoto
Chiaki
C
Tanaka
Jean-François
JF
Mirjolet
Olivier
O
Duchamp
Marie-Aleth
MA
Lacaille-Dubois
D002470:Cell Survival / Q000187:drug effects; D027782:Chive / Q000737:chemistry*; D003110:Colonic Neoplasms / Q000188:drug therapy; D006027:Glycosides / Q000737:chemistry* / Q000494:pharmacology / Q000633:toxicity*; D045325:HCT116 Cells; D019073:HT29 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D018514:Plant Structures / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry / Q000494:pharmacology
D006027:Glycosides; D012503:Saponins