6533b82dfe1ef96bd12915f9

RESEARCH PRODUCT

Cytotoxic steroidal glycosides from Allium flavum.

Patrick DutartreMarie Aleth Lacaille-duboisAbdelmalek RezguiStéphanie DelemasureAnne Claire Mitaine-offerThomas Paululat

subject

Magnetic Resonance SpectroscopySteroidal glycosidesStereochemistryAllium flavumMass spectrometryMass SpectrometryAlliumCell Line TumorDrug DiscoveryCytotoxic T cellHumansGlycosidesCytotoxicityPharmacologychemistry.chemical_classificationbiologyMolecular StructureChemistryGlycosidePhytosterolsGeneral MedicineAmaryllidaceaebiology.organism_classificationAntineoplastic Agents PhytogenicDrug Screening Assays AntitumorTwo-dimensional nuclear magnetic resonance spectroscopy

description

Abstract Three new spirostane-type glycosides ( 1 – 3 ) were isolated from the whole plant of Allium flavum . Their structures were elucidated mainly by 2D NMR spectroscopic analysis and mass spectrometry as (20 S ,25 R )-2α-hydroxyspirost-5-en-3β-yl O -β- d -xylopyranosyl-(1 → 3)-[β- d -galactopyranosyl-(1→2)]-β- d -galactopyranosyl-(1→4)-β- d -galactopyranoside ( 1 ), (20 S ,25 R )-2α-hydroxyspirost-5-en-3β-yl O -β- d -xylopyranosyl-(1 → 3)-[β- d -glucopyranosyl-(1→2)]-β- d -galactopyranosyl-(1→4)-β- d -galactopyranoside ( 2 ), and (20 S ,25 R )-spirost-5-en-3β-yl O -α- l -rhamnopyranosyl-(1 → 4)-[β- d -glucopyranosyl-(1→2)]-β- d -glucopyranoside ( 3 ). The three saponins were evaluated for cytotoxicity against a human cancer cell line (colorectal SW480).

10.1016/j.fitote.2013.12.018https://pubmed.ncbi.nlm.nih.gov/24380693