6533b7d2fe1ef96bd125eb18

RESEARCH PRODUCT

Steroidal glycosides from Ornithogalum dubium Houtt

Frédéric LirussiChiaki TanakaMarie Aleth Lacaille-duboisTomofumi MiyamotoThomas PaululatAnne Claire Mitaine-offerNampoina Andriamisaina

subject

Models Molecular0106 biological sciencesSteroidal glycosidesStereochemistryAntineoplastic AgentsHL-60 CellsPlant ScienceHorticulture01 natural sciencesBiochemistryAsparagaceaeCarbohydrate ConformationmedicineHumansCytotoxic T cellGlycosidesCytotoxicityMolecular BiologyCisplatinOrnithogalum dubiumbiology010405 organic chemistryChemistryGeneral Medicinebiology.organism_classificationmedicine.disease0104 chemical sciencesLeukemiaPhytochemicalA549 CellsOrnithogalumSteroids010606 plant biology & botanymedicine.drug

description

The phytochemical study of Ornithogalum dubium Houtt. (Asparagaceae) led to the isolation of five undescribed steroidal glycosides together with two known ones. Their structures were established by using NMR analysis and mass spectrometry as (25R)-3β-hydroxyspirost-5-en-1β-yl O-α-L-arabinopyranosyl-(1 → 2)-α-L-rhamnopyranoside, (25S)-3β-hydroxyspirost-5-en-1β-yl O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranoside, (22S)-16β-[(α-L-rhamnopyranosyl)oxy]-22-hydroxycholest-5-en-3β-yl O-β-D-glucopyranosyl-(1 → 4)-β-D-glucopyranoside, (22S,23S)-1β,3β,11α,16β,23-pentahydroxy-5α-cholest-24-en-22β-yl β-D-glucopyranoside, (22S,23S)-3β-[(β-D-glucopyranosyl)oxy]-22,23-dihydroxy-5α-cholest-24-en-16β-yl O-α-L-rhamnopyranosyl)-(1 → 4)-β-D-glucopyranoside. Their cytotoxic activities against two human cells, a lung carcinoma A-549 and a promyelocytic leukemia HL-60 cell lines, were evaluated by using the XTT method. The results showed no significant cytotoxicity on the tested cells. The influence of the potentiation of cisplatin cytotoxicity in A-549 cells was also investigated and a slight effect was observed only for the (25R) spirostane-type derivative.

yearjournalcountryeditionlanguage
2018-08-23Phytochemistry
https://doi.org/10.1016/j.phytochem.2019.01.013