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Tabopda T.K.,University of Burgundy | Tabopda T.K.,University of Yaounde I | Mitaine-Offer A.-C.,University of Burgundy | Paululat T.,University of Siegen | And 4 more authors.
Phytochemistry | Year: 2016

Phytochemical investigation of the aerial parts of Chlorophytum deistelianum led to the isolation of four previously undescribed steroidal saponins called chlorodeistelianosides A-D with five known ones. Their structures were established mainly by extensive 1D and 2D NMR spectroscopic techniques and mass spectrometry as (25R)-3β-[(β-d-glucopyranosyl-(1→3)-[α-l-rhamnopyranosyl-(1→4)]-β-d-xylopyranosyl-(1→3)-[β-d-glucopyranosyl-(1→2)]-β-d-glucopyranosyl-(1→4)-β-d-galactopyranosyl)oxy]-5α-spirostan-12-one, (24S,25S)-24-[(β-d-glucopyranosyl)oxy]-3β-[(β-d-glucopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)]-β-d-glucopyranosyl-(1→4)-β-d-galactopyranosyl)oxy]-5α-spirostan-12-one, (25R)-26-[(β-d-glucopyranosyl)oxy]-2α-hydroxy-22α-methoxy-5α-furostan-3β-yl β-d-glucopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)]-β-d-glucopyranosyl-(1→4)-β-d-galactopyranoside, and (25R)-26-[(β-d-glucopyranosyl)oxy]-3β-[(β-d-glucopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→3)]-β-d-glucopyranosyl-(1→4)-β-d-galactopyranosyl)oxy]-5α-furost-20(22)-en-12-one. Cytotoxicity of most compounds was evaluated against one human cancer cell line (SW480) and one rat cardiomyoblast cell line (H9c2). Among them, three known spirostane-type glycosides exhibited cytotoxicity on both cell lines with IC50 ranging from 8 to 10μM. © 2016 Elsevier Ltd. Source


Pertuit D.,University of Burgundy | Avunduk S.,Mugla University | Mitaine-Offer A.-C.,University of Burgundy | Miyamoto T.,Kyushu University | And 5 more authors.
Phytochemistry | Year: 2014

Two triterpenoid saponins with two known ones have been isolated from the roots of Gypsophila arrostii var. nebulosa, and two new ones from the roots of Gypsophila bicolor. Their structures were established by extensive NMR and mass spectroscopic techniques as 3-O-β-d-galactopyranosyl-(1→2)-[β-d- xylopyranosyl-(1→3)]-β-d-glucuronopyranosylquillaic acid 28-O-β-d-xylopyranosyl-(1→4)-[β-d-glucopyranosyl-(1→3)] -α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)] -β-d-fucopyranosyl ester (1), 3-O-β-d-galactopyranosyl-(1→2)- [β-d-xylopyranosyl-(1→3)]-β-d-glucuronopyranosylgypsogenin 28-O-β-d-xylopyranosyl-(1→4)-[β-d-glucopyranosyl-(1→3)] -α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)] -β-d-fucopyranosyl ester (2), 3-O-β-d-galactopyranosyl-(1→2)- [β-d-xylopyranosyl-(1→3)]-β-d-glucuronopyranosylgypsogenin 28-O-β-d-xylopyranosyl-(1→3)-β-d-xylopyranosyl-(1→4) -α-l-rhamnopyranosyl-(1→2)-[(4-O-acetyl)-β-d-quinovopyranosyl- (1→4)]-β-d-fucopyranosyl ester (3), gypsogenic acid 28-O-β-d-glucopyranosyl-(1→3)-{6-O-[3-hydroxy-3-methylglutaryl] -β-d-glucopyranosyl-(1→6)}-β-d-galactopyranosyl ester (4). Three compounds were evaluated against one human colon cancer cell line SW480 and one rat cardiomyoblast cell line H9c2. © 2014 Elsevier Ltd. All rights reserved. Source


Rezgui A.,University of Burgundy | Mitaine-Offer A.-C.,University of Burgundy | Paululat T.,University of Siegen | Delemasure S.,Cohiro | And 2 more authors.
Fitoterapia | Year: 2014

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 (20S,25R)-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), (20S,25R)-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 (20S,25R)-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). © 2013 Elsevier B.V. All rights reserved. Source


Rezgui A.,University of Burgundy | Mitaine-Offer A.-C.,University of Burgundy | Pertuit D.,University of Burgundy | Miyamoto T.,Kyushu University | And 4 more authors.
Natural Product Communications | Year: 2013

Three new steroidal saponins and ten known ones were isolated from the bark of Dracaena marginata, along with two known steroidal saponins from the roots. Their structures were elucidated on the basis of extensive 1D and 2D NMR experiments and mass spectrometry as (25R)-26-(β-D-glucopyranosyloxy)- 3β,22α-dihydroxyfurost-5-en-1β-yl O-α-L-rhamnopyranosyl- (1→2)-[α-L-rhamnopyranosyl-(1→4)]-β-D-glucopyranoside (1), (25R)-26-(β-D-glucopyranosyloxy)-3β,22α-dihydroxyfurost-5-en- 1β-yl O-α-L-rhamnopyranosyl-(1→2)-4-O-sulfo-α-L- arabinopyranoside (2), and (25S)-3β-hydroxyspirost-5-en-1β-yl O-α-L-rhamnopyranosyl-(1→2)-4-O-sulfo-α-L-arabinopyranoside (3). Source


Manase M.J.,University of Burgundy | Mitaine-Offer A.-C.,University of Burgundy | Miyamoto T.,Kyushu University | Tanaka C.,Kyushu University | And 3 more authors.
Phytochemistry | Year: 2014

Four triterpenoid saponins (1-4) were isolated from Polycarpaea corymbosa Lamk. var. eriantha Hochst along with the known apoanagallosaponin IV (5). Their structures were elucidated by spectroscopic data analysis. Among the compounds 1, 3-5 which were evaluated for their cytotoxicity against three tumor cell lines (SW480, DU145 and EMT6), compound 1 exhibited cytotoxicity with IC 50 values ranging from 4.61 to 22.61 μM, which was greater than that of etoposide. Compound 2 was tested only against SW480 and a cardiomyoblast cell line (H9c2), and was inactive. © 2013 Elsevier Ltd. All rights reserved. Source

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