Volume 126, June 2016, Pages 34–40
- a Laboratoire de Pharmacognosie, EA 4267/UFC, UFR des Sciences de Santé, Université de Bourgogne Franche-Comté, 7, Bd. Jeanne d’Arc, BP 87900, 21079 Dijon Cedex, France
- b Département de Chimie Organique, Université de Yaoundé 1, BP 812 Yaoundé, Cameroon
- c Universität Siegen, FB8, OC-II (AK Ihmels), Adolf-Reichwein-Strasse 2, D-57068 Siegen, Germany
- d Cohiro, UFR des Sciences de Santé, 7, Bd. Jeanne d’Arc, BP 87900, 21079 Dijon Cedex, France
- Received 12 December 2015, Revised 4 March 2016, Accepted 7 March 2016, Available online 21 March 2016
Highlights
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- Five spirostane- and four furostane-type saponins were isolated from Chlorophytum deistelianum.
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- Their structures were elucidated by extensive spectroscopic analyses.
- •
- Four previously undescribed steroidal saponins are characterized.
- •
- Three saponins among the seven tested showed cytotoxicity against two cell lines.
Abstract
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 10 μM.
Graphical abstract
Four previously undescribed and five known steroidal saponins were isolated from the aerial parts of Chlorophytum deistelianum.
Their structures were elucidated by extensive spectroscopic analyses.
Seven compounds were evaluated for their cytotoxicity against two cell
lines (SW480 and H9c2), three of them exhibiting activity on both cell
lines.
Keywords
- Chlorophytum deistelianum;
- Asparagaceae;
- Steroidal saponins;
- Cytotoxicity
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