TY - JOUR
T1 - Steroidal saponins from dioscorea preussii
AU - Tabopda, Turibio Kuiate
AU - Mitaine-Offer, Anne Claire
AU - Tanaka, Chiaki
AU - Miyamoto, Tomofumi
AU - Mirjolet, Jean François
AU - Duchamp, Olivier
AU - Ngadjui, Bonaventure Tchaleu
AU - Lacaille-Dubois, Marie Aleth
N1 - Funding Information:
The authors are grateful to the “ conseil régional de Bourgogne (Post doctoral fellowship to TKT, grant n° 2009-HCP 174 )” for financial support.
PY - 2014/9
Y1 - 2014/9
N2 - Three new steroidal saponins, named diospreussinosides A-C (1-3), along with two known ones (4, 5) were isolated from rhizomes of Dioscorea preussii. Their structures were elucidated mainly by 1D and 2D NMR spectroscopic analysis and mass spectrometry as (25S)-17α,25-dihydroxyspirost-5-en-3β-yl-O- α-l-rhamnopyranosyl-(1 → 4)-α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranoside (1), (25S)-17α,25-dihydroxyspirost-5-en- 3β-yl-O-α-l-rhamnopyranosyl-(1 → 4)-α-l-rhamnopyranosyl-(1 → 4)-[α-l-rhamnopyranosyl-(1 → 2)]-β-d-glucopyranoside (2), and (24S,25R)-17α,24,25-trihydroxyspirost-5-en-3β-yl-O-α- l-rhamnopyranosyl-(1 → 4)-α-l-rhamnopyranosyl-(1 → 4)-[α-l-rhamnopyranosyl-(1 → 2)]-β-d-glucopyranoside (3). The spirostane-type skeleton of compound 3 possessing an unusual dihydroxylation pattern on the F-ring is reported for the first time. Cytotoxicity of compounds 2-5 was evaluated against two human colon carcinoma cell lines (HT-29 and HCT 116).
AB - Three new steroidal saponins, named diospreussinosides A-C (1-3), along with two known ones (4, 5) were isolated from rhizomes of Dioscorea preussii. Their structures were elucidated mainly by 1D and 2D NMR spectroscopic analysis and mass spectrometry as (25S)-17α,25-dihydroxyspirost-5-en-3β-yl-O- α-l-rhamnopyranosyl-(1 → 4)-α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranoside (1), (25S)-17α,25-dihydroxyspirost-5-en- 3β-yl-O-α-l-rhamnopyranosyl-(1 → 4)-α-l-rhamnopyranosyl-(1 → 4)-[α-l-rhamnopyranosyl-(1 → 2)]-β-d-glucopyranoside (2), and (24S,25R)-17α,24,25-trihydroxyspirost-5-en-3β-yl-O-α- l-rhamnopyranosyl-(1 → 4)-α-l-rhamnopyranosyl-(1 → 4)-[α-l-rhamnopyranosyl-(1 → 2)]-β-d-glucopyranoside (3). The spirostane-type skeleton of compound 3 possessing an unusual dihydroxylation pattern on the F-ring is reported for the first time. Cytotoxicity of compounds 2-5 was evaluated against two human colon carcinoma cell lines (HT-29 and HCT 116).
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U2 - 10.1016/j.fitote.2014.06.006
DO - 10.1016/j.fitote.2014.06.006
M3 - Article
C2 - 24928475
AN - SCOPUS:84903991048
SN - 0367-326X
VL - 97
SP - 198
EP - 203
JO - Fitoterapia
JF - Fitoterapia
ER -