title: Steroidal saponins from Dioscorea preussii.
abstract: 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).
authors.affiliation: EA 4267 (FDE/UFC), Laboratoire de Pharmacognosie, Faculté de Pharmacie, Université de Bourgogne, 7, Bd. Jeanne d'Arc, BP 87900, 21079 Dijon CEDEX, France; Département de Chimie Organique, Université de Yaoundé 1, BP 812, Yaoundé, Cameroun.
authors.forename: Turibio Kuiate
authors.initials: TK
authors.lastname: Tabopda
authors.affiliation: EA 4267 (FDE/UFC), Laboratoire de Pharmacognosie, Faculté de Pharmacie, Université de Bourgogne, 7, Bd. Jeanne d'Arc, BP 87900, 21079 Dijon CEDEX, France.
authors.forename: Anne-Claire
authors.initials: AC
authors.lastname: Mitaine-Offer
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka 812-8582, Japan.
authors.forename: Chiaki
authors.initials: C
authors.lastname: Tanaka
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka 812-8582, Japan.
authors.forename: Tomofumi
authors.initials: T
authors.lastname: Miyamoto
authors.affiliation: Oncodesign, 20 rue Jean Mazen, BP 27627, 21076 Dijon CEDEX, France.
authors.forename: Jean-François
authors.initials: JF
authors.lastname: Mirjolet
authors.affiliation: Oncodesign, 20 rue Jean Mazen, BP 27627, 21076 Dijon CEDEX, France.
authors.forename: Olivier
authors.initials: O
authors.lastname: Duchamp
authors.affiliation: Département de Chimie Organique, Université de Yaoundé 1, BP 812, Yaoundé, Cameroun.
authors.forename: Bonaventure Tchaleu
authors.initials: BT
authors.lastname: Ngadjui
authors.affiliation: EA 4267 (FDE/UFC), Laboratoire de Pharmacognosie, Faculté de Pharmacie, Université de Bourgogne, 7, Bd. Jeanne d'Arc, BP 87900, 21079 Dijon CEDEX, France. Electronic address: m-a.lacaille-dubois@u-bourgogne.fr.
authors.forename: Marie-Aleth
authors.initials: MA
authors.lastname: Lacaille-Dubois
mesh_terms: D027742:Dioscorea / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D045325:HCT116 Cells; D019073:HT29 Cells; D006801:Humans; D015394:Molecular Structure; D010840:Phytosterols / Q000737:chemistry / Q000302:isolation & purification*; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: D010840:Phytosterols; D012503:Saponins
keywords: Cytotoxicity; Dioscorea preussii; Dioscoreaceae; NMR; Steroid saponins