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- Title
Acylated Triterpene Saponins from Atroxima liberica Stapf.
- Authors
Tabopda, Turibio Kuiate; Mitaine-Offer, Anne-Claire; Miyamoto, Tomofumi; Tanaka, Chiaki; Mirjolet, Jean-François; Duchamp, Olivier; Ngadjui, Bonaventure Tchaleu; Lacaille-Dubois, Marie-Aleth
- Abstract
The four new acylated triterpene saponins 1- 4, isolated as two pairs of isomers and named libericosides A1/A2 and B1/B2, one pair of isomers 5/ 6, the ( Z)-isomer libericoside C2 ( 5) being new, one new sucrose ester, atroximoside ( 7), and eight known compounds were isolated from the roots of Atroxima liberica by repeated MPLC and VLC on normal and reversed-phase silica gel. Their structures were elucidated on the basis of extensive 1D- and 2D-NMR studies (1H- and 13C-NMR, DEPT, COSY, TOCSY, NOESY, HSQC, and HMBC) and mass spectrometry as 3- O- β- D-glucopyranosylpresenegenin 28-{ O- α- L-arabinopyranosyl-(1→3)- O- β- D-xylopyranosyl-(1→4)- O- α- L-rhamnopyranosyl-(1→2)-4- O-[( E)-3,4-dimethoxycinnamoyl]- β- D-fucopyranosyl} ester ( 1) and its ( Z)-isomer 2, 3- O- β- D-glucopyranosylpresenegenin 28-{ O- α- L-arabinopyranosyl-(1→4)- O- β- D-xylopyranosyl-(1→4)- O- α- L-rhamnopyranosyl-(1→2)- O-[ O-β- D-xylopyranosyl-(1→3)- β- D-glucopyranosyl-(1→3)]-4- O-[( E)-3,4-dimethoxycinnamoyl]- β- D-fucopyranosyl} ester ( 3) and its ( Z)-isomer 4, 3- O- β- D-glucopyranosylpresenegenin 28-{ O- β- D-xylopyranosyl-(1→4)- O- α- L-rhamnopyranosyl-(1→2)- O-[6- O-acetyl- β- D-glucopyranosyl-(1→3)]-4- O-[( Z)-3,4-dimethoxycinnamoyl]- β- D-fucopyranosyl} ester ( 5), and 3- O-[( Z)-feruloyl]- β- D-fructofuranosyl α- D-glucopyranoside ( 7). Compounds 1- 6 and the known saponins 8/ 9 were evaluated against the human colon cancer cells HCT 116 and HT-29 and showed moderate to weak cytotoxicity.
- Subjects
SAPONINS; ISOMERS; COLON cancer; CELL-mediated cytotoxicity; POLYGALACEAE; TRADITIONAL medicine
- Publication
Helvetica Chimica Acta, 2011, Vol 94, Issue 11, p2066
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.201100147