抄録
The four new acylated triterpene saponins 1-4, isolated as two pairs of isomers and named libericosides A1/A2 and B 1/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.
| 元の言語 | 英語 |
|---|---|
| ページ（範囲） | 2066-2076 |
| ページ数 | 11 |
| ジャーナル | Helvetica Chimica Acta |
| 巻 | 94 |
| 発行部数 | 11 |
| DOI | |
| 出版物ステータス | 出版済み - 11 1 2011 |
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All Science Journal Classification (ASJC) codes
- Catalysis
- Biochemistry
- Drug Discovery
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry
これを引用
Acylated triterpene saponins from Atroxima liberica STAPF. / Tabopda, Turibio Kuiate; Mitaine-Offer, Anne Claire; Miyamoto, Tomofumi; Tanaka, Chiaki; Mirjolet, Jean François; Duchamp, Olivier; Ngadjui, Bonaventure Tchaleu; Lacaille-Dubois, Marie Aleth.
：: Helvetica Chimica Acta, 巻 94, 番号 11, 01.11.2011, p. 2066-2076.研究成果: ジャーナルへの寄稿 › 記事
}
TY - JOUR
T1 - Acylated triterpene saponins from Atroxima liberica STAPF
AU - Tabopda, Turibio Kuiate
AU - Mitaine-Offer, Anne Claire
AU - Miyamoto, Tomofumi
AU - Tanaka, Chiaki
AU - Mirjolet, Jean François
AU - Duchamp, Olivier
AU - Ngadjui, Bonaventure Tchaleu
AU - Lacaille-Dubois, Marie Aleth
PY - 2011/11/1
Y1 - 2011/11/1
N2 - The four new acylated triterpene saponins 1-4, isolated as two pairs of isomers and named libericosides A1/A2 and B 1/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.
AB - The four new acylated triterpene saponins 1-4, isolated as two pairs of isomers and named libericosides A1/A2 and B 1/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.
UR - http://www.scopus.com/inward/record.url?scp=81255124226&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=81255124226&partnerID=8YFLogxK
U2 - 10.1002/hlca.201100147
DO - 10.1002/hlca.201100147
M3 - Article
AN - SCOPUS:81255124226
VL - 94
SP - 2066
EP - 2076
JO - Helvetica Chimica Acta
JF - Helvetica Chimica Acta
SN - 0018-019X
IS - 11
ER -