Acylated triterpene saponins from Atroxima liberica STAPF

Turibio Kuiate Tabopda, Anne Claire Mitaine-Offer, Tomofumi Miyamoto, Chiaki Tanaka, Jean François Mirjolet, Olivier Duchamp, Bonaventure Tchaleu Ngadjui, Marie Aleth Lacaille-Dubois

研究成果: Contribution to journalArticle査読

5 被引用数 (Scopus)

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.

本文言語英語
ページ(範囲)2066-2076
ページ数11
ジャーナルHelvetica Chimica Acta
94
11
DOI
出版ステータス出版済み - 11 1 2011

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Biochemistry
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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