Five new medicagenic acid saponins from Muraltia ononidifolia

Mohamed Elbandy, Tomofumi Miyamoto, Clément Delaude, Marie Aleth Lacaille-Dubois

Research output: Contribution to journalArticle

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Abstract

Five new triterpene saponins 1-5 were isolated from the roots of Muraltia ononidifolia E. MEY along with the two known saponins 3-O-[O-β-D-glucopyranosyl-(1 → 2)-β-D-glucopyranosyl]medicagenic acid 28-[O-β-D-xylopyranosyl-(1 → 4)-O-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl] ester and 3-O-(β-D-glucopyranosyl)medicagenic acid 28-[O-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl] ester (medicagenic acid = (4α,2β,3β)-2,3-dihydroxyolean-12-ene-23,28-dioic acid). Their structures were elucidated mainly by spectroscopic experiments, including 2D-NMR techniques, as 3-O-(β-D-glucopyranosyl)medicagenic acid 28-[O-β-D-apiofuranosyl-(1 → 3)-O-β-D-xylopyranosyl-(1 →4)-O-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl] ester (1), 3-O-(β-D-glucopyranosyl)medicagenic acid 28-{[O-β-D-xylopyranosyl-(1 → 4)-O-[β-D-apiofuranosyl-(1 → 3)]-O-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl} ester (2), 3-O-[O-β-D-glucopyranosyl-(1 → 2)-β-D-glucopyranosyl]medicagenic acid 28-{O-β-D-xylopyranosyl-(1 → 4)-O-[β-D-apiofuranosyl-(1 → 3)]-O-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl} ester (3), 3-O-[O-β-D-glucopyranosyl-(1 → 2)-β-D-glucopyranosyl]medicagenic acid 28-[O-α-L-rhamnopyranosyl-(1 →-arabinopyranosyl] ester (4), and 3-O-[O-β-D-glucopyranosyl-(1 → 2)-β-D-glucopyranosyl] medicagenic acid (5).

Original languageEnglish
Pages (from-to)2721-2728
Number of pages8
JournalHelvetica Chimica Acta
Volume85
Issue number9
DOIs
Publication statusPublished - Oct 29 2002

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Saponins
Esters
acids
Acids
esters
Triterpenes
medicagenic acid
Nuclear magnetic resonance
nuclear magnetic resonance

All Science Journal Classification (ASJC) codes

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

Cite this

Five new medicagenic acid saponins from Muraltia ononidifolia. / Elbandy, Mohamed; Miyamoto, Tomofumi; Delaude, Clément; Lacaille-Dubois, Marie Aleth.

In: Helvetica Chimica Acta, Vol. 85, No. 9, 29.10.2002, p. 2721-2728.

Research output: Contribution to journalArticle

Elbandy, Mohamed ; Miyamoto, Tomofumi ; Delaude, Clément ; Lacaille-Dubois, Marie Aleth. / Five new medicagenic acid saponins from Muraltia ononidifolia. In: Helvetica Chimica Acta. 2002 ; Vol. 85, No. 9. pp. 2721-2728.
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