Two new triterpene saponins from Cyclamen africanum Boiss. & Reuter

Soumeya Bencharif-Betina, Tomofumi Miyamoto, Chiaki Tanaka, Zahia Kabouche, Anne Claire Mitaine-Offer, Marie Aleth Lacaille-Dubois

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Abstract

Two new oleanane-type triterpene saponins, afrocyclamins A and B (1 and 2, resp.), were isolated from a MeOH extract of the roots of Cyclamen africanum Boiss. & Reuter, together with three known triterpenoid saponins, lysikokianoside, deglucocyclamin I, and its dicrotalic acid derivative. The structures were elucidated, on the basis of 1D- and 2D-NMR experiments and mass spectrometry as (3β,20β)-13,28-epoxy-16-oxo-3-{O-β-D- xylopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→4) -O-[β-D-glucopyranosyl-(1→2)]-α-L-arabinopyranosyl}oxy} oleanan-29-al (1) and (3β,16α,20β)-16,28,29-trihydroxy-olean-12- en-3-yl O-4-O-(4-carboxy-3-hydroxy-3-methyl-1-oxobutyl)-β-D-xylopyranosyl- (1→2)-O-β-D-glucopyranosyl-(1→4)-O-[β-D-glucopyranosyl- (1→2)]-α-L-arabinopyranoside (2).

Original languageEnglish
Pages (from-to)1573-1580
Number of pages8
JournalHelvetica Chimica Acta
Volume95
Issue number9
DOIs
Publication statusPublished - Sep 2012

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All Science Journal Classification (ASJC) codes

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

Cite this

Bencharif-Betina, S., Miyamoto, T., Tanaka, C., Kabouche, Z., Mitaine-Offer, A. C., & Lacaille-Dubois, M. A. (2012). Two new triterpene saponins from Cyclamen africanum Boiss. & Reuter. Helvetica Chimica Acta, 95(9), 1573-1580. https://doi.org/10.1002/hlca.201200041