Glaucasides A-C, three saikosaponins from Atriplex glauca L. var. ifiniensis (Caball) Maire

Aymen Jabrane, Hichem Ben Jannet, Tomofumi Miyamoto, Chiaki Tanaka, Jean François Mirjolet, Olivier Duchamp, Féthia Harzallah-Skhiri, Marie Aleth Lacaille-Dubois

Research output: Contribution to journalArticle

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Abstract

From the roots of Atriplex glauca L. var. ifiniensis (Caball) Maire (syn. of Atriplex parvifolia Lowe var. genuina Maire), three new saikosaponins designated as glaucasides A-C (1-3) were isolated together with the known 3-O-β-D-glucopyranosyl-(1 → 2)-β-D-galactopyranosyl-saikogenin F (4). The structures of the new compounds were elucidated by extensive analysis of one-dimensional and two-dimensional NMR spectroscopy, FABMS, HR-ESIMS and chemical evidence as 13β,28-epoxy-16β,21β-dihydroxyolean-11-en- 3β-yl O-β-D-[2-O-sulfate]-glucopyranosyl-(1 → 2)-α-L-arabinopyranoside (1), 13β,28-epoxy-16β,21β- dihydroxyolean-11-en-3β-yl O-β-D-[2-O-sulfate]-glucopyranosyl-(1 → 2)-α-L-arabinopyranosyl 21-O-{4-(secbutylamido)-butanoyl ester} (2) and 3-O-β-D-glucopyranosyl-(1 → 2)-β-D-galactopyranosyl saikogenin G (3). The cytotoxic activities of these compounds were evaluated against the HT-29 and HCT 116 human colon cancer cell lines.

Original languageEnglish
Pages (from-to)83-89
Number of pages7
JournalMagnetic Resonance in Chemistry
Volume49
Issue number2
DOIs
Publication statusPublished - Jan 1 2011

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Sulfates
Nuclear magnetic resonance spectroscopy
Esters
Cells
glaucaside A
saikosaponin
F 4
saikogenin F

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Materials Science(all)

Cite this

Glaucasides A-C, three saikosaponins from Atriplex glauca L. var. ifiniensis (Caball) Maire. / Jabrane, Aymen; Ben Jannet, Hichem; Miyamoto, Tomofumi; Tanaka, Chiaki; Mirjolet, Jean François; Duchamp, Olivier; Harzallah-Skhiri, Féthia; Lacaille-Dubois, Marie Aleth.

In: Magnetic Resonance in Chemistry, Vol. 49, No. 2, 01.01.2011, p. 83-89.

Research output: Contribution to journalArticle

Jabrane, A, Ben Jannet, H, Miyamoto, T, Tanaka, C, Mirjolet, JF, Duchamp, O, Harzallah-Skhiri, F & Lacaille-Dubois, MA 2011, 'Glaucasides A-C, three saikosaponins from Atriplex glauca L. var. ifiniensis (Caball) Maire', Magnetic Resonance in Chemistry, vol. 49, no. 2, pp. 83-89. https://doi.org/10.1002/mrc.2696
Jabrane, Aymen ; Ben Jannet, Hichem ; Miyamoto, Tomofumi ; Tanaka, Chiaki ; Mirjolet, Jean François ; Duchamp, Olivier ; Harzallah-Skhiri, Féthia ; Lacaille-Dubois, Marie Aleth. / Glaucasides A-C, three saikosaponins from Atriplex glauca L. var. ifiniensis (Caball) Maire. In: Magnetic Resonance in Chemistry. 2011 ; Vol. 49, No. 2. pp. 83-89.
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