Glaucasides A-C, three saikosaponins from Atriplex glauca L. var. ifiniensis (Caball) Maire |
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Authors: | Jabrane Aymen Ben Jannet Hichem Miyamoto Tomofumi Tanaka Chiaki Mirjolet Jean-François Duchamp Olivier Harzallah-Skhiri Féthia Lacaille-Dubois Marie-Aleth |
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Affiliation: | 1. Laboratoire de Pharmacognosie, Unité de Molécules d'Intérêt Biologique, UMIB UPRES‐EA 3660, Faculté de Pharmacie, Université de Bourgogne, F‐21079 Dijon Cedex, France;2. Institut Supérieur de Biotechnologie de Monastir, Université de Monastir, 5000 Monastir, Tunisie;3. Laboratoire de Chimie des Substances Naturelles et de Synthèse Organique, Faculté des Sciences de Monastir, Université de Monastir, 5000 Monastir, Tunisie;4. Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka 812‐8582, Japan;5. Oncodesign, 20 rue Jean Mazen, BP 27627, 21076 Dijon Cedex, France |
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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. |
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Keywords: | NMR 1H 13C 2D NMR triterpene saponins glaucasides saikosaponins Amaranthaceae Atriplex |
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