Four new triterpene saponins from Bupleurum rigidum L
Autor: | Anne Claire Mitaine-Offer, Mustapha Chelghoum, Thomas Paululat, Dalila Smati, Marie-Aleth Lacaille-Dubois |
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Rok vydání: | 2018 |
Předmět: |
chemistry.chemical_classification
010405 organic chemistry Chemistry Stereochemistry Plant Science Mass spectrometry 01 natural sciences Biochemistry 0104 chemical sciences 010404 medicinal & biomolecular chemistry Triterpene Bupleurum rigidum Sugar Agronomy and Crop Science Heteronuclear single quantum coherence spectroscopy Biotechnology Sequence (medicine) |
Zdroj: | Phytochemistry Letters. 27:223-228 |
ISSN: | 1874-3900 |
DOI: | 10.1016/j.phytol.2018.07.025 |
Popis: | Four previously undescribed triterpene saponins (1-4) were isolated from the EtOH/H2O extract of the aerial parts of Bupleurum rigidum, together with a known structural analogue. Their structures were elucidated by analysis of 1D-(1H, 13C) and 2D-NMR (1H-1H COSY, TOCSY, ROESY, HSQC, HMBC) spectroscopic data and mass spectrometry (ESI- and HR-ESI-MS) and by comparison with those of related metabolites. An unusual structure was characterized as 3-O-β-D-glucopyranosyl-(1 → 2)-[ β-D-glucopyranosyl-(1 → 3)]- β-D-fucopyranosyl-21-O-β-D-glucoyranosyl-3β,16β,21β,23-tetrahydroxy-13,28-epoxyolean-11-ene (1). The three other compounds shared the same sugar sequence as 1 and differed by the structure of the aglycons, 3β,16α,23,28,29-pentahydroxyoleana-11,13(28)-diene for 2, and 3β,16α,23-trihydroxy-13,28-epoxyolean-11-ene for 3, and 4. |
Databáze: | OpenAIRE |
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