Three new oleanane-type triterpene saponins from Atractylis flava
Autor: | Christophe Long, Mohammed Benkhaled, Sonia Chabani, Hamada Haba, Dominique Harakat, Catherine Lavaud |
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Přispěvatelé: | Institut de Chimie Moléculaire de Reims - UMR 7312 (ICMR), SFR Condorcet, Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-SFR CAP Santé (Champagne-Ardenne Picardie Santé), Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
Jazyk: | angličtina |
Rok vydání: | 2016 |
Předmět: |
chemistry.chemical_classification
biology 010405 organic chemistry Stereochemistry Atractylis Butanol Electrospray ionization Plant Science biology.organism_classification 01 natural sciences Biochemistry 0104 chemical sciences 010404 medicinal & biomolecular chemistry chemistry.chemical_compound chemistry Triterpene [CHIM]Chemical Sciences Acid hydrolysis Agronomy and Crop Science Oleanane Two-dimensional nuclear magnetic resonance spectroscopy ComputingMilieux_MISCELLANEOUS Biotechnology Dichloromethane |
Zdroj: | Phytochemistry Letters Phytochemistry Letters, Elsevier, 2016, 15, pp.88-93. ⟨10.1016/j.phytol.2015.11.017⟩ |
ISSN: | 1874-3900 |
DOI: | 10.1016/j.phytol.2015.11.017⟩ |
Popis: | Three new bidesmosidic saponins ( 1–3 ), along with thirteen known metabolites consisting of two flavonoids and eleven triterpenoids were identified in dichloromethane and n -butanol extracts of the whole plant Atractylis flava Desf. The saponins were characterized as 3- O -[β- d -glucuronopyranosyl]-28- O -[β- d -xylopyranosyl-(1 → 4)-α- l -rhamnopyranosyl-(1 → 2)-β- d -xylopyranosyl]-16α-hydroxygypsogenic acid (1) , 3- O -[β- d -glucuronopyranosyl]-28- O -[β- d -xylopyranosyl-(1 → 4)-α- l -rhamnopyranosyl-(1 → 2)-α- l -arabinopyranosyl]-16α-hydroxygypsogenic acid ( 2 ), and 3- O -[β- d -galactopyranosyl-(1 → 2)-β- d -glucuronopyranosyl]-28- O -[((3- O -acetyl)-β- d -xylopyranosyl)-(1 → 4)-((2- O -acetyl)-α- l -rhamnopyranosyl)-(1 → 2)-β- d -xylopyranosyl]-quillaic acid ( 3 ). Structures of all isolated compounds were elucidated by spectroscopic analysis, including 1D and 2D NMR ( 1 H, 13 C, COSY, HSQC, TOCSY, HSQC-TOCSY, HMBC, ROESY and NOESY), high-resolution electrospray ionization mass spectrometry (HRESIMS), acid hydrolysis, measurement of optical rotation and comparison with literature data. |
Databáze: | OpenAIRE |
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