Isolation of Three Triterpene Saponins, Including Two New Oleanane Derivatives, from Soldanella alpina and Hydrophilic Interaction Liquid Chromatography-Evaporative Light Scattering Detection of these Three Saponins in Four Soldenella Species
| Autor: | Frank Gafner, Hermann Stuppner, Julia Haller, Stefan Schwaiger, Markus Ganzera |
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| Rok vydání: | 2016 |
| Předmět: |
0106 biological sciences
Light Soldanella alpina Saponin Ethyl acetate Plant Science 01 natural sciences Biochemistry Analytical Chemistry chemistry.chemical_compound Column chromatography Triterpene Species Specificity Drug Discovery Scattering Radiation Oleanolic Acid Oleanane Primulaceae chemistry.chemical_classification Chromatography biology Molecular Structure 010405 organic chemistry Hydrophilic interaction chromatography General Medicine Saponins biology.organism_classification Triterpenes 0104 chemical sciences Aglycone Complementary and alternative medicine chemistry Molecular Medicine 010606 plant biology & botany Food Science Chromatography Liquid |
| Zdroj: | Phytochemical analysis : PCA. 28(6) |
| ISSN: | 1099-1565 |
| Popis: | Introduction The genus Soldanella is one of the few endemic to Europe. Some of its species have relevance in local traditional medicine. Earlier work has indicated the possible presence of saponins in S. alpina. Objective To investigate S. alpina and other related species for the occurrence of saponins. Methods Following sequential extraction with n-hexane, dichloromethane and ethyl acetate the subsequent methanolic extract of S. alpina roots was fractionated after solvent precipitation using fast centrifugal partition chromatography and column chromatography. Structures were elucidated by LC-MSn, high-resolution MS, hydrolysis experiments and one-dimensional (1D)- and two-dimensional (2D)-NMR. A hydrophilic interaction liquid chromatography method was developed to quantitate saponins in the leaves and roots of four Soldanella species. Results Three triterpene saponins, two of them new natural products, were isolated from S. alpina. Based on an epoxyoleanal aglycone substituted with four sugar units, they were analytically quantitated using a Kinetex 2.6 μm hydrophilic interaction liquid chromatography (HILIC) column together with a mobile phase comprising of ammonium acetate, water and acetonitrile. Method validation confirmed that the assay meets all requirements in respect to linearity, accuracy, sensitivity and precision. All four Soldanella species investigated contained the three saponins. The lowest total level of the three saponins (1.09%) was observed in S. montana leaves while the highest saponin content (5.14%) was determined in S. alpina roots. Conclusion The detection of saponins within the genus Soldanella is an indication that further phytochemical examination of this genus may reveal more secondary metabolites of interest. Copyright © 2017 John Wiley & Sons, Ltd. |
| Databáze: | OpenAIRE |
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