Isolation of sesquiterpenoids from Matricaria chamomilla by means of solvent assisted flavor evaporation and centrifugal partition chromatography
| Autor: | Simon Roehrer, Mirjana Minceva, Andrea Buettner, Helene M. Loos, Benedikt Slavik |
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| Rok vydání: | 2020 |
| Předmět: |
Matricaria
Ethyl acetate Centrifugation Fraction (chemistry) Bioactivity 01 natural sciences Biochemistry Natural product Analytical Chemistry chemistry.chemical_compound Column chromatography Countercurrent chromatography Purification Chromatography High Pressure Liquid Paper in Forefront Chromatography biology Plant Extracts 010405 organic chemistry Silica gel 010401 analytical chemistry biology.organism_classification 0104 chemical sciences ddc Solvent Matricaria chamomilla Enrichment chemistry ddc:540 Chromatography Gel Solvents Methanol Sesquiterpenes Chromatography Liquid |
| Zdroj: | Analytical and Bioanalytical Chemistry |
| Popis: | The (semi)volatile fraction of Matricaria chamomilla L., an annual herbal plant from the family of Asteraceae, contains high quantities of sesquiterpenes and sesquiterpenoids. A method was developed to achieve isolation and separation of these compounds, using a combination of solvent assisted flavor evaporation (SAFE) and solid support-free liquid-liquid chromatography. The biphasic liquid solvent system n-heptane/ethyl acetate/methanol/water, 5/2/5/2 v/v/v/v (Arizona S) was elaborated as a suitable solvent system for the simultaneous separation of the target compounds. The lab-scale liquid-liquid chromatography separation performed in a countercurrent chromatography (CCC) column was successfully transferred to a semi-preparative centrifugal partition chromatography (CPC) column, which enabled the isolation of artemisia ketone, artemisia alcohol, α-bisabolone oxide A, and (E)-en-yn-dicycloether. α-Bisabolol oxide A and (Z)-en-yn-dicycloether co-eluted, but were successfully separated by subsequent size-exclusion chromatography (SEC). Similarly, spathulenol and α-bisabolol oxide B were obtained as a mixture, and were separated by means of column chromatography using silica gel as stationary phase. The isolated compounds were characterized by means of nuclear magnetic resonance spectroscopy (NMR) and gas chromatography–mass spectrometry (GC-MS). Graphical abstract |
| Databáze: | OpenAIRE |
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