Efficient separation of N-Alkylamides from Piper longum L. using off-line two-dimensional coupled with gradient high-speed counter-current chromatography
Autor: | Heng Zhu, Li Cui, Li Ge, Iftikhar Ali, Zhao Li, Daijie Wang, Wenya Ma, Jinqian Yu |
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Rok vydání: | 2021 |
Předmět: |
0106 biological sciences
Piper Chromatography biology Elution Chemistry Ethyl acetate 04 agricultural and veterinary sciences Piperaceae biology.organism_classification 040401 food science 01 natural sciences Piperlonguminine Ingredient chemistry.chemical_compound 0404 agricultural biotechnology Countercurrent chromatography 010608 biotechnology Methanol Food Science |
Zdroj: | LWT. 140:110817 |
ISSN: | 0023-6438 |
Popis: | Piper longum L. (Piperaceae) is famous for flavoring food and treatment purposes. N-Alkylamides (NAAs) are the most common secondary metabolites found in Piper species with broad spectrum of biological properties. Because of the similar structures and lower polarities, it is difficult to separate NAAs by traditional chromatographic methods. Herein, an efficient off-line two-dimensional coupled with gradient high-speed counter-current chromatography (HSCCC) method is reported for preparative separation of N-alkylamides from P. longum. The HSCCC solvent system with n-hexane/ethyl acetate/methanol/water (5:4:5:4, v/v) was used for the first dimensional separation. Two pure compounds i.e. piperlonguminine (1) and piperine (2) were successfully separated, coupled with an enriched trace ingredient. Furthermore, the enriched ingredient was used for the second dimensional separation with a gradient HSCCC mode by adjustment of the mobile phase with more enhanced elution ability. Eight minor compounds were successfully separated including retrofractamide A (3), retrofractamide C (4), dehydropipernonaline (5), pipernonaline (6), piperundecalidine (7), guineesine (8), brachystamide B (9), and (2E,4E,12Z)-N-isobutyl-2,4,12- octadecatrienamide (10). The structures of the isolated pure compounds were characterized by ESI-MS, 1H, and 13C NMR spectral analysis. |
Databáze: | OpenAIRE |
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