Separation of betacyanins from flowers of Amaranthus cruentus L. in a polar solvent system by high-speed counter-current chromatography
Authors:
- Aneta Spórna-Kucab,
- Agnieszka Kumorkiewicz,
- Natalia Szmyr,
- Edward Szneler,
- Sławomir Wybraniec
Abstract
Betacyanin extract of Amaranthus cruentus L. flowers was fractionated by semipreparative high-speed counter-current chromatography in a highly polar solvent system: propan-1-ol/acetonitrile/(NH4)2SO4satd. soln/H2O (1.0:0.5:1.2:1.0, v/v/v/v) in tail-to-head mode with 76% retention of the stationary phase. The crude extract as well as the fractions containing betacyanins were analyzed by liquid chromatography with tandem mass spectrometry as well as by high-resolution ion-trap time-of-flight mass spectrometry detection technique for the molecular formulae and multi-step fragmentation pattern elucidation. Four betacyanins; namely, amaranthin, betanin, 6′O-formyl-amaranthin, and 6′-O-malonyl-amaranthin as well as their diastereomeric forms differing in the configuration of the C-15 carbon atom were identified in the fractions. Amaranthin was the dominant pigment in the extract and was additionally analyzed by nuclear magnetic resonance correlation techniques after the counter-current chromatographic and high-performance liquid chromatographic isolation. Betacyanins were highly enriched during a single high-speed counter-current chromatographic step; therefore, the tentative identification of new compounds for the whole Amaranthaceae family, 6′-O-formyl-amaranthin and 6′-O-malonyl-amaranthin was possible. Different elution profiles of the pigments observed in the countercurrent chromatographic system in comparison to high-performance liquid chromatography system confirm a complementarity of both the techniques especially in the separation of diastereomeric pairs of betacyanins.
- Record ID
- CUT0aada9d3692d403f936bee56bb4df4ee
- Publication categories
- ;
- Author
- Journal series
- Journal of Separation Science, ISSN 1615-9306, e-ISSN 1615-9314
- Issue year
- 2019
- Vol
- 42
- No
- 9
- Pages
- 1676-1685
- Other elements of collation
- schem.; tab.; wykr.; Bibliografia (na s.) - 1684-1685; Bibliografia (liczba pozycji) - 44; Oznaczenie streszczenia - Abstr.; Data udostępnienia on-line - 2019-02-21; Numeracja w czasopiśmie - Vol. 42, Iss. 9
- Keywords in English
- amaranthin, Amaranthus cruentus L., betacyanins, betanin, high-speed counter-current chromatography
- DOI
- DOI:10.1002/jssc.201801172 Opening in a new tab
- URL
- https://onlinelibrary.wiley.com/doi/full/10.1002/jssc.201801172 Opening in a new tab
- Related project
- Badania mechanizmu utleniania pigmentów betacyjanin. . Project leader at PK: , ,
Projects financed by NSC [Projekty finansowane przez NCN] - Language
- eng (en) English
- Score (nominal)
- 70
- Additional fields
- Indeksowana w: Web of Science, Scopus
- Uniform Resource Identifier
- https://cris.pk.edu.pl/info/article/CUT0aada9d3692d403f936bee56bb4df4ee/
- URN
urn:pkr-prod:CUT0aada9d3692d403f936bee56bb4df4ee
* presented citation count is obtained through Internet information analysis, and it is close to the number calculated by the Publish or PerishOpening in a new tab system.