Separation of betacyanins from flowers of Amaranthus cruentus L. in a polar solvent system by high-speed counter-current chromatography

被引:19
|
作者
Sporna-Kucab, Aneta [1 ]
Kumorkiewicz, Agnieszka [1 ]
Szmyr, Natalia [1 ]
Szneler, Edward [2 ]
Wybraniec, Slawomir [1 ]
机构
[1] Cracow Univ Technol, Inst C 1, Fac Chem Engn & Technol, Dept Analyt Chem, Ul Warszawska 24, PL-31155 Krakow, Poland
[2] Jagiellonian Univ, Dept Chem, Krakow, Poland
关键词
amaranthin; Amaranthus cruentus L; betacyanins; betanin; high-speed counter-current chromatography; GOMPHRENA-GLOBOSA L; BETALAINS; PIGMENTS; EXTRACTS; BETANIN; PLANTS; FOOD;
D O I
10.1002/jssc.201801172
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Betacyanin extract of Amaranthus cruentus L. flowers was fractionated by semi-preparative high-speed counter-current chromatography in a highly polar solvent system:propan-1-ol/acetonitrile/(NH4)(2)SO4satd.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.
引用
收藏
页码:1676 / 1685
页数:10
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