High-speed counter-current chromatography in separation and identification of saponins from Beta vulgaris L. cultivar Red Sphere

• Autorzy: Sporna-Kucab A. , Wybraniec S.
• Języki publikacji: EN

Abstrakty

EN

Saponins, natural plant compounds exhibiting health benefits, were extracted from B. vulgaris L. cultivar (cv.) Red Sphere and separated by high-speed counter-current chromatography (HSCCC) in a new solvent system composed of: TBME-BuOH-ACN-H₂O (1:2:1:5, v/v/v/v). The system was used in the head-to-tail mode. The flow rate of the mobile phase was 3 mL/min and the column rotation speed was 860 rpm. The retention of the stationary phase was 47%. The LC-MS/MS analyses were performed for the identification of separated saponins in the crude extract as well as HSCCC fractions. Significantly different elution orders of the analytes were observed in the HSCCC and HPLC systems, indicating the complementarity of both the techniques in the fractionation of saponins. Moreover, during the HSCCC separation, acetal-type saponins were eluted faster than pentose/ hexose-type saponins and then dioxolane-type saponins. The separation of saponins in the HSCCC solvent system enabled the fractionation and preconcentration of 13 saponins for further fragmentation experiments in the LC-MS/MS system. Nine saponins were detected for the first time ever in B. vulgaris L. cv. Red Sphere.

• Wydawca: -
• Czasopismo: Polish Journal of Food and Nutrition Sciences
• Rocznik: 2020
• Tom: 70
• Numer: 1
• Opis fizyczny: p.67-74,fig.,ref.

Twórcy

autor

Sporna-Kucab A.

• Department of Analytical Chemistry, Institute C-1, Faculty of Chemical Engineering and Technology, Krakow University of Technology, Warszawska 24, 31-155 Krakow, Poland

autor

Wybraniec S.

• Department of Analytical Chemistry, Institute C-1, Faculty of Chemical Engineering and Technology, Krakow University of Technology, Warszawska 24, 31-155 Krakow, Poland

Bibliografia

• 1. Bruneton, J. (1995). Pharmacognosy. Phytochemistry, Medicinal Plants. Lavoisier Publishing, Paris, France, pp. 538–544.
• 2. Chhikara, N., Kushwaha, K., Sharma, P., Gat, Y., Panghal, A. (2019). Bioactive compounds of beetroot and utilization in food processing industry: A critical review. Food Chemistry, 272, 192–200.
• 3. Choi, S.J., Choi, J., Jeon, H., Bae, S., Ko, J., Kim, J., Yoon, K.D. (2015). Application of high-performance countercurrent chromatography for the isolation of steroidal saponins from Liriope plathyphylla. Journal of Separation Science, 38(1), 18–24.
• 4. Clifford, T., Howatson, G., West, D., Stevenson, J. (2015). Review: The potential benefits of red beetroot supplementation in health and disease. Nutrients, 7(4), 2801–2822.
• 5. da Silva, B.P., De Sousa, A.C., Silva, G.M., Mendes, T.P., Parente, J.P. (2002). A new bioactive steroidal saponin from Agave attenuata. Zeitschrift fur Naturforschung C – Journal of Biosciences, 57(5–6), 423–428.
• 6. de Lucca, A., Bland, J.M., Vigo, C.B., Cushion, M., Selitrennikoff, C.P., Peter, J., Walsh, T.J. (2002). CAY-1, a fungicidal saponin from Capsicum sp. fruit. Medical Mycology, 40(2), 131–137.
• 7. Figueiredo, F., Celano, R., Silva, D., Costa, F., Hewitson, P., Ignatova, S., Piccinelli, A., Leitão, S., Leitão, G. (2017). Countercurrent chromatography separation of saponins by skeleton type from Ampelozizyphus amazonicus for off-line ultra-high-performance liquid chromatography/high resolution accurate mass spectrometry analysis and characterisation. Journal of Chromatography A, 1481, 92–100.
• 8. González, A.G., Hernández, J.C., León, F., Padrón, J.I., Estévez, F., Quintana, J., Bermejo, J. (2003). Steroidal saponins from the bark of Dracaena draco and their cytotoxic activities. Journal of Natural Products, 66(6), 793–798.
• 9. Gosse, B., Gnabre, J., Bates, R.B., Dicus, C.W., Nakkiew, P., Huang, R.C.C. (2002). Antiviral saponins from Tieghemella heckelii. Journal of Natural Products, 65(12), 1942–1944.
• 10. Huang, H.C., Liao, S.C., Chang, F.R., Kuo, Y.H., Wu, Y.C. (2003). Molluscicidal saponins from Sapindus mukorossi, inhibitory agents of golden apple snails, Pomacea canaliculata. Journal of Agricultural and Food Chemistry, 51(17), 4916–4919.
• 11. Jerz, G., Wybraniec, S., Gebers, N., Winterhalter, P. (2010). Target-guided separation of Bougainvillea glabra betacyanins by direct coupling of preparative ion-pair high-speed countercurrent chromatography and electrospray ionization mass-spectrometry. Journal of Chromatography A, 1217(27), 4544–4554.
• 12. Jerz, G., Skotzki, T., Fiege, K., Winterhalter, P., Wybraniec, S. (2008). Separation of betalains from berries of Phytolacca americana by ion pair high-speed counter-current chromatography. Journal of Chromatography A, 1190(1–2), 63–73.
• 13. Mikołajczyk-Bator, K., Błaszczyk, A., Czyżniejewski, M., Kachlicki, P. (2016). Characterisation and identification of triterpene saponins in the roots of red beets (Beta vulgaris L.) using two HPLC-MS systems. Food Chemistry, 192, 979–990.
• 14. Mroczek, A., Kapusta, I., Stochmal, A., Janiszowska, W. (2019). MS/MS and UPLC-MS profiling of triterpenoid saponins from leaves and roots of four red beet (Beta vulgaris L.) cultivars. Phytochemistry Letters, 30, 333–337.
• 15. Mroczek, A., Kapusta, I., Janda, B., Janiszowska, W. (2012). Triterpene saponin content in the roots of red beet (Beta vulgaris L.) cultivars. Journal of Agricultural and Food Chemistry, 60(50), 12397–12402.
• 16. Nemzer, B., Pietrzkowski, Z., Spórna, A., Stalica, P., Thresher, W., Michałowski, T., Wybraniec, S. (2011). Betalainic and nutritional profiles of pigment-enriched red beet root (Beta vulgaris L.) dried extracts. Food Chemistry, 127(1), 42–53.
• 17. Sparg, S.G., Light, M.E., Staden, J. (2004). Review: Biological activities and distribution of plant saponins. Journal of Ethnopharmacology, 94(2–3), 219–243.
• 18. Spórna-Kucab, A., Kumorkiewicz, A., Szmyr, N., Szneler, E., Wybraniec, S. (2019). Separation of betacyanins from flowers of Amaranthus cruentus L. in a polar solvent system by high-speed counter-current chromatography. Journal of Separation Science, 42(9), 1676–1685.
• 19. Spórna-Kucab, A., Milo, A., Kumorkiewicz, A., Wybraniec, S. (2018a). Studies on polar high-speed counter-current chromatographic systems in separation of amaranthine-type betacyanins from Celosia species. Journal of Chromatography B, 1073, 96–103.
• 20. Spórna-Kucab, A., Bernaś, K., Grzegorczyk, A., Malm, A., Skalicka-Woźnika, K., Wybraniec, S., (2018b). Liquid chromatographic techniques in betacyanin isomers separation from Gomphrena globosa L. flowers for the determination of their antimicrobial activities. Journal of Pharmaceutical and Biomedical Analysis, 161, 83–93.
• 21. Spórna-Kucab, A., Hołda, E., Wybraniec, S. (2016). High-speed counter-current chromatography in separation of betacyanins from flowers of red Gomphrena globosa L. cultivars. Journal of Chromatography B, 1033–1034, 421–427.
• 22. Spórna-Kucab, A., Ignatova, S., Garrard, I., Wybraniec, S. (2013a). Versatile solvent systems for the separation of betalains from processed Beta vulgaris L. juice using counter-current chromatography. Journal of Chromatography B, 941, 54–61.
• 23. Spórna-Kucab, A., Garrard, I., Ignatova, S., Wybraniec, S. (2015). New solvent systems for gradient-counter-current chromatography in separation of betanin and its derivatives from processed Beta vulgaris L. juice. Journal of Chromatography A, 1380, 29–37.
• 24. Thakur, M., Jerz, G., Tuwalska, D., Gilabert-Oriol, R., Wybraniec, S., Winterhalter, P. (2014). High-speed countercurrent chromatographic recovery and off-line electrospray ionization mass spectrometry profiling of bisdesmodic saponins from Saponaria officinalis possessing synergistic toxicity enhancing properties on targeted antitumor toxins. Journal of Chromatography B, 955–956, 1–9.
• 25. Traore, F., Faure, R., Ollivier, E., Gasquet, M., Azas, N., Debrauwer, L., Keita, A., Timon-David, P., Balansard, G. (2000). Structure and antiprotozoal activity of triterpenoid saponins from Glinus oppositifolius. Planta Medica, 66(4), 368–371.
• 26. Voutquenne, L., Guinot, P., Thoison, O., Sevenet, T., Lavaud, C. (2003). Oleanolic glycosides from Pometia ridleyi. Phytochemistry, 64(3), 781–789.
• 27. Wybraniec, S., Jerz, G., Gebers, N., Winterhalter, P. (2010). Ion-pair high speed countercurrent chromatography fractionation of a high molecular weight variation of acyl-oligosaccharide linked betacyanins from purple bracts of Bougainvillea glabra. Journal of Chromatography B, 878(5–6), 538–550.
• 28. Wybraniec, S., Stalica, P., Jerz, G., Klose, B., Gebers, N., Winterhalter, P., Spórna, A., Szaleniec, M., Mizrahi, Y. (2009). Separation of polar betalain pigments from cactifruits of Hylocereus polyrhizus by ion-pair high-speed countercurrent chromatography. Journal of Chromatography A, 1216(41), 6890–6899.
• 29. Yoshikawa, M., Murakami, T., Kadoya, M., Yamahara, J., Matsuda, H. (1998). Medical Foodstuffs. XV. Sugar Beet. (2): Structures of Betavulgarosides V, VI, VII, VIII, IX and X from the roots and leaves of sugar beet (Beta vulgaris L., Chenopodiaceae). Chemical and Pharmaceutical Bulletin, 46, 1758–1763.
• 30. Yoshikawa, M., Murakami, T., Kadoya, M., Yamahara, J., Matsuda, H. (1996). Medical Foodstuffs. III. Sugar Beet. (1): Hypoglycemic oleanolic acid oligoglycosides, Betavulgarosides I, II, III, and IV, from the root of Beta vulgaris L. (Chenopodiaceae). Chemical and Pharmaceutical Bulletin, 44, 1212–1217.

Identyfikatory

DOI

10.31883/pjfns/116416