Micellar electrokinetic chromatography with bile salts for separation of flavanone diastereomers

• Autorzy: Kowalczyk M. , Asztemborska M.
• Języki publikacji: EN

Abstrakty

EN

Sodium cholate and sodium deoxycholate were applied in the micellar electrokinetic chromatography technique as separating agents for the diastereomers of flavanone glycosides. The effects of the organic solvent buffer modifier, bile salt type and concentration were evaluated for enhancing distereomer separation. The critical micelle concentration of sodium cholate and sodium deoxycholate in the applied running buffer was determined. The bi nding constants of flavanone glycosides to bile salts micelle were estimated. The elaborated analytical method was used to analyse the flavanone fraction of bitter orange (Citrus aurantium) and grapefruit (Citrus paradisi) juice.

PL

Cholan sodu i deoksycholan sodu zostały zastosowane w technice micelarnej elektrokinetycznej chromatografii cieczowej jako czynnik rozdzielający diastereomery glikozydów flawanonów. Oceniono wpływ rozpuszczalnika organicznego jako modyfikatora buforu, typu soli żółciowej oraz jej stężenia na wzmocnienie rozdzielenia diastereomerów. Wyznaczono krytyczne stężenie micelarne cholanu sodu i deoksycholanu sodu w zastosowanym buforze rozdzielającym. Oszacowano stałe trwałości glikozydów flawanonów z micelami soli żółciowych. Opracowana metoda została wykorzystana do analizy frakcji flawanonowej w soku gorzkiej pomarańczy (Citrus aurantium) i grejfruta (Citrus paradise).

Słowa kluczowe

EN

bile salts; diastereomers separation; flavanone glycosides; MEKC; binding constants

PL

sole żółciowe; rozdzielanie diastereomerów; glikozydy flawanonów; MEKC; stałe trwałości

• Wydawca: Publishing House of Siedlce University of Natural Sciences and Humanities
• Czasopismo: Camera Separatoria
• Rocznik: 2016
• Tom: Vol. 8, No. 1
• Strony: 45--54
• Opis fizyczny: Bibliogr. 20 poz., rys.

Twórcy

autor

Kowalczyk M.

• Institute of Physical Chemistry Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland

autor

Asztemborska M.

• Institute of Physical Chemistry Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland

Bibliografia

• [1] Harborne J, Wiliams C, (2000) Advances in flavonoid research since 1992. Phytochemistry 55:481-504.
• [2] Marin F, Frutos M, Perez-Alvarez J, Martinez-Sanchez F, Del Rio J (2002) Flavonoids as nutraceuticals: structural related antioxidant properties and their role on ascorbic acid preservation. In: Atta-ur-Rahman (ed) Studies in Natural Products Chemistry. Vol 26. Elsevier Science, Amsterdam.
• [3] Hahlbrock K (1981) Flavonoids. In: Preiss J (ed) The biochemistry of plants. Vol. 7. Academic Press, San Diego.
• [4] Gel-Moreto N, Streich R. Galensa R (2001) Chiral separation of six diasteromeric flavanone -7-Oglycosides by capillary electrophoresis and analysis of lemon juice. J. Chromatogr. A 925:279-289.
• [5] Aturki Z, Sinibaldi M (2003) Separation of diastereomers of flavanone-7-O-glycosides by capillary electrophoresis using sulfobutyl ether-β-cyclodextrin as the selector. J. Sep. Sci. 26:844-850.
• [6] Gel-Moreto N, Streich R, Galensa R (2003) Chiral separation of diastereomeric flavanone -7-Oglycosides in citrus by capillary electrophoresis. Electrophoresis 24:2716-2722.
• [7] Yáñez J, Andrews P, Davies N (2007) Methods of analysis and separation of chiral flavonoids. J. Chromatogr. B 848:159-181.
• [8] Coello A, Meijide F, Nunez E R, Tato J V (1996) Aggregation behavior of bile salts in aqueous solutions. J. Pharm. Sci., 85:9-15.
• [9] Muijselaar P G, Otsuka K, Terabe S (1997) Micelles as pseudo -stationary phases in micellar electrokinetic chromatography. J. Chromatogr. A 780:41-61.
• [10] Otsuka K, Terabe S (2000) Enantiomer separation of drugs by micellar electrokinetic chromatography using chiral surfactants. J. Chromatogr. A 875:163-178.
• [11] Asztemborska M, Miśkiewicz M, Sybilska D (2003) Separation of some chiral flavanones by micellar electrokinetic chromatography. Electrophoresis, 26:844-850.
• [12] Chapman & Hall, Dictionary of Natural Products, London, 1994.
• [13] Krause M, Galensa R (1991) High-performance liquid chromatography of diastereomeric flavanone glycosides in Citrus on β-cyclodextrin-bonded stationary phase (Cyclobond I). J. Chromatogr. 588:41- 45.
• [14] Cole R, Sepaniak M, Hinze M, Gorse W, Oldiges K, (1991) Bile salt surfactants in micellar electrokinetic capillary chromatography: application to hydrophobic molecule separations. J. Chromatogr. 557:113- 123.
• [15] Cifuentes A, Bernal J, Diez-Masa J (1997) Determination of Critical Micelle Concentration Values Using Capillary Electrophoresis Instrumentation. Anal Chem. 69:4271-4274.
• [16] Reis S, Guimaraes Moutinho C, Matos C, de Castro B, Gameiro P, Lima J (2004) Noninvasive methods to determine the critical micelle concentration of some bile acid salts. Anal. Biochem. 334:117-126.
• [17] Schwarz M, Neubert R, Rüttinger H (1996) Application of capillary electrophoresis for characterizing interactions between drugs and bile salts. Part I. J. Chromatogr. A 745:135-143.
• [18] Saitoh T, Fukuda T, Tani H, Kamidate T, Watanabe H (1996) Equilibrium study on interactions between proteins and bile-salt micelles by Micellar Electrokinetic Chromatography. Anal. Sci. 12:569-573.
• [19] Szökő E, Gyimesi J, Szakács Z, Tarnai M (1999) Equilibrium binding model of bile salt-mediated chiral micellar electrokinetic capillary chromatography. Electrophoresis 20:2754-2760.
• [20] Wistuba D, Trapp O, Gel-Moreto N, Galensa R, Schurig V (2006) Stereoisomeric Separation of Flavanones and Flavanone-7-O-glycosides by Capillary Electrophoresis and Determination of Interconversion Barriers. Anal. Chem. 78:3424-3433.

Uwagi

Opracowanie rekordu w ramach umowy 509/P-DUN/2018 ze środków MNiSW przeznaczonych na działalność upowszechniającą naukę (2018).