Chemistry, Physics and Technology of Surface, 2020, 11 (2), 190-200.

Sorption of natural flavonoids on the surface of pyrogenic aluminum oxide from water-ethanol solutions



DOI: https://doi.org/10.15407/hftp11.02.190

V. M. Barvinchenko, N. O. Lipkovska

Abstract


The purpose of this work was to determine the patterns of quercetin and rutin sorption on the aluminium oxide as dependent on concentration and pH of their water-ethanol solutions to develop the assays of the sorption-spectrophotometric determination of these natural flavonoids in preparations of plant origin.

Complex adsorption and spectral studies of the interaction of quercetin and rutine with pyrogenic aluminium oxide in a water-ethanolic medium have been carried out. The flavonoid sorption on aluminium oxide starts at pH > 2.5 and reaches the maximum values in a neutral medium, correlating with the content of non-dissociated surface ≡AlOH groups. Both quercetin and rutin sorption is described with the H-type isotherms which is typical for the chemisorption. The found coincidence of spectral characteristics of flavonoids on the aluminium oxide surface and in solutions containing Al(III) ions indicates the formation of similar chelate complexes in these systems.

The spectral characteristics (intensity and position of the absorption bands) of flavonoids adsorbed on the surface of aluminium oxide depend on their concentration and pH of aqueous solutions. The intensity of sorbent colour is proportional to the surface concentration of quercetin and rutin and values of their conditional molar absorption coefficients in 0.025 % alumina dispersion were determined (eS434 = 4386 g/mol∙cm and eS403 = 5280 g/mol∙cm respectively). In addition, the absorbance of such dispersions linearly depends on the flavonoid concentration in analyzed solutions. Thus, aluminium oxide is found to be a promising solid-phase reagent for the determination of quercetin and rutin in preparations of medicinal plants by spectrophotometric or visual test methods.


Keywords


quercetin; rutin; sorption; spectral properties; chelate complexes

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References


1. Sangeetha K.S.S., Umamaheswari S, Reddy C.U.M., Kalkura S.N. Flavonoids: therapeutic potential of natural pharmacological agents. Int. J. Pharm. Sci. Res. 2016. 7(10): 3924.

2. Wang W.Y., Sun C.X., Mao L.K., Ma P., Liu F., Yang J., Gao Y. The biological activities, chemical stability, metabolism and delivery systems of quercetin: A review. Trends. Food Sci. Technol. 2016. 56: 21. https://doi.org/10.1016/j.tifs.2016.07.004

3. Tarakhovsky, Yu.S., Kim Yu.A., Abdrasilov B.S., Muzafarov E.N. Flavonoids: biochemistry, biophysics, medicine. (Pushchino: Synchrobook, 2013). [in Russian].

4. Yashin Ya.I., Ryzhnev V.Yu., Yashin A.Ya., Chernousova N.I. Natural antioxidants. The content in food and their impact on human health and aging. (Moscow: TransLit, 2009). [in Russian].

5. Naczk M., Shahidi F. Extraction and analysis of phenolics in food. Review. J. Chromatogr. A. 2004. 1054(1-2): 95. https://doi.org/10.1016/S0021-9673(04)01409-8

6. Rijke E., Out P., Niessen W.M.A., Ariese F., Gooijer C., Brinkman Udo A.Th. Analytical separation and detection methods for flavonoids. Trends. Food Sci. Technol. 2016. 56: 21.

7. Dmitrienko S.G., Kudrinskaya V.A., Apiari V.V. Methods of isolation, concentration and determination of quercetin. J. Anal. Chem. 2012. 67(4): 340. https://doi.org/10.1134/S106193481204003X

8. Anastas P.T., Warner J.C. Green Chemistry: Theory and Practice. (Oxford: Oxford University Press, 2000).

9. Sharma R.K., Sidhwani I.T., Chaudhuri M.K. Green Chemistry Experiments: A Monograph. (Kiyv: International Publishing House Pvt. Limited, 2012).

10. Eldin A.B., Ismaiel O.A., Hassan W.E., Shalaby A.A. Green analytical chemistry: Opportunities for pharmaceutical quality control. J. Anal. Chem. 2016. 71(9): 861. https://doi.org/10.1134/S1061934816090094

11. Barvinchenko V.N., Lipkovskaya N.A., Fedyanina T.V., Rugal' A.A. Influence of supramolecular interactions with cationic surfactants on the adsorption of flavonoids on the surface of highly dispersed silica. Colloid. J. 2014. 76(2): 157. https://doi.org/10.1134/S1061933X14010025

12. Barvinchenko V.N., Lipkovskaya N.A. Effect of cationic dimeric surfactant etonium on the physicochemical properties of quercetin in solutions and on the surface of highly dispersed silica. Colloid. J. 2018. 80(1): 47. https://doi.org/10.1134/S1061933X18010039

13. Lipkovskaya N.A., Barvinchenko V.N. Physical and chemical properties of 3-rutinoside-5,7,3',4'-tetrahydroxyflavone in aqueous solutions of surfactant - etonium. Russ. J. Phys. Chem. 2018. 92(9): 1416. https://doi.org/10.1134/S0036024418090169

14. Pękal A., Pyrzynska K. Evaluation of Aluminium Complexation Reaction for Flavonoid Content. Assay. Food Anal. Methods. 2014. 7(9): 1776. https://doi.org/10.1007/s12161-014-9814-x

15. Bernstein I.Ya., Kaminsky Yu.L. Spectrophotometric analysis in organic chemistry. (Leningrad, Khimiya, 1986). [in Russian].

16. Tombácz E., Szekeres M. Interfacial acid-base reactions of alumina oxide dispersed in aqueous electrolyte solutions. 1. Potentiometric study on the effect of impurity and dissolution of solid phase. Langmuir. 2001. 17(5): 1411. https://doi.org/10.1021/la001322j

17. Westall J.C., Hohl H. A comparison of electrostatic models for the oxide/solution interface. Adv. Colloid Interface Sci. 1980. 12(4): 265. https://doi.org/10.1016/0001-8686(80)80012-1

18. Lipkovskaya N.A., Barvinchenko V.N., Fedyanina T.V., Rugal' A.A. Spectral and acid-base properties of hydroxyflavones in aqueous solutions of cationic hemini-surfactants. J. Appl. Chem. 2014. 81(4): 589. https://doi.org/10.1007/s10812-014-9983-9

19. Tikhomirova T.I., Kubyshev S.S., Ivanov A.V. Modifying the surface of aluminum oxide with polyfunctional organic reagents. Russ. J. Phys. Chem. 2013. 87(8): 1366. https://doi.org/10.1134/S0036024413070327

20. Jiang L., Gao L., Liu Y. Adsorption of salicylic acid, 5-sulfosalicylic acid and Tiron at the alumina - water interface. Colloids Surf. A. 2002. 211(2-3): 165. https://doi.org/10.1016/S0927-7757(02)00276-5

21. Kazitsina L.A., Kupletskaya N.B. The use of UV, IR, NMR spectroscopy in organic chemistry. (Moscow: Higher. School, 1971). [in Russian].

22. Malešev D., Kuntić V. Investigation of metal-flavonoid chelates and the determination of flavonoids via flavonoid complexing reactions (rewiew). J. Serb. Chem. Soc. 2007. 72(10): 921. https://doi.org/10.2298/JSC0710921M

23. Cornard J.P., Merlin J.C. Spectroscopic and structural study of complexes of quercetin with Al(III). J. Inorg. Biochem. 2002. 92(1): 19. https://doi.org/10.1016/S0162-0134(02)00469-5

24. Roshal' A.D., Sakhno T.V. Theoretical analysis of the structure of 5-hydroxyflavone complexes with metal ions and boron derivatives. Vestn. KhNU. 2002. 532. Chem. 7(30): 237.

25. De Souza R.F.V., de Giovani W.F. Synthesis, spectral and electrochemical properties of Al(III) and Zn(II) complexes with flavonoids. Spectrochimica Acta Part A Molecular and Biomolecular Spectroscopy. 2005. 61(9): 1985. https://doi.org/10.1016/j.saa.2004.07.029




DOI: https://doi.org/10.15407/hftp11.02.190

Copyright (©) 2020 V. M. Barvinchenko, N. O. Lipkovska

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