Adsorption of stilbenoids on silica

  • K. E. Polunin
  • P. N. Kolotilov
  • V. M. Voitova
  • A. V. Larin
  • I. A. Polunina
Molecular and Supramolecular Structures at the Interfaces

Abstract

TLC, HPLC, and statistical methods are used to study the adsorption of stilbenoids from organic solvents on SiO2 in a wide range of concentrations. The dependence of adsorption of trans-stilbene hydroxy and methoxy derivatives on the nature of functional groups, their amount and position in the molecular structure, and also on the concentration and proton-acceptor properties of the polar component of the binary organic solvent is found. It is shown that experimental isotherms of stilbenoid adsorption on aerosil from the mixture of n-hexane and ethyl acetate are well approximated by the Freundlich equation. The adsorption of stilbenoids and phenols on SiO2 is compared. It is found that adsorption properties of phenols and hydroxystilbenes with a similar number of OH groups are practically similar.

Keywords

Polyphenol Stilbene Resorcinol Trans Isomer Aerosil 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    Golovkin, B.N., Rudenskaya, R.N., Trofimova, I.A., et al., Biologicheski aktivnye veshchestva rastitel’nogo proiskhozhdeniya (Biologically Active Substances of Vegetable Origin), 3 vols., Moscow: Nauka, 2001.Google Scholar
  2. 2.
    Waldeck, D.H., Chem. Rev., 1991, vol. 91, p. 415.CrossRefGoogle Scholar
  3. 3.
    King, R., Bomser, J.A., and Min, D.B., Comp. Rev. Food. Sci. Food Safety, 2006, vol. 5, no. 3, p. 65.CrossRefGoogle Scholar
  4. 4.
    Takei, M., Umeyama, A., Arihara, S., et al., J. Pharmac. Sci, 2005, vol. 94, no. 5, p. 974.CrossRefGoogle Scholar
  5. 5.
    Amorati, R., Lucarini, M., Mugnaini, V., et al., J. Org. Chem., 2004, vol. 69, no. 21, p. 7101.CrossRefPubMedGoogle Scholar
  6. 6.
    Polunin, K.E., Polunina, I.A., and Schmalz, H.-G., Mendeleev Commun., 2002, no. 5, p. 178.Google Scholar
  7. 7.
    Jeffery, T. and Ferber, B., Tetrahedron Lett., 2003, vol. 44, p. 193.CrossRefGoogle Scholar
  8. 8.
    Das, D.K. and Maulik, N., Molecular Interventions, 2006, vol. 6, no. 1, p. 37.CrossRefADSGoogle Scholar
  9. 9.
    Kremnezemy v meditsine i biologii (Silicas in Medicine and Biology), Chuiko, A.A., Ed., Kiev: Stavropol’, 1993, p. 3.Google Scholar
  10. 10.
    Beilstein, F., Handbuch der Organischen Chemie. EII-EVI, Frankfurt am Main: VCH, 1992.Google Scholar
  11. 11.
    Kochetova, M.V., Semenistaya, E.N., Larionov, O.G., et al., Usp. Khim., 2007, vol. 76, no. 1, p. 88.Google Scholar
  12. 12.
    Nurmukhametov, R.N., Pogloshchenie i lyuminestsentsiya aromaticheskikh soedinenii (Absorption and Luminescence of Aromatic Compounds), Moscow: Khimiya, 1971, p. 158Google Scholar
  13. 13.
    Potapov, V.M., Stereokhimiya (Stereochemistry), Moscow: Khimiya, 1988, p. 116.Google Scholar
  14. 14.
    Shatts, V.D. and Sakhartova, O.D., Vysokoeffektivnaya zhidkostnaya khromatografiya (High-Performance Liquid Chromatography), Riga: Zinatne, 1988, p. 390Google Scholar
  15. 15.
    Scott, R.P.W., J. Chromatogr. Sci., 1980, vol. 18, no. 7, p. 297.Google Scholar
  16. 16.
    Lanin, S.N. and Nikitin, Yu.S., Zh. Anal. Khim., 1991, vol. 46, no. 8, p. 1493.Google Scholar
  17. 17.
    Raikhardt, K., Rastvoriteli i effekty sredy v organicheskoi khimii (Solvents and Effects of the Medium in Organic Chemistry), transl. from English, Kiryushkin, A.A., Ed., Moscow: Mir, 1991, p. 523.Google Scholar
  18. 18.
    Polunin, K.E., Sokolova, N.P., Gorbunov, A.M., et al., Fizikokhimiya Poverkhnosti i Zashchita metallov, 2008, vol. 44, no. 4, p. 378.Google Scholar
  19. 19.
    Gregg, S.J. and Sing, K.S.W., Adsorption, Surface Area, and Porosity, London: Academic, 1967.Google Scholar
  20. 20.
    Polunin, K.E., Polunina, I.A., and Larin, A.V., Sorbtsionnye i Khromatograficheskie Protsessy, 2003, vol. 3, no. 5, p. 567.Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2010

Authors and Affiliations

  • K. E. Polunin
    • 1
  • P. N. Kolotilov
    • 1
  • V. M. Voitova
    • 1
  • A. V. Larin
    • 1
  • I. A. Polunina
    • 1
  1. 1.Frumkin Institute of Physical Chemistry and ElectrochemistryRussian Academy of SciencesMoscowRussia

Personalised recommendations