Journal of Thermal Analysis and Calorimetry

, Volume 101, Issue 2, pp 595–600 | Cite as

Thermodynamic study on inclusion complex formation of riboflavin with hydroxypropyl-β-cyclodextrin in water

  • W. Zielenkiewicz
  • I. V. Terekhova
  • M. Koźbiał
  • R. S. Kumeev


The inclusion complex formation of riboflavin (RF) with hydroxypropyl-β-cyclodextrin (HP-β-CD) in water was investigated by 1H NMR, UV-vis spectroscopy, and solubility methods. A 1:1 stoichiometry and thermodynamic parameters of complex formation (K, Δc G 0, Δc H 0, and Δc S 0) were determined. Complexation was characterized by negative enthalpy and entropy changes due to prevalence of van der Waals interactions and hydrogen bonding between polar groups of the solutes. A partial insertion of RF into macrocyclic cavity was revealed on the basis of 1H NMR data and molecular mechanics calculation. Location of benzene ring of RF molecule inside the hydrophobic cavity of HP-β-CD results in an increase of aqueous solubility of the former.


Inclusion complex formation Hydroxypropyl-β-cyclodextrin Riboflavin Thermodynamics 



We thank the Russian Foundation for Basic Research for financial support of this study (grant No. 09-03-97563). This study was also possible thank to the agreement between Russian and Polish Academies of Sciences. We thank Tikhova M.N. for her help with some measurements.


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Copyright information

© Akadémiai Kiadó, Budapest, Hungary 2010

Authors and Affiliations

  • W. Zielenkiewicz
    • 1
  • I. V. Terekhova
    • 2
  • M. Koźbiał
    • 1
  • R. S. Kumeev
    • 2
  1. 1.Institute of Physical Chemistry of Polish Academy of SciencesWarsawPoland
  2. 2.Institute of Solution Chemistry of Russian Academy of SciencesIvanovoRussian Federation

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