Abstract
The formation of host–guest complexes of fluoroquinolones (FQs), such as levofloxacin, ofloxacin, and moxifloxacin with (2-hydroxypropyl)-β-cyclodextrin (HP–β–CD) was studied by spectroscopic methods. The stoichiometry and dissociation constants of the inclusion complexes were determined. The formation of complexes of FQs with HP–β–CD was confirmed by the solubility studies, the UV and FTIR spectra and the equilibrium dialysis. The use of the complex of levofloxacin with HP–β–CD leads to the prolonged release of the former observed in the dialysis experiments. The formation of inclusion complexes makes it possible to increase the solubility of FQs by two to five times. The research may provide a basis for the development of new FQ-containing drugs involving HP–β–CD as a nanocarrier system.
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References
Wolfson, J.S. and Hooper, D.C., Clin. Microbiol. Rev., 1989, vol. 2, p. 378.
Willmott, C.J.R. and Maxwel, A., Antimicrob. Agents Chemother., 1993, vol. 37, p. 126.
Kirichek, L.T., Klin. Farmakol., 2003, vol. 3, p. 116.
Padeiskaya, E.N. and Yakovlev, V.P., Antimikrobnye preparaty gruppy ftorkhinolonov v klinicheskoi praktike (Antimicrobial Fluoroquinolones Preparations in Clinical Practice), Moscow, 1998.
Derevyanko, I.I., Farmateka, 2003, vol. 1, p. 20.
Challa, R., et al., AAPS PharmSciTech, 2005, vol. 6, p. 329.
Valentino, J.S. and He, Q., Toxicol. Pathol., 2008, vol. 36, p. 30.
Van der Boogaard, M., Cyclodextrin-containing supramolecular structures: from pseudo-polyrotaxanes towards molecular tubes, insulated molecular wires and topological networks, PhD Thesis, Groningen Univ. Groningen, 2003.
Saenger, W., Angew. Chem., Int. Ed. Engl., 1980, vol. 19, p. 344.
Szejtli, J., Cyclodextrins and Their Inclusion Compounds, Budapest Akademiai Kiado, 1982.
Eifler, A.C. and Shad Thaxton, C.S., Biomed. Nanotechnol., 2011, vol. 726, p. 325.
Deygen, I.M. and Kudryashova, E.V., Russ. J. Bioorg. Chem., 2014, vol. 40, p. 547.
Gunasekaran, S., Rajalakshmi, K., and Kumaresan, S., Spectrochim. Acta, Part A, 2013, vol. 112, p. 351.
Goyne, K.W., Chorover, J., Kubicki, J.D., Zimmerman, A.R., and Brantley, S.L., J. Colloid Interface Sci., 2005, vol. 283, p. 160.
Pandey, S., Pandey, P., Tiwari, G., Tiwari, R., and Rai, A.K., Indian J. Pharm. Sci., 2009, vol. 71, p. 359.
Sahoo, S., Chakraborti, C.K., Mishra, S.C., Naik, S., and Nanda, U.N., Int. J. Pharm. Sci. Res., 2011, vol. 2, p. 268.
Yu, L., Han, B., and Chen, Y., J. Phys. Chem. B, 2002, vol. 106, p. 4678.
Misiuk, W. and Jozefowicz, M., J. Mol. Liq., 2015, vol. 202, p. 101.
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Original Russian Text © I.M. Deygen, A.M. Egorov, E.V. Kudryashova, 2015, published in Vestnik Moskovskogo Universiteta. Khimiya, 2015, No. 6, pp. 387–392.
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Deygen, I.M., Egorov, A.M. & Kudryashova, E.V. Structure and stability of fluoroquinolone-(2-hydroxypropyl)-β-cyclodextrin complexes as perspective antituberculosis drugs. Moscow Univ. Chem. Bull. 71, 1–6 (2016). https://doi.org/10.3103/S0027131416010028
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DOI: https://doi.org/10.3103/S0027131416010028