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Interaction of some antibiotics with hydroxypropyl-β-cyclodextrin

Abstract

The interaction between 19 antibiotics and hydroxypropyl-β-cyclodextrin (HPβCD) was studied by reversed-phase thin-layer chromatography. HPβCD formed inclusion complexes with 16 compounds, the complex always being more hydrophilic than the uncomplexed drug. The intensity of interaction significantly increased with increasing specific hydrophobic surface area of the guest molecule proving the preponderant role of hydrophobic interactions in inclusion complex formation. The intensity of the HPβCD-drug interaction significantly decreased with increasing concentration of methanol in the environment indicating that methanol can also enter the cyclodextrin cavity and inhibits competitively the inclusion complex formation or the free energy of transfer from water to the HPβCD cavity should be less negative at higher concentration of methanol in the aqueous medium.

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Author information

Correspondence to Tibor Cserhati.

Additional information

Dedicated to Professor József Szejtli.

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Cserhati, T., Oros, G. Interaction of some antibiotics with hydroxypropyl-β-cyclodextrin. J Incl Phenom Macrocycl Chem 18, 265–274 (1994). https://doi.org/10.1007/BF00708733

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Key words

  • Hydroxypropyl-β-cyclodextrin
  • antibiotics
  • hydrophobic interactions