Ofloxacin/beta-cyclodextrin complexation

Drug Dev Ind Pharm. 2001 Jul;27(6):533-40. doi: 10.1081/ddc-100105178.

Abstract

Ofloxacin (OFX) is a fluorquinolone characterized by photochemical instability. With the goal to improve its photostability in aqueous solutions, the complexation of ofloxacin with beta-cyclodextrin was investigated. The complexes showed a water solubility enhancement of approximately 2.6 times; nevertheless, the photodegradation of ofloxacin was not reduced. The complexes obtained were characterized by thermal and 1H nuclear magnetic resonance (NMR) analysis, which revealed an interaction between ofloxacin and beta-cyclodextrin. The last analysis indicated that only partial inclusion of the N-methylpiperazinyl moiety occurred, which can explain the fact that photostabilization was not improved. This partial inclusion phenomenon could be explained also by computer-aided molecular modeling.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents / chemistry*
  • Calorimetry, Differential Scanning
  • Chromatography, High Pressure Liquid
  • Computer Graphics
  • Cyclodextrins / chemistry*
  • Drug Stability
  • Kinetics
  • Light
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Ofloxacin / chemistry*
  • Solubility
  • Ultraviolet Rays
  • beta-Cyclodextrins*

Substances

  • Anti-Infective Agents
  • Cyclodextrins
  • beta-Cyclodextrins
  • Ofloxacin
  • betadex