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Related Experiment Videos

Ofloxacin/beta-cyclodextrin complexation.

L S Koester1, S S Guterres, M Le Roch

  • 1Curso de Pós-graduação em Ciências Farmacêuticas, Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul, Porto Alegre, Brasil.

Drug Development and Industrial Pharmacy
|September 11, 2001
PubMed
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Complexing ofloxacin (a fluorquinolone antibiotic) with beta-cyclodextrin enhanced its water solubility but did not improve its photostability due to partial molecular inclusion.

Area of Science:

  • Pharmaceutical Sciences
  • Physical Chemistry
  • Drug Delivery

Background:

  • Ofloxacin (OFX) is a widely used fluoroquinolone antibiotic.
  • Ofloxacin exhibits significant photochemical instability in aqueous solutions.
  • Improving the photostability of OFX is crucial for its therapeutic efficacy and shelf-life.

Purpose of the Study:

  • To investigate the complexation of ofloxacin with beta-cyclodextrin.
  • To enhance the photostability of ofloxacin in aqueous solutions.
  • To evaluate the impact of complexation on ofloxacin's water solubility and photodegradation.

Main Methods:

  • Complexation of ofloxacin with beta-cyclodextrin.
  • Characterization of the resulting complexes using thermal analysis.

Related Experiment Videos

  • 1H nuclear magnetic resonance (NMR) spectroscopy.
  • Computer-aided molecular modeling.

    • Main Results:

    • Complexation with beta-cyclodextrin increased ofloxacin's water solubility by approximately 2.6 times.
    • The photostability of ofloxacin was not significantly improved by complexation.
    • 1H NMR analysis revealed partial inclusion of the N-methylpiperazinyl moiety of ofloxacin within beta-cyclodextrin.
    • Thermal analysis confirmed interaction between ofloxacin and beta-cyclodextrin.

    Conclusions:

    • Beta-cyclodextrin complexation enhances ofloxacin solubility but fails to improve photostability.
    • Partial inclusion of the N-methylpiperazinyl group is responsible for the lack of photostabilization.
    • Molecular modeling supports the partial inclusion phenomenon, offering insights into drug-cyclodextrin interactions.