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Related Experiment Videos

Inclusion complex of fenbufen with beta-cyclodextrin.

I Bratu1, J M Gavira-Vallejo, A Hernanz

  • 1National R and D Institute of Isotopic and Molecular Technologies, PO Box 700, Cluj-Napoca, Romania. ibratu@s3.itim-cj.ro

Biopolymers
|March 3, 2004
PubMed
Summary

Fenbufen forms a stable [1:1] inclusion complex with beta-cyclodextrin in water. Molecular mechanics calculations helped determine the complex's structure and confirm its stability.

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Area of Science:

  • Pharmaceutical Chemistry
  • Supramolecular Chemistry
  • Physical Chemistry

Background:

  • Fenbufen is a non-steroidal anti-inflammatory drug (NSAID).
  • Beta-cyclodextrin (beta-CD) is a cyclic oligosaccharide known for its ability to form inclusion complexes with various molecules.
  • Improving the solubility and bioavailability of poorly soluble drugs like fenbufen is a significant challenge in pharmaceutical development.

Purpose of the Study:

  • To characterize the inclusion complex formed between fenbufen and beta-cyclodextrin in aqueous solution.
  • To determine the stoichiometry and stability of the fenbufen-beta-cyclodextrin inclusion complex.
  • To elucidate the structural geometry of the formed inclusion complex.

Main Methods:

  • Proton Nuclear Magnetic Resonance ((1)H-NMR) spectroscopy was employed to study the interaction between fenbufen and beta-cyclodextrin.

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  • Stoichiometry of the inclusion complex was determined using spectroscopic data.
  • Stability constant of the complex was calculated.
  • Molecular Mechanics Plus (MM+) molecular mechanics calculations were performed to establish the complex's geometry.

    • Main Results:

    • The formation of a [1:1] inclusion complex between fenbufen and beta-cyclodextrin was confirmed.
    • A high stability constant, in the order of several thousands (M(-1)), was calculated, indicating a strong interaction.
    • Molecular mechanics calculations provided insights into the likely geometry and orientation of fenbufen within the beta-cyclodextrin cavity.

    Conclusions:

    • Fenbufen forms a stable [1:1] inclusion complex with beta-cyclodextrin in aqueous media.
    • The complexation significantly enhances the interaction between fenbufen and beta-cyclodextrin, with potential implications for drug delivery.
    • The study provides a structural basis for understanding the fenbufen-beta-cyclodextrin interaction, paving the way for further formulation development.