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Studies on trimethoprim:hydroxypropyl-β-cyclodextrin: aggregate and complex formation.

Claudia Garnero¹, Ariana Zoppi, Diego Genovese

¹Departamento de Farmacia, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Ciudad Universitaria, X5000HUA Córdoba, Argentina. garneroc@fcq.unc.edu.ar

Carbohydrate Research

|October 12, 2010

Summary

This summary is machine-generated.

This study shows hydroxypropyl-β-cyclodextrin (HP-β-CD) significantly enhances trimethoprim solubility and stability. Complexation was confirmed in solution and solid states, improving the drug

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Area of Science:

Pharmaceutical Science
Drug Delivery Systems
Supramolecular Chemistry

Background:

Trimethoprim is an antibiotic dihydropteroate synthase inhibitor.
Improving trimethoprim solubility and stability is crucial for effective drug delivery.
Hydroxypropyl-β-cyclodextrin (HP-β-CD) is a common pharmaceutical excipient used to enhance drug properties.

Purpose of the Study:

To characterize the interaction between trimethoprim and HP-β-CD in aqueous solution and solid state.
To investigate the impact of HP-β-CD complexation on trimethoprim's solubility and thermal stability.
To elucidate the mechanism of interaction and aggregate formation.

Main Methods:

Phase solubility studies to determine solubility enhancement.
Conductivity measurements to detect aggregate formation.
Nuclear Magnetic Resonance (NMR) spectroscopy for molecular interaction analysis in solution.
Solid-state characterization using Fourier-transform infrared spectroscopy (FT-IR), Scanning Electron Microscopy (SEM), Differential Scanning Calorimetry (DSC), and Thermogravimetric Analysis (TGA).

Main Results:

AN type phase solubility isotherm indicating a significant increase in trimethoprim solubility upon complexation with HP-β-CD.
Conductivity experiments revealed aggregate formation, with critical concentrations determined for HP-β-CD and its complex with trimethoprim.
NMR spectroscopy confirmed molecular interactions between trimethoprim and HP-β-CD in solution.
Solid-state analysis demonstrated successful complex formation and enhanced thermal stability of trimethoprim when complexed with HP-β-CD.

Conclusions:

HP-β-CD effectively enhances trimethoprim solubility and improves its thermal stability through complexation.
The interaction mechanism involves molecular complexation and aggregate formation in solution.
The findings support the use of HP-β-CD as a promising carrier for improving trimethoprim's pharmaceutical properties.