Inclusion complex of sulfadimethoxine with cyclodextrins: preparation and characterization

The inclusion complexation behavior, characterization and binding ability of sulfadimethoxine (SDMO) with α-cyclodextrin (α-CD) and β-cyclodextrin (β-CD) have been investigated both in solution and solid state by means of absorption, fluorescence, time-resolved fluorescence, (1)H NMR, FT-IR, DSC, SEM, TEM, XRD and molecular modeling methods. The spectral shifts revealed that the part of pyrimidine and aniline rings of SDMO are entrapped in the CD cavity. The stoichiometric ratio and association constant were determined by Benesi-Hildebrand plots and spectroscopic studies respectively. FT-IR spectroscopy was used to compare inclusion systems with physical mixtures, and demonstrated the complex formation in the solid state. The morphology and size of the nanoparticles of SDMO/CD complexes in aqueous solution were observed by TEM. The DSC analysis showed that the thermal stability of SDMO was enhanced in the presence of CD. Investigations of energetic and thermodynamic properties by PM3 method confirmed the stability of the inclusion complexes.