Inclusion complexes of .BETA.-cyclodextrin with tranquilizing drugs phenothiazines in aqueous solution.

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Abstract

The interaction of tranquilizing drugs phenothiazines with β-cyclodextrin in aqueous solution was studied by circular dichroism, ultraviolet (UV) absorption, and proton magnetic resonance spectroscopies. The induced circular dichroism bands and UV absorption changes were quantitatively investigated and stoichiometric ratio, which was found to be 1 : 1, and formation constants of inclusion complexes were obtained. In β-cyclodextrin-drug system, protons located in a cavity of β-cyclodextrin were found to be subjected to anisotropic shielding, while protons of phenyl and N-substituted groups in the drug shifted to low field, in which all peaks caused remarkable broadening. Formation constants were correlated well with partition coefficient of drug and also with the magnitude of proton magnetic resonance spectral broadening. These spectral changes strongly suggested that aromatic portion of drug was included into hydrophobic cavity of β-cyclodextrin, while N-substituents of drug interacted with the outside groups of β-cyclodextrin cavity.

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