NMR spectroscopic study of cyclodextrin inclusion complexes with A-007 prodrugs

One- and two-dimensional NMR spectroscopy was used to demonstrate the formation of inclusion cyclodextrin complexes with several A-007 prodrugs. These complexes are comprised from the encapsulation of the two phenol moieties of the A-007 prodrugs within the cyclodextrin cavity. Considering the size of the two phenol moieties of the A-007 prodrugs compared to the sizes of α-, β-, and γ-cyclodextrin cavities, we observed complementary binding of the A-007 prodrug with only β-cyclodextrin, which was also demonstrated spectroscopically. The β-cyclodextrin inclusion complexes increased the prodrug solubility and modified the prodrug half-life in water. Therefore, β-cyclodextrin inclusion complexes can be used as an essential form of A-007 prodrug delivery.

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