The formation of inclusion complexes between S-(−)-equol (SEq) and cyclodextrins (CDs) was investigated. The binding constant (K ) of the SEq/sulfobutylether-β-cyclodextrin (SBE-β-CD) inclusion complex was determined to be 1600 L/mol based on UV data. The phenyl ring of the SEq molecule was found to be inserted from the secondary hydroxyl face of the 1 1 SBE-β-CD as evidenced from H– H rotating frame nuclear Overhauser effect spectroscopy (ROESY) NMR. The ther - mal properties of the solid SEq/SBE-β-CD inclusion complexes prepared by physical mixing, kneading and freeze-drying methods were studied by differential scanning calorimetry. For the solid complex obtained by the freeze-drying method, the endothermic peak corresponding to the melting point of SEq disappeared. The solid SEq/SBE-β-CD complexes exhibited a high score in antioxidant activity evaluation tests compared to SEq alone. Dissolution test revealed that the solid complex obtained by freeze-drying method had improved dissolution of SEq. Keywords S-(−)-Equol · Sulfobutylether-β-cyclodextrin · Inclusion complexes · Antioxidant activity · Dissolution improvement Introduction inclusion complexes with hydrophobic molecules [5–7]. It is therefore used to stabilize pharmaceutics [8–11] and 7-Hydroxy-3-(4′-hydroxyphenyl)-chroman (Equol) is an improve their bioavailability [12, 13]. Various CD-contain- isoflavone and is known to be a nonsteroidal estrogen [1 ]. ing drugs are currently on the
Journal of Inclusion Phenomena and Macrocyclic Chemistry – Springer Journals
Published: Jun 6, 2018
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