Encapsulation of a poorly water-soluble drug with large molecular size into organic nanotube

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Hydrocortisone (HC) as a poorly water-soluble drug was encapsulated into organic nanotube (ONT), which was formed by self-assembly of N-{12-[(2-α,β-D-glucopyranosyl)carbamoyl]dodecanyl}-glycylglycylglycine acid. The solubility of ONT in acetone was determined as 0.015 mg/mL by solution state1H-NMR spectroscopy, confirming that ONT was poorly-soluble in acetone. Evaporation using acetone was performed to prepare ONTs loaded with HC. Powder X-ray diffraction pattern of evaporated sample with weight ratio of HC/ONT=3/7 showed a hallo pattern without remained peaks of crystalline HC. <13>^C-solid state NMR measurements demonstrated that HC peaks became broadened in a spectrum of evaporated sample, compared with those of HC crystal. These results indicated thatHC was encapsulated in ONT as amorphous state.