title: Molecular interactions of the inclusion complexes of hinokitiol and various cyclodextrins.
abstract: The aim of this study was to prepare inclusion complexes of hinokitiol (HT)/α-cyclodextrin (α-CD) and HT/β-cyclodextrin (β-CD) by cogrinding and to evaluate the differences in their formation. The physical properties of the preparation were evaluated by Job's plot, phase solubility studies, differential scanning calorimetry, powder X-ray diffraction, solid fluorescence spectra, and infrared absorption spectra. Intermolecular interaction in the solid state was confirmed to be in the ratios HT/α-CD = 1/2 and HT/β-CD = 1/1. Results indicated that the dissolution property of HT was improved by inclusion in the complexes HT/α-CD and HT/β-CD compared with HT crystals. The1H-1H ROESY NMR spectrum of HT/α-CD showed that part of the seven-membered ring of HT and the isopropyl group of HT was linked to the wider edges of the two α-CDs. In HT/β-CD, the seven-membered ring of HT interacted with the narrower edge of β-CD and the isopropyl group of HT interacted with the wider edges. This structure of inclusion complexes was attributed to the difference in the cavity diameter of the CD and was thought to influence the dissolution properties.
authors.affiliation: Laboratory of Drug Safety Management, Faculty of Pharmaceutical Sciences, Josai University, 1-1 Keyakidai, Sakado-shi, Saitama, 350-0295, Japan.
authors.forename: Rina
authors.initials: R
authors.lastname: Suzuki
authors.affiliation: Laboratory of Drug Safety Management, Faculty of Pharmaceutical Sciences, Josai University, 1-1 Keyakidai, Sakado-shi, Saitama, 350-0295, Japan. yinoue@josai.ac.jp.
authors.forename: Yutaka
authors.initials: Y
authors.lastname: Inoue
authors.affiliation: Faculty of Pharmacy, Silpakorn University, Nakhon Pathom, 73000, Thailand.
authors.forename: Sontaya
authors.initials: S
authors.lastname: Limmatvapirat
authors.affiliation: Laboratory of Drug Safety Management, Faculty of Pharmaceutical Sciences, Josai University, 1-1 Keyakidai, Sakado-shi, Saitama, 350-0295, Japan.
authors.forename: Isamu
authors.initials: I
authors.lastname: Murata
authors.affiliation: Laboratory of Drug Safety Management, Faculty of Pharmaceutical Sciences, Josai University, 1-1 Keyakidai, Sakado-shi, Saitama, 350-0295, Japan.
authors.forename: Ikuo
authors.initials: I
authors.lastname: Kanamoto
mesh_terms: D003505:Cyclodextrins / Q000737:chemistry*; D039821:Monoterpenes / Q000737:chemistry*; D012995:Solubility; D014334:Tropolone / Q000031:analogs & derivatives* / Q000737:chemistry; D047391:alpha-Cyclodextrins / Q000737:chemistry; D047392:beta-Cyclodextrins / Q000737:chemistry
chemical_list: D003505:Cyclodextrins; D039821:Monoterpenes; D047391:alpha-Cyclodextrins; D047392:beta-Cyclodextrins; D014334:Tropolone; C009479:beta-thujaplicin; C032613:alpha-cyclodextrin
keywords: cyclodextrin; ground mixture; hinokitiol; molecular interaction