title: Solid-state characterization of sertraline base-β-cyclodextrin inclusion complex.
abstract: Sertraline is one of the serotonin-specific reuptake inhibitors that is effective in treating several disorders such as major depression, obsessive-compulsive disorder, panic disorder, and social phobia. It is marketed in the form of its hydrochloride salt, which exhibits better solubility in water than its free base form. However, the absorption of sertraline through biological membranes could be improved by enhancing the solubility of its base because it is more hydrophobic than sertraline hydrochloride. To clarify the mechanism for the interaction of sertraline base with β-CD, it is important to study the basic interaction between the β-CD ring and sertraline base. Therefore, in this study, the currently used hydrochloride salt form was converted into the free base and β-CD was used as a model for β-CD derivatives to evaluate the interaction between β-CD and the sertraline base. The solid-state physicochemical characteristics of the sertraline-β-CD complex were investigated by the phase solubility method, differential scanning calorimetry, Fourier transform IR spectroscopy, FT-Raman spectroscopy, powder X-ray diffraction, and (13)C cross-polarization magic-angle spinning NMR measurements. The results showed that sertraline base and β-CD form an inclusion complex, and the stoichiometric ratio of the solid-state sertraline base-β-CD complex is 1:1, which was estimated by the (1)H NMR measurements of the complex dissolved in DMSO-d6.
authors: Department of Pharmaceutical Engineering, School of Pharmacy, Aichi Gakuin University, 1-100 Kusumoto-cho, Chikusa-ku, Nagoya, Aichi 464-8650, Japan. Electronic address: noriko30@dpc.agu.ac.jp.
authors: Noriko
authors: N
authors: Ogawa
authors: Department of Physical Chemistry, Faculty of Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan. Electronic address: sp596tu9@globe.ocn.ne.jp.
authors: Takuro
authors: T
authors: Hashimoto
authors: Department of Physical Chemistry, Faculty of Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan. Electronic address: t-furuishi@hoshi.ac.jp.
authors: Takayuki
authors: T
authors: Furuishi
authors: Department of Physical Chemistry, Faculty of Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan. Electronic address: nagase@hoshi.ac.jp.
authors: Hiromasa
authors: H
authors: Nagase
authors: Department of Physical Chemistry, Faculty of Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan. Electronic address: endoh@hoshi.ac.jp.
authors: Tomohiro
authors: T
authors: Endo
authors: Department of Pharmaceutical Engineering, School of Pharmacy, Aichi Gakuin University, 1-100 Kusumoto-cho, Chikusa-ku, Nagoya, Aichi 464-8650, Japan. Electronic address: hiromitu@dpc.agu.ac.jp.
authors: Hiromitsu
authors: H
authors: Yamamoto
authors: Department of Pharmaceutical Engineering, School of Pharmacy, Aichi Gakuin University, 1-100 Kusumoto-cho, Chikusa-ku, Nagoya, Aichi 464-8650, Japan. Electronic address: kawa@dpc.aichi-gakuin.ac.jp.
authors: Yoshiaki
authors: Y
authors: Kawashima
authors: Department of Physical Chemistry, Nihon Pharmaceutical University, 10281 Komuro Ina-machi, Kitaadachi-gun, Saitama 362-0806, Japan. Electronic address: ueda@nichiyaku.ac.jp.
authors: Haruhisa
authors: H
authors: Ueda
mesh_terms: D002152:Calorimetry, Differential Scanning / Q000379:methods; D057927:Hydrophobic and Hydrophilic Interactions; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D020280:Sertraline / Q000737:chemistry*; D012995:Solubility; D017550:Spectroscopy, Fourier Transform Infrared / Q000379:methods; D047392:beta-Cyclodextrins / Q000737:chemistry*
chemical_list: D047392:beta-Cyclodextrins; C031215:betadex; D020280:Sertraline
keywords: Complexation; Computational interpretation; Sertraline base; Solid-state analysis; β-Cyclodextrin