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Release control of fragrances by complexation with β-cyclodextrin and its derivatives

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Abstract

The release control of fragrances, benzyl acetate (BA), citral (CR), linalool (LL), citronellol (CL) and linalyl acetate (LA), was conducted using β-cyclodextrin (β-CyD), 2-hydroxypropyl-β-CyD (HP-β-CyD) and 2,6-di-O-methyl β-CyD (DM-β-CyD). The release rate of the fragrances from 30% ethanol/water solution was significantly suppressed by the complexation with these CyDs, and the suppressing effect increased in the order of β-CyD < HP-β-CyD < DM-β-CyD. The concentration-dependent change of the release rate was quantitatively analyzed to obtain the stability constant (Kc) of the fragrance-CyD complexes. These Kc values were in good agreement with those determined by the solubility method. The results suggest that the release of fragrances can be prolonged by the complexation with β-CyDs and their effects can be controlled by choosing appropriate CyD derivatives with higher Kc values and by setting proper concentrations of the host molecules.

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Authors and Affiliations

  1. Faculty of Pharmaceutical Sciences, Sojo University, 4-22-1 Ikeda, Nishi-ku, Kumamoto, 860-0082, Japan

    Takako Ishiguro, Daisuke Iohara, Makoto Anraku, Kaneto Uekama & Fumitoshi Hirayama

  2. Graduate School of Pharmaceutical Sciences, Kumamoto University, 5-1 Oe-honmachi, Chuo-ku, Kumamoto, 862-0973, Japan

    Yukichi Sakata & Hidetoshi Arima

Authors
  1. Takako Ishiguro
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  2. Yukichi Sakata
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  3. Hidetoshi Arima
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  4. Daisuke Iohara
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  5. Makoto Anraku
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  6. Kaneto Uekama
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  7. Fumitoshi Hirayama
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Correspondence to Fumitoshi Hirayama.

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Ishiguro, T., Sakata, Y., Arima, H. et al. Release control of fragrances by complexation with β-cyclodextrin and its derivatives. J Incl Phenom Macrocycl Chem 92, 147–155 (2018). https://doi.org/10.1007/s10847-018-0825-x

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  • DOI: https://doi.org/10.1007/s10847-018-0825-x

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