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Influence of Various Cyclodextrins on the Stability of Hydrocortisone 17-Butyrate in Aqueous Solution

Chun, In-Koo   (Department of Pharmaceutics, College of Pharmacy, Dongduck Women's University  ); Kim, Bo-Young   (Department of Pharmaceutics, College of Pharmacy, Dongduck Women's University  );
  • 초록

    The stabilizing effects of $\alpha$ - $\beta$ - $\gamma$ - and dimethyl- $\beta$ -cyclodextrins $(\alpha$ -, $\beta$ -, $\gamma$ - and DM- $\beta-$ -CyDs) on the degradation of hydrocortisone 17-butyrate (HC-17B) in aqueous solution was investigated. Hc-17B underwent a facile hydroxide ion-catalyzed rearrangement to the less active 21-butyrate ester by the apparent first-order kinetics, and maximum stability of HC-17B was obtained at around pH 4.0. The stability of HC-17B was increased by inclusion complexation with $\alpha$ -, $\gamma$ - and DM- $\beta$ -CyD in the pH range of 2.0-8.0 examined, whereas $\beta$ -CyD accelerated the degradation of HC-17B at the pH higher than 5.0. The effects of ionic strength, solvent, temperature and CyD concentration were also investigated. Stability constants and apparent degradation rate constants of HC-17B- $\gamma$ -CyD and HC-17B-DM- $\beta$ -CyD complexes were determined kinetically on the basis of 1:1 complexation. The results suggested that the inclusion complexation with $\gamma$ -CyD or DM- $\beta$ -CyD was most useful means to enhance the stability of the steroid.


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  • 주제어

    Hydrocortisone butyrate  . Cyclodextrins  . Rearrangement  . Stabilization  . Inclusion complex  . pH effect  . Solvent  . Ionic strength  . Stability constant  .

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