Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
IMPROVING THE AQUEOUS STABILITY OF PROSTAGLANDIN E2 AND PROSTAGLANDIN A2 BY INCLUSION COMPLEXATION WITH METHYLATED-β-CYCLODEXTRINS
Fumitoshi HirayamaMasahiko KuriharaKaneto Uekama
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Keywords: stabilization
JOURNAL FREE ACCESS

1984 Volume 32 Issue 10 Pages 4237-4240

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Abstract

The effects of two methylated-β-cyclodextrins, heptakis (2, 6-di-O-methyl)-β-cyclodextrin (DM-β-CyD) and heptakis (2, 3, 6-tri-O-methyl)-β-cyclodextrin (TM-β-CyD), on the dehydration rate of prostaglandin E2 (PGE2) and the isomerization rate of prostaglandin A2 (PGA2) in aqueous alkaline solution were investigated in comparison with natural β-cyclodextrin (β-CyD). In contrast to the acceleration effect of β-CyD, both DM-β-CyD and TM-β-CyD significantly retarded the reaction rates. The stabilizing effect of DM-β-CyD was larger than that of TM-β-CyD. Stability constants and rate constants of the complexes were kinetically determined on the basis of 1 : 1 inclusion complex formation. The data suggest that DM-β-CyD is useful in the stabilization of PGEs and PGAs in aqueous solution.

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© The Pharmaceutical Society of Japan
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