Biopharmaceutical study of inclusion complexes. I. Pharmaceutical advantages of cyclodextrin complexes of bencyclane fumarate

K. Fujioka, Yuji Kurosaki, S. Sato, T. Noguchi, T. Noguchi, Y. Yamahira

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Complexes of bencyclane fumarate (Ben) with cyclodextrins (CDs) were newly prepared and their characteristics were studied from a pharmaceutical viewpoint. The results of differential scanning calorimetry (DSC), X-ray diffractometry and this-layer chromatography (TLC) were consistent with the formation of inclusion complexes. Water solubility of Ben-CDs were 2- to 8-fold larger than that of Ben. The stability of Ben in acidic media (pH 1.2) was considerably improved by complex formation with β-CD or γ-CD. Apparent first-order rate constants [h-1] of hydrolysis of Ben were 6.5 x 10-2, 5.5 x 10-2, 1.0 x 10-2 and 1.7 x 10-2 for Ben, Ben-α-CD, Ben-β-CD and Ben-γ-CD, respectively. The intrinsic bitter taste of Ben was significantly reduced by inclusion complexation with CDs. Thus, there are clear pharmaceutical advantages of Ben-CD compared with Ben. In addition, a novel animal test method, which is helpful for studying astringent bitter-tasting drugs, is proposed.

Original languageEnglish
Pages (from-to)2416-2423
Number of pages8
JournalChemical and Pharmaceutical Bulletin
Volume31
Issue number7
Publication statusPublished - 1983
Externally publishedYes

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Bencyclane
Cyclodextrins
Pharmaceutical Preparations
Astringents
Differential Scanning Calorimetry
Chromatography
Complexation
Solubility
X ray diffraction analysis
Differential scanning calorimetry
Hydrolysis
Rate constants
Animals

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Pharmacology

Cite this

Biopharmaceutical study of inclusion complexes. I. Pharmaceutical advantages of cyclodextrin complexes of bencyclane fumarate. / Fujioka, K.; Kurosaki, Yuji; Sato, S.; Noguchi, T.; Noguchi, T.; Yamahira, Y.

In: Chemical and Pharmaceutical Bulletin, Vol. 31, No. 7, 1983, p. 2416-2423.

Research output: Contribution to journalArticle

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AU - Noguchi, T.

AU - Yamahira, Y.

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