Modification of the apparent lipophilicity of steroidal drugs with gamma-cyclodextrin

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Abstract

The interaction between 17 steroidal drugs and gamma-cyclo-dextrin (gamma-CD) was determined by charge-transfer chromatography and the relative strength of interaction was calculated. The relationship between the strength of interaction and the physico-chemical parameters of steroidal drugs was elucidated with principal component analysis. Gamma-CD interacted with each steroidal drug decreasing the apparent hydrophobicity of the guest molecules. Calculations indicated that the interaction between the drugs and gamma-CD is of mixed character: steric, hydrophobic and electronic forces are involved in the complex formation. The marked influence of gamma-CD on the apparent hydrophobicity of drugs suggests that this interaction may modify the biological properties (absorption, uptake, half-life etc.) of drug-gamma-CD complexes resulting in modified efficacy. Copyright (C) 1998 Elsevier Science B.V.

Original languageEnglish
Pages (from-to)153-159
Number of pages7
JournalEuropean Journal of Pharmaceutics and Biopharmaceutics
Volume46
Issue number2
DOIs
Publication statusPublished - Sep 1998

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Hydrophobic and Hydrophilic Interactions
Drug Interactions
Pharmaceutical Preparations
Principal Component Analysis
Half-Life
Chromatography
caloreen
gamma-cyclodextrin

Keywords

  • Gamma-cyclodextrin
  • Principal component analysis
  • Steroidal drugs

ASJC Scopus subject areas

  • Biotechnology
  • Pharmaceutical Science

Cite this

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abstract = "The interaction between 17 steroidal drugs and gamma-cyclo-dextrin (gamma-CD) was determined by charge-transfer chromatography and the relative strength of interaction was calculated. The relationship between the strength of interaction and the physico-chemical parameters of steroidal drugs was elucidated with principal component analysis. Gamma-CD interacted with each steroidal drug decreasing the apparent hydrophobicity of the guest molecules. Calculations indicated that the interaction between the drugs and gamma-CD is of mixed character: steric, hydrophobic and electronic forces are involved in the complex formation. The marked influence of gamma-CD on the apparent hydrophobicity of drugs suggests that this interaction may modify the biological properties (absorption, uptake, half-life etc.) of drug-gamma-CD complexes resulting in modified efficacy. Copyright (C) 1998 Elsevier Science B.V.",
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AB - The interaction between 17 steroidal drugs and gamma-cyclo-dextrin (gamma-CD) was determined by charge-transfer chromatography and the relative strength of interaction was calculated. The relationship between the strength of interaction and the physico-chemical parameters of steroidal drugs was elucidated with principal component analysis. Gamma-CD interacted with each steroidal drug decreasing the apparent hydrophobicity of the guest molecules. Calculations indicated that the interaction between the drugs and gamma-CD is of mixed character: steric, hydrophobic and electronic forces are involved in the complex formation. The marked influence of gamma-CD on the apparent hydrophobicity of drugs suggests that this interaction may modify the biological properties (absorption, uptake, half-life etc.) of drug-gamma-CD complexes resulting in modified efficacy. Copyright (C) 1998 Elsevier Science B.V.

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