Modification of the apparent lipophilicity of steroidal drugs with gamma-cyclodextrin.
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.
Cserháti
T
T
Hungarian Academy of Sciences, Budapest, Hungary.
Forgács
E
E
D003505:Cyclodextrins / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D013256:Steroids / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013499:Surface Properties; D047408:gamma-Cyclodextrins
D003505:Cyclodextrins; D013256:Steroids; D047408:gamma-Cyclodextrins; C023792:gamma-cyclodextrin