複合体に関する研究(第21報)脂肪族酸アミド類の溶解補助作用に関する研究

概要

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The solubilizing action of fatty acid amides was studied by means of extended Huckel calculation, thermodynamic measurements, and nuclear magnetic resonance (NMR) spectroscopy, and the following results were obtained. 1) Molecular orbital calculation with acid amides showed that apparent formation constants of acid amide-solubilizate complexes had a linear re1ationship with atomic population of the amide-nitrogen but no re1ation to that of the amide-oxygen and with energy leve1 of the highest occupied mo1ecu1ar orbita1s (εho) of acid amides. 2) In the transfer of theophylline from aqueous solution to aqueous fatty acid amide solutions, the entropy change increasid with the concentration of acid amides and the enthalpy change was negligible, contrary to those of aromatic acid amides. 3) NMR spectra indicated that the proton signals of theophylline moved significantly downfield with the addition of fatty acid amides. These results suggest that the main effect on the solubilization is the entropy increase through break-down of an ice-berg by fatty acid amides added to aqueous solution of solubilizates.
社団法人日本薬学会の論文
1974-01-25