Functional group contribution of bile salt molecules to partitioning of a quaternary ammonium N,N-dimethyl derivative of propranolol.
A quaternary ammonium N,N-dimethyl derivative of propranolol was extracted from pH 7.4 phosphate buffer into 1-octanol as ion-pairs with 12 different bile salts. The binding number, n, and the extraction constant, Ke, were determined. To obtain group contribution values of the bile salt molecule from the ion-pair extraction data, multiple linear regression analysis by the Free-Wilson technique was applied. The results showed that the fundamental premise of the functional group's contribution to the ion-pair extraction is valid. The functional groups of counterions contribute to the partitioning of the ammonium compound independently and additively in this system.
D001647:Bile Acids and Salts; D011433:Propranolol / Q000031:analogs & derivatives*; D000644:Quaternary Ammonium Compounds; D012995:Solubility; D013329:Structure-Activity Relationship
D001647:Bile Acids and Salts; D000644:Quaternary Ammonium Compounds; D011433:Propranolol