Interaction of some charged amphiphilic drugs with phosphatidylcholine vesicles. A spin label study of surface...

Adsorptions of amphiphilic drugs (propranolol, alprenolol, metoprolol and tetracaine) to phosphalidylcholine vesicles in media of different pH and NaCl concentrations have been studied. A positively charged spin label amphiphile, N,N-di-methyl-N-nonyl-N-tempoylammoniumbromide, was used to follow the variation in the surface potential by ESR. Competition experiments between the probe molecule and the drugs were carried out. A spin-labeled analogue of propranolol was also employed. We have analysed the results in terms of the theory for the diffuse double layer (Gouy-Chapman) and treated various equilibrium models. A weak, specific adsorption of chloride ions was introduced. For the charged forms of the drugs simulations of the experiments by numerical solution of the system of equations in a satisfactory way furnished intrinsic binding constants, independent of surface potential effects. The common electrostatic surface potential is mainly ruling the competition, and not the number of surface vacancies.