Collect. Czech. Chem. Commun. 1989, 54, 862-867

Ab initio SCF study of the effect of Na+ and K+ ions and water on the local anaesthetic-phospholipid interaction

Milan Remko

Department of Pharmaceutical Chemistry, Comenius University, 832 32 Bratislava


For gaining insight into the interactions of local anaesthetics with phospholipids, ab initio molecular orbital calculations were performed using trimethylamine and phosphate as model substances. The (OH)2OPO-···H+N(CH3)3 interaction was found comparable in strength to the (OH)2OPO-···M+ (M = Na, K) interaction and considerably stronger than the (OH)2OMPO···H2O interaction. This suggests that a major role of local anaesthetics may consist in their disturbing the P-O···H2O hydrogen bonds. Such interference may be one of the possible types of interaction between local anaesthetics and the biophase, leading to a measurable pharmacological effect.