[Correlation between non-empirical electronic parameters and the therapeutic action of aminoacridine].

Abstract

By using the omega technique of molecular orbital calculations, certain non-empirical electronic parameters (charge density, HOMO and LEMO) in acridine, five monoaminoacridines, and five diaminoacridines were determined. High correlations were found between: a) pKalpha and electron density at the ring nitrogen; b) pKalpha and LEMO; c) electron density at the ring nigrogen and bacteriostatic index; d) LEMO and bacteriostatic index. However, no good correlation was seen between HOMO and both pKalpha and bacteriostatic index. It was also found that LEMO values in acridines allow them to act as good electron acceptors in a charge-transfer process.