Application de la fluorimétrie de phase à l'étude des interactions soluté-solvant de quatre amino-9 acridines substituées

Abstract

The apparent lifetimes of 9-aminoacridine, of atebrin and of two of its derivatives (9-amino-2-methoxy-6-chloroacridine and 9- n-butylamino-2-methoxy-6-chloroacridine) have been measured by phase modulation fluorometry in a glycerol-water mixture (high viscosity) and an ethanol-water mixture (low viscosity). Results are easily interpreted in terms of a relaxation of the first singlet excited state involving a rearrangement of solvent molecules before excitation. In the glycerol-water mixture, the stationary fluorescence spectra of atebrin and its two derivatives can be resolved into fluorescence spectra emitted by the relaxed state and fluorescence spectra emitted by the unrelaxed state. For each compound the lifetimes of these two states have been calculated. In the same solvent mixture the origin of 9-aminoacridine fluorescence is the relaxed state alone. However, the relaxation process is slow enough to be detected by phase modulation fluorometry. The lifetimes of the relaxed and unrelaxed states are still accessible. In the ethanol-water mixture this is no longer true. For each compound under study the origin of the fluorescence is still the relaxed state but the relaxation process is so rapid, compared with the deactivation processes, that it can no longer be detected by phase modulation techniques. In this case, only the lifetime characteristic of the relaxed state is accessible.