J. Ma, P. L. Hsu, L. Luzzi
1974
Citations
0
Influential Citations
2
Citations
Quality indicators
Journal
Journal of pharmaceutical sciences
Abstract
9-(4′-Carboxyanilino)-6-chloro-2-methoxyacridine and 9-anilino-6-chloro-2-methoxyacridine were synthesized from 6,9-dichloro-2-methoxyacridine. The fluorescence characteristics of these compounds along with N-phenylsulfanilate in various solvents and in their bovine serum albumin mixtures were studied using a fluorescent technique. The results show that the fluorescence of these acridine derivatives is essentially a combination of the fluorescence of acridine and the substitution effects. In polar solvent, the fluorescence is mainly characterized by the acridine residue; in nonpolar solvents and in bovine serum albumin mixtures, the substitution effects are the dominant factors. It was found that 9-(4′-carboxyanilino)-6-chloro-2-methoxyacridine and N-phenylsulfanilate possess the main features of fluorescence probes. In binding to bovine serum albumin, the quantum yields of 9-(4′-carboxyanilino)-6-chloro-2-methoxyacridine and N-phenylsulfanilate increased 20-fold and 26-fold, respectively. However, neither 9-anilino-6-chloro-2-methoxyacridine nor diphenylamine showed significant interaction with bovine serum albumin. These findings indicate that, as an anion, the probes may interact with positively charged residues on the protein molecules. The potential for using 9-(4′-carboxyanilino)-6-chloro-2-methoxyacridine as a fluorescence probe was tested with several drug compounds.