CHARACTERIZATION OF NEWLY SYNTHESIZED THIOACRIDINE DERIVATIVES, THEIR VOLTAMMETRIC BEHAVIOUR AND ELECTROPHORETIC DETERMINATION

Abstract

Seven new 9-(alkylthio)acridine derivatives with a methoxy group in 2- or 4-position were synthesized and studied. Their structures were characterized by infrared spectroscopy. The voltammetric behaviour of these derivatives was studied by DC and cyclic voltammetry. All derivatives yielded two anodic waves; the half-wave potentials grew in the order 4 −OCH₃ < 2 −OCH₃ < H and also with increasing number of carbon atoms in the alkyl group bonded to the sulphur atom. The substituent effect was quantified by correlation between the E_½ values and substituent constants. The reversibility of oxidation was only found for 2-methoxy-9-(alkylthio)acridine derivatives. A new capillary electrophoretic method for the determination of the derivatives studied was also developed.

Keywords:

• 9-(alkylthio)acridine
• Infrared spectroscopy
• Voltammetry
• Correlation
• Capillary zone electrophoresis

ACKNOWLEDGMENTS

This work was supported by grants No. 241/1999 and No. 219/2000 from Grant Agency of Charles University of Prague and Research project MSM 113 100002, Czech Republic.