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

• Published in: Analytical letters Vol. 34; no. 7; pp. 1223 - 1232
• Main Authors: Nìmcová, I., Nesmìrák, K., Jelínek, I., Nìmec, I., Barbe, J.
• Format: Journal Article
• Language: English
• Published: Philadelphia, PA Taylor & Francis Group 01.01.2001; Taylor & Francis
• Subjects: 9-(alkylthio)acridine; Biological and medical sciences; Capillary zone electrophoresis; Correlation; General pharmacology; Infrared spectroscopy; Medical sciences; Pharmacology. Drug treatments; Physicochemical properties. Structure-activity relationships; Voltammetry; Antineoplastic agent; Substituent effect; Structure effect; Capillary electrophoresis; Nitrogen heterocycle; Acridine derivatives; Chain length; Tricyclic compound; Experimental study; Correlation method; Half wave potential; Infrared spectrometry; Cyclic voltammetry; Antiprotozoal agent; Electrophoretic mobility; Aromatic compound; Property structure relationship; Physicochemical properties
• ISSN: 0003-2719; 1532-236X
• DOI: 10.1081/AL-100104967

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 −OCH 3 < 2 −OCH 3 < 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.