Bazı Benzotiyazol Türevleri Üzerinde Çalışmalar

Abstract

In this study, fifteen 2-(4-substitutedphenyl)benzo[d]thiazole derivatives carrying substituted piperazine and azole moities at the 4 position of phenyl ring were synthesized, of which two had been reported in literature (Compounds 2a,2l) and their inhibitory activities on beta amyloid fibril formation and acetylcholinesterase- butyrylcholinesterase enzymes were investigated. 4-Substituted benzaldehyde derivatives (Compounds 1a-o) used as starting compounds were obtained by the reaction of 4-fluorobenzaldehyde with various piperazine and azole derivatives in the presence of potassium carbonate. Then substituted benzaldehyde derivatives were treated with o-aminothiophenol to obtain the target compounds, 2-(4-substitutedphenyl)benzo[d]thiazole derivatives (Compounds 2a-o). The physical properties of the target compounds (Compounds 2a-o) were determined. Their structures were elucidated by using spectral methods (IR, 1H-/13C-NMR, ESI-MS) and elemental analysis results. Inhibitory activities of the target compounds (Compound 2a-o) on beta amyloid fibril formation and acetylcholinesterase- butyrylcholinesterase enzymes were evaluated using Thioflavin T and Ellman methods, respectively and the results were compared to reference compound donepezil. When the inhibitory activities on the beta amyloid fibril formation of the compounds were examined, it was found that Compound 2m-o carrying imidazole, triazole and benzimidazole rings, respectively at the 4 position of phenyl ring showed stronger inhibitory effect than that of the donepezil. Furthermore, the results of the activity showed that the size of the substituent at 4 position of the piperazine ring is effective on the inhibitory activity. On the other hand, none of the compounds were found to have a significant inhibitory effect on acetylcholinesterase- butyrylcholinesterase enzymes.