title: Synthesis and anticholinesterase activity and cytotoxicity of novel amide derivatives.
abstract: In the present study, some amide derivatives were synthesized and their potential anticholinesterase properties were investigated. N-(Benzothiazol-2-yl)-2-[(5-amino/methyl-1,3,4-thiadiazol-2-yl)thio]acetamide derivatives were obtained by nucleophilic substitution of 2-chloro-N-(benzothiazole-2-yl)acetamide derivatives with appropriate 1,3,4-thiadiazole-2-thioles. The chemical structures of the compounds were elucidated by (1) H-NMR, (13) C-NMR and FAB(+) -MS spectral data and elemental analyses. Each amide derivative was evaluated for its ability to inhibit AChE and BuChE using a modification of Ellman's spectrophotometric method. The compounds were also investigated for their cytotoxic properties using MTT assay. 2-(5-Amino-1,3,4-thiadiazol-2-yl)thio-N-(benzothiazol-2-yl)acetamide derivatives have anticholinesterase activity, whereas 2-(5-methyl-1,3,4-thiadiazol-2-yl)thio-N-(benzothiazol-2-yl)acetamide derivatives have no inhibitory effect on enzyme activity. Among these compounds, it is clear that compound IIh is the most potent derivative.
authors: Anadolu University, Department of Pharmaceutical Chemistry, Eskişehir, Turkey.
authors: Mehlika Dilek
authors: MD
authors: Altintop
authors: Zafer Asim
authors: ZA
authors: Kaplancikli
authors: Ahmet
authors: A
authors: Ozdemir
authors: Gülhan
authors: G
authors: Turan-Zitouni
authors: Halide Edip
authors: HE
authors: Temel
authors: Gülşen
authors: G
authors: Akalın
mesh_terms: D000577:Amides / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D002470:Cell Survival / Q000187:drug effects; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D051379:Mice; D041681:NIH 3T3 Cells; D013329:Structure-Activity Relationship
chemical_list: D000577:Amides; D002800:Cholinesterase Inhibitors