Synthesis and Anticholinesterase Activity and Cytotoxicity of Novel Amide Derivatives


ALTINTOP M. D. , KAPLANCIKLI Z. A. , ÖZDEMİR A., Turan-Zitouni G., TEMEL H. E. , AKALIN ÇİFTÇİ G.

ARCHIV DER PHARMAZIE, vol.345, no.2, pp.112-116, 2012 (Journal Indexed in SCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 345 Issue: 2
  • Publication Date: 2012
  • Doi Number: 10.1002/ardp.201100124
  • Title of Journal : ARCHIV DER PHARMAZIE
  • Page Numbers: pp.112-116

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 1H-NMR, 13C-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.