Design, synthesis and evaluation of new thiazole-piperazines as acetylcholinesterase inhibitors

YURTTAŞ L., KAPLANCIKLI Z. A., ÖZKAY Y.

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, cilt.28, sa.5, ss.1040-1047, 2013 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 28 Sayı: 5
  • Basım Tarihi: 2013
  • Doi Numarası: 10.3109/14756366.2012.709242
  • Dergi Adı: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1040-1047
  • Anahtar Kelimeler: Anticholinesterase activity, Elmann's method, thiazole, piperazine, ALZHEIMERS-DISEASE, DERIVATIVES
  • Anadolu Üniversitesi Adresli: Evet

Özet

In this study, some new 2-(4-substituted piperazine-1-yl)-N-[4-(2-methylthiazol-4-yl)phenyl]acetamide derivatives were synthesized. The synthesized compounds were screened for their anticholinesterase activity on acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes by in vitro Ellman's method. The structural elucidation of the compounds was performed by using IR, H-1-NMR, C-13-NMR and FAB(+)-MS spectral data and elemental analyses results. Biological assays revealed that at 0.1 mu M concentration, the most active compounds against AChE were 5n, 5o and 5p that indicated 96.44, 99.83 and 89.70% inhibition rates, respectively. Besides, IC50 value of the compound 5o was determined as 0.011 mu M, whereas IC50 value of standard drug donepezil was 0.054 mu M. The synthesized compounds did not show any notable inhibitory activity against BChE.