Synthesis, biological evaluation and molecular docking of novel pyrazole derivatives as potent carbonic anhydrase and acetylcholinesterase inhibitors

Turkan F., Cetin A., Taslimi P., Karaman M., GÜLÇİN İ.

BIOORGANIC CHEMISTRY, cilt.86, ss.420-427, 2019 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 86
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1016/j.bioorg.2019.02.013
  • Dergi Adı: BIOORGANIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Sayfa Sayıları: ss.420-427
  • Anahtar Kelimeler: Substituted pyrazole, Acetylcholinesterase, Carbonic anhydrase, Enzyme inhibition, CRYSTAL-STRUCTURE, ISOFORMS I, ALPHA-GLYCOSIDASE, NATURAL-PRODUCTS, 1ST SYNTHESIS, ANTIOXIDANT, BUTYRYLCHOLINESTERASE, ANTIBACTERIAL, BROMOPHENOLS, SULFAMIDES
  • Van Yüzüncü Yıl Üniversitesi Adresli: Hayır

Özet

A series of substituted pyrazole compounds (1-8 and 9a, b) were synthesized and their structure was characterized by IR, NMR, and Mass analysis. These obtained novel pyrazole derivatives (1-8 and 9a, b) were emerged as effective inhibitors of the cytosolic carbonic anhydrase I and II isoforms (hCA I and II) and acetylcholinesterase (AChE) enzymes with Ki values in the range of 1.03 +/- 0.23-22.65 +/- 5.36 mu M for hCA I, 1.82 +/- 0.30-27.94 +/- 4.74 mu M for hCA II, and 48.94 +/- 9.63-116.05 +/- 14.95 mu M for AChE, respectively. Docking studies were performed for the most active compounds, 2 and 5, and binding mode between the compounds and the receptors were determined.