Synthesis, carbonic anhydrase I and II inhibition studies of the 1,3,5-trisubstituted-pyrazolines

GÜL H. İ., METE E., TASLIMI P., GÜLÇİN İ., SUPURAN C. T.

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, cilt.32, sa.1, ss.189-192, 2017 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 32 Sayı: 1
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1080/14756366.2016.1244533
  • Dergi Adı: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.189-192
  • Anahtar Kelimeler: Carbonic anhydrase, enzyme, pyrazoline, sulfonamide, MANNICH-BASES, SULFONAMIDES, DERIVATIVES, PYRAZOLE
  • Atatürk Üniversitesi Adresli: Evet

Özet

4-(3-(4-Substituted-phenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl) benzenesulfonamides (9-16) were successfully synthesized and their chemical structures were confirmed by H-1 NMR, C-13 NMR, and HRMS spectra. Carbonic anhydrase I and II inhibitory effects of the compounds were investigated. Ki values of the compounds were in the range of 316.7 +/- 9.6-533.1 +/- 187.8nM towards hCA I and 412.5 +/- 115.4-624.6 +/- 168.2nM towards hCA II isoenzymes. While K-i values of the reference compound Acetazolamide were 278.8 +/- 44.3 nM and 293.4 +/- 46.4 nM towards hCA I and hCA II izoenzymes, respectively. Compound 14 with bromine and compound 13 with fluorine substituents can be considered as the leader compounds of the series because of the lowest K-i values in series to make further detailed carbonic anhydrase inhibiton studies.