Atatürk Üniversitesi Atatürk Üniversitesi
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Makale Tam Makale Uluslararası 2017

Designing, synthesis and bioactivities of 4-[3-(4-hydroxyphenyl)-5-aryl-4,5-dihydro-pyrazol-1-yl] benzenesulfonamides

Halise İnci Gül, Ebru Mete, Sakip Emre EREN, Hiroshi SAKAGAMI, Cem YAMALI, Claudiu T. SUPURAN

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY Cilt 32 · Sayı 1 · ss. 169–175 · 01.01.2017
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Özet

In this study, 4-[3-(4-hydroxyphenyl)-5-aryl-4,5-dihydro-pyrazol-1-yl] benzenesulfonamide (1-9) types compounds were synthesized and their chemical structures were confirmed by H-1 NMR, C-13 NMR and HRMS spectra. Cytotoxic and carbonic anhydrase (CA) inhibitory effects of the compounds were investigated. Cytotoxicity experiments pointed out that compound 4, (4-[5-(4-chlorophenyl)-3-(4-hydroxyphenyl)-4,5dihydro- pyrazol-1-yl] benzenesulfonamide), exerting the highest tumor selectivity (TS) and potency selectivity expression (PSE) values, can be considered as a lead compound of this study in terms of development of novel anticancer agents. All synthesized sulfonamides showed a good inhibition profile on hCA IX and XII in the range of 53.5-923nM and 6.2-95 nM, respectively. These compounds were 2.5-13.4 times more selective for the inhibition of hCA XII versus hCA IX, except compound 2 which had similar inhibitory action towards both isoenzymes.

Anahtar kelimeler

carbonic anhydrase cytotoxicity DERIVATIVES ISOENZYMES I ISOFORMS I BIOLOGICAL EVALUATION Mannich bases HCA I Pyrazoline Benzenesulfonamide SULFONAMIDES phenol CARBONIC-ANHYDRASE-IX INHIBITORS SYNTHESIS SULFOCOUMARINS

Atıf için künye

Gül, H. İ., Mete, E., EREN, S. E., SAKAGAMI, H., YAMALI, C., & SUPURAN, C. T. (2017). Designing, synthesis and bioactivities of 4-[3-(4-hydroxyphenyl)-5-aryl-4,5-dihydro-pyrazol-1-yl] benzenesulfonamides. JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 32(1), 169–175. https://doi.org/10.1080/14756366.2016.1243536

BibTeX 
@article{gul2017-19872,
  author = {Gül, Halise İnci and Mete, Ebru and EREN, Sakip Emre and SAKAGAMI, Hiroshi and YAMALI, Cem and SUPURAN, Claudiu T.},
  title = {Designing, synthesis and bioactivities of 4-[3-(4-hydroxyphenyl)-5-aryl-4,5-dihydro-pyrazol-1-yl] benzenesulfonamides},
  journal = {JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY},
  year = {2017},
  volume = {32},
  number = {1},
  pages = {169--175},
  issn = {1475-6366},
  doi = {10.1080/14756366.2016.1243536},
  url = {https://akademik.atauni.edu.tr/yayinlar/19872-designing-synthesis-and-bioactivities-of-4-3-4-hydroxyphenyl-5-aryl-45-dihydro}
}