Novel sulphonamides incorporating triazene moieties show powerful carbonic anhydrase I and II inhibitory properties

Bilginer S., Gonder B., Gül H. İ., Kaya R., Gülçin İ., Anıl B., ...Daha Fazla

Journal of Enzyme Inhibition and Medicinal Chemistry, cilt.35, sa.1, ss.325-329, 2020 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 35 Sayı: 1
  • Basım Tarihi: 2020
  • Doi Numarası: 10.1080/14756366.2019.1700240
  • Dergi Adı: Journal of Enzyme Inhibition and Medicinal Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, BIOSIS, EMBASE, Food Science & Technology Abstracts, MEDLINE, Directory of Open Access Journals
  • Sayfa Sayıları: ss.325-329
  • Anahtar Kelimeler: Carbonic anhydrase, diazonium salt, inhibitors, metanilamide, sulphonamide, triazene, AROMATIC/HETEROCYCLIC SULFONAMIDES, MANNICH-BASES, ISOZYMES I, DERIVATIVES, DISCOVERY, POTENT, TOOL
  • Atatürk Üniversitesi Adresli: Evet

Özet

A series of compounds incorporating 3-(3-(2/3/4-substituted phenyl)triaz-1-en-1-yl) benzenesulfonamide moieties were synthesised and their chemical structure was confirmed by physico-chemical methods. Carbonic anhydrase (CA, EC 4.2.1.1) inhibitory effects of the compounds were evaluated against human isoforms hCA I and II. K-I values of these sulphonamides were in the range of 21 +/- 4-72 +/- 2 nM towards hCA I and in the range of 16 +/- 6-40 +/- 2 nM against hCA II. The 4-fluoro substituted derivative might be considered as an interesting lead due to its effective inhibitory action against both hCA I and hCA II (K(I)s of 21 nM), a profile rarely seen among other sulphonamide CA inhibitors, making it of interest in systems where the activity of the two cytosolic isoforms is dysregulated.