Novel sulphonamides incorporating triazene moieties show powerful carbonic anhydrase I and II inhibitory properties. (1st January 2020)

• Record Type: Journal Article
• Authors: Bilginer, Sinan; Gonder, Baris; Gul, Halise Inci; Kaya, Ruya; Gulcin, Ilhami; Anil, Baris; Supuran, Claudiu T.
• Is Part Of: Journal of enzyme inhibition and medicinal chemistry. Volume 35:Number 1(2020)
• Page Start: 325
• Page End: 329
• Publication Date: 2020-01-01
• Subjects: Carbonic anhydrase -- diazonium salt -- inhibitors -- metanilamide -- sulphonamide -- triazene; Enzyme inhibitors -- Periodicals; Enzyme Inhibitors -- periodicals; Biochemistry -- periodicals; 572.7
• DOI: 10.1080/14756366.2019.1700240
• Languages: English
• ISSNs: 1475-6366

Abstract

Abstract: 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. KI 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 (KI 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.