Article ID Journal Published Year Pages File Type
1369900 Bioorganic & Medicinal Chemistry Letters 2014 5 Pages PDF
Abstract

A series of benzene sulfonamides incorporating 1,3,5-triazinyl moieties were synthesized using cyanuric chloride as starting material. Inhibition studies against human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms I, II (cytosolic) and IX, XII (transmembrane, tumor-associated) isoforms were performed with the new compounds. hCA I was modestly inhibited (KIs in the range of 87 nM–4.35 μM), hCA II was moderately inhibited by most of the new compounds (KIs in the range of 12.5–130 nM), whereas the tumor associated isoforms were potently inhibited, with KIs in the range of 1.2–34.1 nM against hCA IX and of 2.1–33.9 against hCA XII, respectively. Docking studies of some of the new compounds showed an effective binding mode within the enzyme active site, as demonstrated earlier by X-ray crystallography for structurally-related sulfonamides incorporating 1,3,5-triazinyl functionalities.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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