(3,4-Dihydroxyphenyl)(2,3,4-trihydroxyphenyl)methanone and its derivatives as carbonic anhydrase isoenzymes inhibitors

Abstract

In this study, we have synthesised (3,4-dihydroxyphenyl)(2,3,4-trihydroxyphenyl)methanone and a series of its derivatives (5, 13–16) and tested the ability of these compounds to inhibit two metalloenzyme human carbonic anhydrase (hCA, EC 4.2.1.1) isozymes, hCA I and hCA II. The synthesised compounds showed inhibitory effect on hCA I and hCA II isozymes. The results showed that synthesised compounds (5, 13–16) demonstrated the best inhibition activity against hCA I (IC50: 3.22–54.28 µM) and hCA II (IC50: 18.52–142.01 µM). The compound 14 showed the highest inhibiton effect against hCA I (IC50: 3.22 µM; Ki : 1.19 ± 1.4 µM). On the other hand, the compound 13 showed the highest inhibiton effect against hCA II (IC50: 18.52 µM; Ki : 3.25 ± 1.13 µM).