Synthesis, enzyme inhibition and molecular docking studies of a novel chalcone series bearing benzothiazole scaffold.

This study reports the facile synthesis of a novel series of benzothiazole-chalcones, in addition to their inhibitory profile on important metabolic enzymes including human carbonic anhydrases (hCA-I, hCA-II) and paraoxonase (PON-1). The inhibition parameters, IC 50 and Ki values, towards the title enzymes were determined for the studied compounds. As a result, IC 50 values of hydratase activity were in the range between 4.15-5.47 μM and 2.56-4.58 μM for hCA-I and hCA-II, respectively. At the same time, IC 50 values of esterase activity were in the range between 24.91-104.00μM and 35.25-97.00 μM while Ki values were between 14.43-59.66 μM and 26.65-73.34 μM for hCA-I and hCA-II, respectively. In addition, PON-1 enzyme inhibition results showed interesting inhibitory effects, with IC 50 values between 13.28-16.68 μM. Finally, a comprehensive approach was established for the synthesized compounds based on theoretical calculations which have been done using B3LYP, PBE0 theories and SVP, TVZP, TVZPP basis sets, followed by docking studies by which the outputs proved the harmonically flows with the experimental results. This article is protected by copyright. All rights reserved.