Synthesis and Biological Evaluation of Novel Bischalcone Derivatives as Carbonic Anhydrase Inhibitors

Design and synthesis of a new type of bischalcones as an alternative to natural and synthetic bischalcones are reported for the first time. Key steps involved the solvent‐free Claisen–Schmidt condensation of chalcones, and the successful first application of the diazotization–diazocoupling reaction in the synthesis of CNNC‐linked bischalcones by simple structural modification of p‐aminoacetophenone. The structures of all compounds were confirmed by means of FT‐IR, 1H and 13C NMR, ESI/MS, and elemental analysis. In addition, the newly synthesized compounds were screened for carbonic anhydrase inhibition activities. Almost all bischalcones exhibited moderate‐to‐good inhibitory activities. A concise synthesis strategy for new bischalcones from p‐aminoacetophenone was developed via diazotization and diazocoupling by using the grinding method. The newly synthesized compounds were also evaluated for their carbonic anhydrase inhibition activities, with almost all bischalcones exhibiting moderate‐to‐good inhibitory activities.
Source: Archiv der Pharmazie - Category: Drugs & Pharmacology Authors: Tags: Full Paper Source Type: research