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

ARSLAN T., Celik G., Celik H., ŞENTÜRK M., YAYLI N., EKİNCİ D.

ARCHIV DER PHARMAZIE, vol.349, no.9, pp.741-748, 2016 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 349 Issue: 9
  • Publication Date: 2016
  • Doi Number: 10.1002/ardp.201600122
  • Journal Name: ARCHIV DER PHARMAZIE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.741-748
  • Keywords: Bischalcone, Carbonic anhydrase inhibition, Diazotization, Solvent-free, THERAPEUTIC APPLICATIONS, CHALCONE DERIVATIVES, IN-VITRO, DRUGS, CYTOTOXICITY, ACTIVATORS, ANALOGS, DESIGN, ENZYME, SERIES
  • Karadeniz Technical University Affiliated: Yes

Abstract

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 CNNC-linked bischalcones by simple structural modification of p-aminoacetophenone. The structures of all compounds were confirmed by means of FT-IR, H-1 and C-13 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.