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, cilt.349, sa.9, ss.741-748, 2016 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 349 Sayı: 9
  • Basım Tarihi: 2016
  • Doi Numarası: 10.1002/ardp.201600122
  • Dergi Adı: ARCHIV DER PHARMAZIE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.741-748
  • Anahtar Kelimeler: Bischalcone, Carbonic anhydrase inhibition, Diazotization, Solvent-free, THERAPEUTIC APPLICATIONS, CHALCONE DERIVATIVES, IN-VITRO, DRUGS, CYTOTOXICITY, ACTIVATORS, ANALOGS, DESIGN, ENZYME, SERIES
  • Karadeniz Teknik Üniversitesi Adresli: Evet

Özet

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.