title: Synthesis and Biological Evaluation of Novel Bischalcone Derivatives as Carbonic Anhydrase Inhibitors.
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 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, (1) H and (13) C 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.
authors.affiliation: Technical Sciences Vocational School, Giresun University, Giresun, Turkey. tayfun.arslan@giresun.edu.tr.
authors.forename: Tayfun
authors.initials: T
authors.lastname: Arslan
authors.affiliation: Department of Chemistry, Karadeniz Technical University, Trabzon, Turkey.
authors.forename: Gonca
authors.initials: G
authors.lastname: Çelik
authors.affiliation: Department of Chemistry, Agri Ibrahim Cecen University, Agri, Turkey.
authors.forename: Habip
authors.initials: H
authors.lastname: Çelik
authors.affiliation: Department of Chemistry, Agri Ibrahim Cecen University, Agri, Turkey.
authors.forename: Murat
authors.initials: M
authors.lastname: Şentürk
authors.affiliation: Department of Pharmacy, Karadeniz Technical University, Trabzon, Turkey.
authors.forename: Nurettin
authors.initials: N
authors.lastname: Yaylı
authors.affiliation: Department of Agricultural Biotechnology, Ondokuz Mayis University, Samsun, Turkey.
authors.forename: Deniz
authors.initials: D
authors.lastname: Ekinci
mesh_terms: D002257:Carbonic Anhydrase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D002256:Carbonic Anhydrases / Q000378:metabolism*; D047188:Chalcones / Q000138:chemical synthesis* / Q000494:pharmacology*; D006801:Humans; D007527:Isoenzymes / Q000037:antagonists & inhibitors; D015394:Molecular Structure; D013329:Structure-Activity Relationship
chemical_list: D002257:Carbonic Anhydrase Inhibitors; D047188:Chalcones; D007527:Isoenzymes; D002256:Carbonic Anhydrases
keywords: Bischalcone; Carbonic anhydrase inhibition; Diazotization; Solvent-free