Synthesis, Characterization, Carbonic Anhydrase Inhibitor Activity, and Docking Studies of phenylthiazol-2 (3h)-ylidene-isoquinoline-5-amine Derivatives

Creative Commons License

Berber N., Şahutoğlu A. S., Gökçe B., Çıkrıkçı K., Gençer N.

JOURNAL OF MOLECULAR STRUCTURE, cilt.1291, sa.2023, ss.1-11, 2023 (SCI-Expanded)

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1291 Sayı: 2023
  • Basım Tarihi: 2023
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, INSPEC
  • Sayfa Sayıları: ss.1-11
  • Çanakkale Onsekiz Mart Üniversitesi Adresli: Evet

Özet

Phenylthiazol-2(3h)-ylidene-isoquinoline-5-amine derivatives(5a-r) were easily prepared from 5-aminoisoquinoline, thioisocyanate, and phenacyl bromide derivatives in the presence of triethylamine in tetrahydrofuran (THF), and dimethyl formamide (DMF) in two steps. In the first step, thiourea was synthesized in THF reflux, 24 h and then in the second step, the formation of thiazole ring was ensured in EtOH-DMF (5:5 v/v), reflux, 24 h. The newly synthesized compounds were characterized using 1 H NMR, 13C NMR, IR, and elemental analysis. The inhibitory effects of 18 newly synthesized compounds (5a-r) on hydratase and esterase activities of carbonic anhydrase isoenzymes (hCA I, II, IX, and X) were studied in vitro.