Synthesis, photophysical and antioxidant properties of carbazole-based bis-thiosemicarbazones

Bingul M., Şenkuytu E., Saglam M. F., Boga M., Kandemir H., Sengul I. F.

Research on Chemical Intermediates, cilt.45, sa.9, ss.4487-4499, 2019 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 45 Sayı: 9
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1007/s11164-019-03844-x
  • Dergi Adı: Research on Chemical Intermediates
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.4487-4499
  • Anahtar Kelimeler: Carbazole, Thiosemicarbazone, Antioxidant activities, Photophysical properties, LIGAND SYNTHESIS, FLUORESCENCE, DERIVATIVES, COPPER(II), COMPLEXES, IRON
  • Atatürk Üniversitesi Adresli: Hayır

Özet

Utilizing Schiff base condensation of the 9-ethylcarbazole-3,6-dicarbaldehyde and thiosemicarbazides, four new N-ethylcarbazole-based bis-thiosemicarbazone compounds 4a-d were successfully synthesized in high yields. The photophysical properties of the targeted compounds 4a-d were investigated using UV-vis absorption and fluorescence emission spectroscopy. The antioxidant properties of targeted compounds 4a-d were determined by DPPH radical scavenging, ABTS Cation Radical Decolarization and CUPRAC Cupric Reducing Antioxidant Capacity assay methods. Moreover, the anti-cholinesterase properties of designated compounds were investigated by the Acetylcholinesterase (Ach) and Butyrylcholinesterase (BCh) enzyme inhibition assays. The compound 4a was determined as a valuable candidate to be a potent antioxidant agent for the DPPH and ABTS assays. The compound 4d was found to be a target compound for the kinetic measurements to identify the mechanism of action in the area of anticholinesterase activity assay.