New Chalcone Derivative: Synthesis, Characterization, Computational Studies and Antioxidant Activity

Ustabas R., Suleymanoglu N., Ozdemir N., KAHRİMAN N., Bektas E., ÜNVER Y.

LETTERS IN ORGANIC CHEMISTRY, vol.17, no.1, pp.46-53, 2020 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 17 Issue: 1
  • Publication Date: 2020
  • Doi Number: 10.2174/1570178616666181130163115
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.46-53
  • Keywords: FTIR and NMR spectroscopy, chalcone derivative, E-Z isomerism, DFT calculations, antioxidant activity, proton, BIOLOGICAL EVALUATION, EFFICIENT, CONTINUUM, HARDNESS, DOCKING
  • Karadeniz Technical University Affiliated: Yes


A new chalcone derivative, called as 1-(4-(benzylideneamino)phenyl)-3-(furan-2-yl)prop-2-en-1-one (I), was synthezised and characterized by spectral methods (infrared (IR) and proton and carbon-13 nuclear magnetic resonance (H-1- and C-13-NMR) spectroscopy). A computational study was performed by the density functional theory (DFT) method. Spectral data of compound I optimized by using 6-311G(d,p) and 6-311++G(d,p) basis sets were obtained by 6-311++G(d,p) basis set. The E-Z isomerism for newly synthesized chalcone derivative was investigated by considering four isomeric form, E/E, E/Z, Z/E and Z/Z. The results show that, as assumed and thus named, the chalcone DOI: derivative is in the E/E form. In addition, quantum chemical parameters were calculated by using DFT method with 6-311++(d,p) basis set. Antioxidant activity of compound I was determined by the feiric reducing ability of plasma (FRAP) and 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay methods. Compound I has low antioxidant activity.