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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

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

Author(s): Reşat Ustabaş , Nevin Süleymanoğlu*, Namık Özdemir, Nuran Kahriman, Ersan Bektaş and Yasemin Ünver

Volume 17, Issue 1, 2020

Page: [46 - 53] Pages: 8

DOI: 10.2174/1570178616666181130163115

Price: $65

Abstract

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 (1H- and 13C-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 derivative is in the E/E form. In addition, quantum chemical parameters were calculated by using DFT method with 6-311++G(d,p) basis set. Antioxidant activity of compound I was determined by the ferric reducing ability of plasma (FRAP) and 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay methods. Compound I has low antioxidant activity.

Keywords: FTIR and NMR spectroscopy, chalcone derivative, E-Z isomerism, DFT calculations, antioxidant activity, proton.

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