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Synthesis and antioxidant study of new hydrazones derived from bisdemethoxycurcumin pyrazole
Tahseen Abdul Qader Alsalim (1,*)
, Hussain Ali Mzban (2) , Einas Nasir Abood (3) (1) Chemistry Department, College of Education for Pure Sciences, University of Basrah, Basrah, 16001, Iraq
(2) Chemistry Department, College of Education for Pure Sciences, University of Basrah, Basrah, 16001, Iraq
(3) Center of Polymer Research, University of Basrah, Basrah, 16001, Iraq
(*) Corresponding Author
Received: 14 Jul 2017 | Accepted: 10 Sep 2017 | Published: 31 Dec 2017 | Issue Date: December 2017
Abstract
The antioxidant activity of new hydrazones derived from bisdemethoxycurcumin pyrazole was investigated. The study was divided into two main parts: The first one includes the synthesis and characterization of the target compounds from bisdemethoxycurcumin (BDMC), while the second step is devoted to the investigation of their antioxidant activities. In the first step of synthesis, the curcumin-pyrazole (2) was synthesized by the reaction of BDMC with hydrazine hydrate. Later, the obtained product treated with ethyl 2-chloroacetate to produce curcumine ester (3), then the product was converted to hydrazide (4) by the reaction of curcumin ester (3) with hydrazine hydrate. Finally, curcumine hydrazones (5a-f) were synthesized from the reaction of hydrazide (4) with substituted aromatic aldehydes. All compounds were characterized with the aid of suitable spectroscopic techniques. The antioxidant activity of the prepared compounds was studied against the stable radical α,α-diphenyl-β-picrylhydrazyl. The study showed that only the phenolic OH-containing compounds (2, 5b and 5f) have antioxidant activity.
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DOI: 10.5155/eurjchem.8.4.344-348.1630
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Chemistry Department, College of Education for Pure Sciences, University of Basrah, Basrah, 16001, Iraq
Citations
[1]. Raquel G. Jacob, Daniela Hartwig, José Edmilson R. Nascimento, Paola B. Abib, Camila P. Ebersol, Pâmela P.P. Nunes, Paloma T. Birmann, Angela M. Casaril, Lucielli Savegnago, Ricardo F. Schumacher
Sequential one-pot synthesis and antioxidant evaluation of 5-amino-4-(arylselanyl)-1H-pyrazoles
Tetrahedron Letters 103, 153992, 2022
DOI: 10.1016/j.tetlet.2022.153992
[2]. Agel K N, Abood E, Alsalim T
Synthesis and antioxidant evaluation for monocarbonyl curcuminoids and their derivatives
Innovaciencia Facultad de Ciencias Exactas Físicas y Naturales 6(2), 1, 2018
DOI: 10.15649/2346075X.481
[3]. Ayman G. Faisal, Qusay M. A. Hassan, Tahseen A. Alsalim, H. A. Sultan, Fadhil S. Kamounah, C. A. Emshary
Synthesis, optical nonlinear properties, and all‐optical switching of curcumin analogues
Journal of Physical Organic Chemistry 35(10), , 2022
DOI: 10.1002/poc.4401
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DOI Link: https://doi.org/10.5155/eurjchem.8.4.344-348.1630
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European Journal of Chemistry 2017, 8(4), 344-348 | doi: https://doi.org/10.5155/eurjchem.8.4.344-348.1630 | Get rights and content
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