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Int. J. Mol. Sci. 2011, 12(9), 5747-5761; doi:10.3390/ijms12095747
Article

The Antioxidant Activity of New Coumarin Derivatives

1
,
1,2,* , 1
 and
1
1 Department of Chemical and Process Engineering, Faculty of Engineering and Built Environment, Universiti Kebangsaan Malaysia, Bangi, Selangor 43600, Malaysia 2 Biotechnology Division, Applied Science Department, University of Technology, Baghdad 10066, Iraq
* Author to whom correspondence should be addressed.
Received: 12 July 2011 / Revised: 18 August 2011 / Accepted: 22 August 2011 / Published: 7 September 2011
(This article belongs to the Special Issue Antioxidants)
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Abstract

The antioxidant activity of two synthesized coumarins namely, N-(4,7-dioxo-2-phenyl-1,3-oxazepin-3(2H,4H,7H)-yl)-2-(2-oxo-2H-chromen-4-yloxy)acetamide 5 and N-(4-oxo-2-phenylthiazolidin-3-yl)-2-(2-oxo-2H-chromen-4-yloxy)acetamide 6 were studied with the DPPH, hydrogen peroxide and nitric oxide radical methods and compared with the known antioxidant ascorbic acid. Compounds 5 and 6 were synthesized in a good yield from the addition reaction of maleic anhydride or mercaptoacetic acid to compound 4, namely N'-benzylidene-2-(2-oxo-2H-chromen-4-yloxy)acetohydrazide. Compound 4 was synthesized by the condensation of compound 3, namely 2-(2-oxo-2H-chromen-4-yloxy) acetohydrazide, with benzaldehyde. Compound 3, however, was synthesized from the addition of hydrazine to compound 2, namely ethyl 2-(2-oxo-2H-chromen-4-yloxy)acetate, which was synthesized from the reaction of ethyl bromoacetate with 4-hydroxycoumarin 1. Structures for the synthesized coumarins 26 are proposed on the basis of spectroscopic evidence.
Keywords: antioxidant; ethyl bromoacetate; 4-hydroxycoumarin; maleic anhydride antioxidant; ethyl bromoacetate; 4-hydroxycoumarin; maleic anhydride
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Kadhum, A.A.H.; Al-Amiery, A.A.; Musa, A.Y.; Mohamad, A.B. The Antioxidant Activity of New Coumarin Derivatives. Int. J. Mol. Sci. 2011, 12, 5747-5761.

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