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The Antioxidant Activity of New Coumarin Derivatives
Department of Chemical and Process Engineering, Faculty of Engineering and Built Environment, Universiti Kebangsaan Malaysia, Bangi, Selangor 43600, Malaysia
Biotechnology Division, Applied Science Department, University of Technology, Baghdad 10066, Iraq
* Author to whom correspondence should be addressed.
Received: 12 July 2011; in revised form: 18 August 2011 / Accepted: 22 August 2011 / Published: 7 September 2011
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 2–6 are proposed on the basis of spectroscopic evidence.
Keywords: antioxidant; ethyl bromoacetate; 4-hydroxycoumarin; maleic anhydride
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MDPI and ACS Style
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.
Kadhum AAH, Al-Amiery AA, Musa AY, Mohamad AB. The Antioxidant Activity of New Coumarin Derivatives. International Journal of Molecular Sciences. 2011; 12(9):5747-5761.
Kadhum, Abdul Amir H.; Al-Amiery, Ahmed A.; Musa, Ahmed Y.; Mohamad, Abu Bakar. 2011. "The Antioxidant Activity of New Coumarin Derivatives." Int. J. Mol. Sci. 12, no. 9: 5747-5761.