The antioxidant activity of new coumarin derivatives

Abdul Amir H. Kadhum, Ahmed A. Al-Amiery, Ahmed Y. Musa, Abu Bakar Mohamad

Research output: Contribution to journalArticle

94 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)5747-5761
Number of pages15
JournalInternational Journal of Molecular Sciences
Volume12
Issue number9
DOIs
Publication statusPublished - Sep 2011

Fingerprint

Coumarins
hydrazine
antioxidants
Antioxidants
Maleic Anhydrides
Derivatives
Addition reactions
ascorbic acid
Ascorbic acid
Hydrazine
Nitric oxide
hydrazines
Maleic anhydride
anhydrides
nitric oxide
hydrogen peroxide
Hydrogen peroxide
Hydrogen Peroxide
Ascorbic Acid
acetates

Keywords

  • 4-hydroxycoumarin
  • Antioxidant
  • Ethyl bromoacetate
  • Maleic anhydride

ASJC Scopus subject areas

  • Computer Science Applications
  • Molecular Biology
  • Catalysis
  • Inorganic Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Medicine(all)

Cite this

Kadhum, A. A. H., Al-Amiery, A. A., Musa, A. Y., & Mohamad, A. B. (2011). The antioxidant activity of new coumarin derivatives. International Journal of Molecular Sciences, 12(9), 5747-5761. https://doi.org/10.3390/ijms12095747

The antioxidant activity of new coumarin derivatives. / Kadhum, Abdul Amir H.; Al-Amiery, Ahmed A.; Musa, Ahmed Y.; Mohamad, Abu Bakar.

In: International Journal of Molecular Sciences, Vol. 12, No. 9, 09.2011, p. 5747-5761.

Research output: Contribution to journalArticle

Kadhum, AAH, Al-Amiery, AA, Musa, AY & Mohamad, AB 2011, 'The antioxidant activity of new coumarin derivatives', International Journal of Molecular Sciences, vol. 12, no. 9, pp. 5747-5761. https://doi.org/10.3390/ijms12095747
Kadhum, Abdul Amir H. ; Al-Amiery, Ahmed A. ; Musa, Ahmed Y. ; Mohamad, Abu Bakar. / The antioxidant activity of new coumarin derivatives. In: International Journal of Molecular Sciences. 2011 ; Vol. 12, No. 9. pp. 5747-5761.
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