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Journal of Chemistry
Volume 2013 (2013), Article ID 472657, 9 pages
http://dx.doi.org/10.1155/2013/472657
Research Article

Clean Procedure and DFT Study for the Synthesis of 2-Amino-3-ethoxycarbonyl-4-(aryl)-4H-pyrano-[3,2-c]-chromene-5-ones Derivatives: A Novel Class of Potential Antimicrobial and Antioxidant Agents

1Borj Cedria Higher Institute of Sciences and Technology of Environment, Touristic road of Soliman, B.P. 95, 2050 Hammam-Lif, Tunisia
2College of Science and Arts at Ar-Rass, Qassim University, P.O. Box 53, Ar-Rass, Saudi Arabia

Received 11 April 2012; Accepted 21 June 2012

Academic Editor: Benjamin Mwashote

Copyright © 2013 R. Medyouni et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

2-Amino-3-ethoxycarbonyl-4-(aryl)-4H-pyrano-[3,2-c]-chromene-5-ones 5 is synthesized by the two-component reaction of 4-hydroxycouamrin with ethyl-2-cyano-3-(aryl) acrylate 3. The structures of the obtained compounds are confirmed by analytical IR, 1H, and 13C-NMR spectra to elucidate the different positions of protons and carbons and as well as theoretic studies (DFT/B3LYP). All the newly synthesized compounds are screened for their antibacterial. Furthermore, these compounds showed antioxidant activities of different extents with respect to individual compounds as well as to the antioxidant methods. The compounds 5a–e were found to be the most active antioxidant in the series then Trolox, which makes the investigated complexes a promising new class of antibacterial activity compounds.