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

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...

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Bibliographic Details
Main Authors: R. Medyouni, N. Hamdi, R. Ben Said, A. S. Al-Ayed, Fethi Zagrouba
Format: Article
Language:English
Published: Wiley 2013-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2013/472657
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Summary: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.
ISSN:2090-9063
2090-9071