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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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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author R. Medyouni
N. Hamdi
R. Ben Said
A. S. Al-Ayed
Fethi Zagrouba
author_facet R. Medyouni
N. Hamdi
R. Ben Said
A. S. Al-Ayed
Fethi Zagrouba
author_sort R. Medyouni
collection DOAJ
description 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.
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institution Kabale University
issn 2090-9063
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language English
publishDate 2013-01-01
publisher Wiley
record_format Article
series Journal of Chemistry
spelling doaj-art-2da12bd974c2482b82b3a14687a4b92e2025-02-03T05:44:26ZengWileyJournal of Chemistry2090-90632090-90712013-01-01201310.1155/2013/472657472657Clean 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 AgentsR. Medyouni0N. Hamdi1R. Ben Said2A. S. Al-Ayed3Fethi Zagrouba4Borj Cedria Higher Institute of Sciences and Technology of Environment, Touristic road of Soliman, B.P. 95, 2050 Hammam-Lif, TunisiaBorj Cedria Higher Institute of Sciences and Technology of Environment, Touristic road of Soliman, B.P. 95, 2050 Hammam-Lif, TunisiaCollege of Science and Arts at Ar-Rass, Qassim University, P.O. Box 53, Ar-Rass, Saudi ArabiaCollege of Science and Arts at Ar-Rass, Qassim University, P.O. Box 53, Ar-Rass, Saudi ArabiaBorj Cedria Higher Institute of Sciences and Technology of Environment, Touristic road of Soliman, B.P. 95, 2050 Hammam-Lif, Tunisia2-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.http://dx.doi.org/10.1155/2013/472657
spellingShingle R. Medyouni
N. Hamdi
R. Ben Said
A. S. Al-Ayed
Fethi Zagrouba
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
Journal of Chemistry
title 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_short 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
title_sort 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
url http://dx.doi.org/10.1155/2013/472657
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