Structural Correlation of Some Heterocyclic Chalcone Analogues and Evaluation of Their Antioxidant Potential

A series of six novel heterocyclic chalcone analogues 4(a–f) has been synthesized by condensing 2-acetyl-5-chlorothiophene with benzaldehyde derivatives in methanol at room temperature using a catalytic amount of sodium hydroxide. The newly synthesized compounds are characterized by IR, mass spectra...

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Main Authors: Hoong-Kun Fun, Ching Kheng Quah, Chin Wei Ooi, C. S. Chidan Kumar, Wan-Sin Loh
Format: Article
Language:English
Published: MDPI AG 2013-09-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/18/10/11996
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author Hoong-Kun Fun
Ching Kheng Quah
Chin Wei Ooi
C. S. Chidan Kumar
Wan-Sin Loh
author_facet Hoong-Kun Fun
Ching Kheng Quah
Chin Wei Ooi
C. S. Chidan Kumar
Wan-Sin Loh
author_sort Hoong-Kun Fun
collection DOAJ
description A series of six novel heterocyclic chalcone analogues 4(a–f) has been synthesized by condensing 2-acetyl-5-chlorothiophene with benzaldehyde derivatives in methanol at room temperature using a catalytic amount of sodium hydroxide. The newly synthesized compounds are characterized by IR, mass spectra, elemental analysis and melting point. Subsequently; the structures of these compounds were determined using single crystal X-ray diffraction. All the synthesized compounds were screened for their antioxidant potential by employing various in vitro models such as DPPH free radical scavenging assay, ABTS radical scavenging assay, ferric reducing antioxidant power and cupric ion reducing antioxidant capacity. Results reflect the structural impact on the antioxidant ability of the compounds. The IC50 values illustrate the mild to good antioxidant activities of the reported compounds. Among them, 4f with a p-methoxy substituent was found to be more potent as antioxidant agent.
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spelling doaj.art-1ac449f9e9a74d4faa285c7adde3fe462022-12-22T03:07:16ZengMDPI AGMolecules1420-30492013-09-011810119961201110.3390/molecules181011996Structural Correlation of Some Heterocyclic Chalcone Analogues and Evaluation of Their Antioxidant PotentialHoong-Kun FunChing Kheng QuahChin Wei OoiC. S. Chidan KumarWan-Sin LohA series of six novel heterocyclic chalcone analogues 4(a–f) has been synthesized by condensing 2-acetyl-5-chlorothiophene with benzaldehyde derivatives in methanol at room temperature using a catalytic amount of sodium hydroxide. The newly synthesized compounds are characterized by IR, mass spectra, elemental analysis and melting point. Subsequently; the structures of these compounds were determined using single crystal X-ray diffraction. All the synthesized compounds were screened for their antioxidant potential by employing various in vitro models such as DPPH free radical scavenging assay, ABTS radical scavenging assay, ferric reducing antioxidant power and cupric ion reducing antioxidant capacity. Results reflect the structural impact on the antioxidant ability of the compounds. The IC50 values illustrate the mild to good antioxidant activities of the reported compounds. Among them, 4f with a p-methoxy substituent was found to be more potent as antioxidant agent.http://www.mdpi.com/1420-3049/18/10/11996heterocyclicradical scavengingreducingsubstituentoverlay
spellingShingle Hoong-Kun Fun
Ching Kheng Quah
Chin Wei Ooi
C. S. Chidan Kumar
Wan-Sin Loh
Structural Correlation of Some Heterocyclic Chalcone Analogues and Evaluation of Their Antioxidant Potential
Molecules
heterocyclic
radical scavenging
reducing
substituent
overlay
title Structural Correlation of Some Heterocyclic Chalcone Analogues and Evaluation of Their Antioxidant Potential
title_full Structural Correlation of Some Heterocyclic Chalcone Analogues and Evaluation of Their Antioxidant Potential
title_fullStr Structural Correlation of Some Heterocyclic Chalcone Analogues and Evaluation of Their Antioxidant Potential
title_full_unstemmed Structural Correlation of Some Heterocyclic Chalcone Analogues and Evaluation of Their Antioxidant Potential
title_short Structural Correlation of Some Heterocyclic Chalcone Analogues and Evaluation of Their Antioxidant Potential
title_sort structural correlation of some heterocyclic chalcone analogues and evaluation of their antioxidant potential
topic heterocyclic
radical scavenging
reducing
substituent
overlay
url http://www.mdpi.com/1420-3049/18/10/11996
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AT chinweiooi structuralcorrelationofsomeheterocyclicchalconeanaloguesandevaluationoftheirantioxidantpotential
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