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Hydrogen Peroxide Scavenging Activity of Novel Coumarins Synthesized Using Different Approaches.

Al-Amiery AA, Al-Majedy YK, Kadhum AA, Mohamad AB - PLoS ONE (2015)

Bottom Line: The newly synthesized coumarins were characterized by different spectroscopic techniques (FT-IR and NMR) and micro-elemental analysis (CHNS).In vitro antioxidant activities of these compounds were evaluated against hydrogen peroxide and were compared with standard natural antioxidant, vitamin C.Our results reveal that these compounds exhibit excellent radical scavenging activities.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemical and Process Engineering, University Kebangsaan Malaysia (UKM), Bangi, Selangor, 43000, Malaysia; Environmental Research Center, University of Technology (UOT), Baghdad, 10001, Iraq.

ABSTRACT
New derivatives of 7-hydroxy-4-methylcoumarin were synthesized using a chemical method and a microwave-assisted method to compare the feasibility, reaction times, and yields of the product. The newly synthesized coumarins were characterized by different spectroscopic techniques (FT-IR and NMR) and micro-elemental analysis (CHNS). In vitro antioxidant activities of these compounds were evaluated against hydrogen peroxide and were compared with standard natural antioxidant, vitamin C. Our results reveal that these compounds exhibit excellent radical scavenging activities.

No MeSH data available.


Reaction sequences of the synthesized compounds.a = Methyl bromoacetate; b = Hydrazine; c = KSCN; d = CS2; e = acetylacetone; f = KOH; g = SeO2; h = o-aminothophenol.
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pone.0132175.g001: Reaction sequences of the synthesized compounds.a = Methyl bromoacetate; b = Hydrazine; c = KSCN; d = CS2; e = acetylacetone; f = KOH; g = SeO2; h = o-aminothophenol.

Mentions: Coumarins show biological activity, such as molluscicidal, anthelmintic [1], hypnotic and insecticidal [2] activities, as well as medicinal activities, such as anticoagulant agents [3], and as fluorescent brighteners [4]. Coumarins consisting of fused benzene and α-pyrone rings are present in significant amounts in plants, and more than 1300 coumarins have been identified from natural sources [5]. Derivatives of coumarins naturally occur as secondary metabolites present in seeds, roots, and leaves of many plant species [6]. Studies have shown that microwave irradiation substantially aids the promotion and simplification of numerous condensation reactions that can be performed in a solvent and under solvent-free conditions [7–12]. Organic reactions performed using microwave irradiation have rapidly gained popularity because irradiation accelerates the reaction towards a variety of synthetic transformations in solvent-less procedures without using supporting reagents, rendering these reactions eco-friendly [13]. Due to the biological and industrial applications of coumarins and as a continuation of previous studies [14–19], in this study, we describe the synthesis of coumarin derivatives (Fig 1) using chemical and microwave-assisted methods and we describe their characterization through spectral data (FT-IR, 1H-NMR) and micro-elemental analysis (CHNS). We also discuss the in vitro antioxidant activities of the synthesized coumarins.


Hydrogen Peroxide Scavenging Activity of Novel Coumarins Synthesized Using Different Approaches.

Al-Amiery AA, Al-Majedy YK, Kadhum AA, Mohamad AB - PLoS ONE (2015)

Reaction sequences of the synthesized compounds.a = Methyl bromoacetate; b = Hydrazine; c = KSCN; d = CS2; e = acetylacetone; f = KOH; g = SeO2; h = o-aminothophenol.
© Copyright Policy
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4492988&req=5

pone.0132175.g001: Reaction sequences of the synthesized compounds.a = Methyl bromoacetate; b = Hydrazine; c = KSCN; d = CS2; e = acetylacetone; f = KOH; g = SeO2; h = o-aminothophenol.
Mentions: Coumarins show biological activity, such as molluscicidal, anthelmintic [1], hypnotic and insecticidal [2] activities, as well as medicinal activities, such as anticoagulant agents [3], and as fluorescent brighteners [4]. Coumarins consisting of fused benzene and α-pyrone rings are present in significant amounts in plants, and more than 1300 coumarins have been identified from natural sources [5]. Derivatives of coumarins naturally occur as secondary metabolites present in seeds, roots, and leaves of many plant species [6]. Studies have shown that microwave irradiation substantially aids the promotion and simplification of numerous condensation reactions that can be performed in a solvent and under solvent-free conditions [7–12]. Organic reactions performed using microwave irradiation have rapidly gained popularity because irradiation accelerates the reaction towards a variety of synthetic transformations in solvent-less procedures without using supporting reagents, rendering these reactions eco-friendly [13]. Due to the biological and industrial applications of coumarins and as a continuation of previous studies [14–19], in this study, we describe the synthesis of coumarin derivatives (Fig 1) using chemical and microwave-assisted methods and we describe their characterization through spectral data (FT-IR, 1H-NMR) and micro-elemental analysis (CHNS). We also discuss the in vitro antioxidant activities of the synthesized coumarins.

Bottom Line: The newly synthesized coumarins were characterized by different spectroscopic techniques (FT-IR and NMR) and micro-elemental analysis (CHNS).In vitro antioxidant activities of these compounds were evaluated against hydrogen peroxide and were compared with standard natural antioxidant, vitamin C.Our results reveal that these compounds exhibit excellent radical scavenging activities.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemical and Process Engineering, University Kebangsaan Malaysia (UKM), Bangi, Selangor, 43000, Malaysia; Environmental Research Center, University of Technology (UOT), Baghdad, 10001, Iraq.

ABSTRACT
New derivatives of 7-hydroxy-4-methylcoumarin were synthesized using a chemical method and a microwave-assisted method to compare the feasibility, reaction times, and yields of the product. The newly synthesized coumarins were characterized by different spectroscopic techniques (FT-IR and NMR) and micro-elemental analysis (CHNS). In vitro antioxidant activities of these compounds were evaluated against hydrogen peroxide and were compared with standard natural antioxidant, vitamin C. Our results reveal that these compounds exhibit excellent radical scavenging activities.

No MeSH data available.