Coumarin moiety can enhance abilities of chalcones to inhibit DNA oxidation and to scavenge radicals

Xi, Gaolei; Liu, Zai‐Qun

doi:10.1016/j.tet.2014.08.063

Cited by 19 publications

(21 citation statements)

References 39 publications

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“…In lipid media Hyb9 reacts 8.5 and 25.6 times faster than Cum9 and Chl9; and in aqueous solution these ratios become equal to 1.9. These results are in line with the findings of Xi and Liu that the abilities of chalcones to scavenge radicals can be enhanced by the coumarin moiety.…”

Section: Results and Discussionsupporting

confidence: 92%

“…In addition, it was observed that the free radicals ( • CH 3 , • OH, O 2 •– ) scavenging activity is related to the number and position of hydroxyl substituents, in particular to the presence of catechol moieties, which increases the antioxidant capacity. These results are in line with those reported by Vazquez-Rodriguez et al More recently, Xi and Liu found that the coumarin moiety can enhance the abilities of chalcones to scavenge radicals and to inhibit DNA oxidation. The relevance of the hydroxyl groups for such activities was confirmed.…”

Section: Introductionsupporting

confidence: 92%

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Coumarin–Chalcone Hybrids as Peroxyl Radical Scavengers: Kinetics and Mechanisms

Mazzone

Galano

Álvarez-Idaboy

et al. 2016

J. Chem. Inf. Model.

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The primary antioxidant activity of coumarin-chalcone hybrids has been investigated using the density functional and the conventional transition state theories. Their peroxyl radical scavenging ability was studied in solvents of different polarity and taking into account different reaction mechanisms. It was found that the activity of the hybrids increases with the polarity of the environment and the number of phenolic sites. In addition, their peroxyl radical scavenging activity is larger than those of the corresponding nonhybrid coumarin and chalcone molecules. This finding is in line with previous experimental evidence. All the investigated molecules were found to react faster than Trolox with (•)OOH, regardless of the polarity of the environment. The role of deprotonation on the overall activity of the studied compounds was assessed. The rate constants and branching ratios for the reactions of all the studied compounds with (•)OOH are reported for the first time.

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Section: Results and Discussionsupporting

confidence: 92%

Section: Introductionsupporting

confidence: 92%

Coumarin–Chalcone Hybrids as Peroxyl Radical Scavengers: Kinetics and Mechanisms

Mazzone

Galano

Álvarez-Idaboy

et al. 2016

J. Chem. Inf. Model.

View full text Add to dashboard Cite

show abstract

“…Xi and Liu [104] reported the antioxidant activity of coumarin-chalcone hybrids through screening of inhibitory activity against Cu +2 /GSH, OH -, and AAPH-induced oxidation of DNA activity on trapping ABTS and DPPH. Hybrids (29a-c) with no substitution at ortho and para positions show potent OH-induced oxidation of DNA, and compound (29d) with OH group at ortho and para positions shows good activity against AAPH-induced oxidation.…”

Section: Antioxidant Activitymentioning

confidence: 99%

Recent Strategies for Efficient Synthesis and Biological Activities of Coumarin-Chalcone Derivatives

Konidala

Kotra

2020

Asian J Pharm Clin Res

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Coumarins and chalcones are potential pharmacological and biologically active molecules obtained from natural source. Coumarins have predominant pharmacological activities such as antidiabetic, antitumor, and anti-inflammatory activity. Chalcones are also one of the naturally occurring pharmacologically vital molecules with different activities such as anti-inflammatory, antitumor, antimicrobial, and antimalarial activity. Literature reveals that a huge number of coumarinyl chalcone derivatives have various pharmacological activities. Coumarinyl chalcone derivatives gained more prominence due to their significant biological activities. This work explains the current information about synthesis techniques, pharmacological importance, and clinical applications of coumarinyl chalcone derivatives.

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“…Compound (73) was denoted as the most potent derivative in the series that shows 30-fold more selective against C33A than normal fibroblast NIH3T3 cell line with IC 50 of 3.59 μM. In order to develop a new class of DNA oxidation inhibitors and radical scavengers, Xi and Liu (2014) have synthesized chalcones containing coumarin framework. Compound (74)-(77) were found to have significant inhibitory activities.…”

Section: -Membered Ringmentioning

confidence: 99%

Chalcones bearing N, O, and S-heterocycles: Recent notes on their biological significances

2019

J App Pharm Sci

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Because of its relatively easy synthesis, chalcone skeleton has been as a point of interest for organic and medicinal chemists from research groups worldwide. Chalcone scaffold constitutes the core of some interesting biologically active natural products. Chalcone derivatives are among feasible potent active agents, such as anticancer, antibacterial, antifungal, antileishmanial, antimalarial, and antiviral. Due to the knowledge of heterocyclic chemistry, recently chalcones bearing heterocyclic moieties have been synthesized and biologically investigated for specific target of diseases. The current review focuses on the latest application of chalcones integrated with N, O, and S-heterocyclic system and their wide spectrum of biological performance during 10 years (2010)(2011)(2012)(2013)(2014)(2015)(2016)(2017)(2018)(2019). The results reported in the review indicate that many chalcone-heterocycle hybrids may be useful as future drug candidates due to their comparable or higher activity than that of the standards.

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Coumarin moiety can enhance abilities of chalcones to inhibit DNA oxidation and to scavenge radicals

Cited by 19 publications

References 39 publications

Coumarin–Chalcone Hybrids as Peroxyl Radical Scavengers: Kinetics and Mechanisms

Coumarin–Chalcone Hybrids as Peroxyl Radical Scavengers: Kinetics and Mechanisms

Recent Strategies for Efficient Synthesis and Biological Activities of Coumarin-Chalcone Derivatives

Chalcones bearing N, O, and S-heterocycles: Recent notes on their biological significances

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