New coumarin derivative with potential antioxidant activity: Synthesis, DNA binding and in silico studies (Docking, MD, ADMET)

Kecel‐Gunduz, Serda; Budama‐Kilinc, Yasemin; Bıçak, Bilge; Gök, Bahar; Belmen, Burcu; Aydoğan, Feray; Yolaçan, Çiğdem

doi:10.1016/j.arabjc.2022.104440

Cited by 31 publications

(9 citation statements)

References 147 publications

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“…Gunduz and colleagues synthesized a new coumarin derivative—7-((8-(4-benzylpiperidin-1-yl)octyl)oxy)-4-methyl-2 H -chromen-2-one [ 49 ]. The novel compound was tested for antiproliferative and antioxidant activity.…”

Section: Antioxidant Properties Of Molecular Coumarinsmentioning

confidence: 99%

Antioxidant Activity of Coumarins and Their Metal Complexes

Todorov

Saso²,

Kostova

2023

Pharmaceuticals

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Ubiquitously present in plant life, coumarins, as a class of phenolic compounds, have multiple applications—in everyday life, in organic synthesis, in medicine and many others. Coumarins are well known for their broad spectrum of physiological effects. The specific structure of the coumarin scaffold involves a conjugated system with excellent charge and electron transport properties. The antioxidant activity of natural coumarins has been a subject of intense study for at least two decades. Significant research into the antioxidant behavior of natural/semi-synthetic coumarins and their complexes has been carried out and published in scientific literature. The authors of this review have noted that, during the past five years, research efforts seem to have been focused on the synthesis and examination of synthetic coumarin derivatives with the aim to produce potential drugs with enhanced, modified or entirely novel effects. As many pathologies are associated with oxidative stress, coumarin-based compounds could be excellent candidates for novel medicinal molecules. The present review aims to inform the reader on some prominent results from investigations into the antioxidant properties of novel coumarin compounds over the past five years.

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Section: Antioxidant Properties Of Molecular Coumarinsmentioning

confidence: 99%

Antioxidant Activity of Coumarins and Their Metal Complexes

Todorov

Saso²,

Kostova

2023

Pharmaceuticals

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“…The advantage lies in the incorporation of the coumarin nucleus into the molecule. Numerous studies support and demonstrate the advantages and biological effects of the coumarin derivates [ 71 , 72 ]. Although organoselenium compounds have demonstrated efficacy, the inclusion of the coumarin nucleus further substantiates the observed effects.…”

Section: Discussionmentioning

confidence: 99%

4-(Phenylselanyl)-2H-chromen-2-one-Loaded Nanocapsule Suspension—A Promising Breakthrough in Pain Management: Comprehensive Molecular Docking, Formulation Design, and Toxicological and Pharmacological Assessments in Mice

da Fonseca,

Prado,

Paltian

et al. 2024

Pharmaceutics

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Therapies for the treatment of pain and inflammation continue to pose a global challenge, emphasizing the significant impact of pain on patients’ quality of life. Therefore, this study aimed to investigate the effects of 4-(Phenylselanyl)-2H-chromen-2-one (4-PSCO) on pain-associated proteins through computational molecular docking tests. A new pharmaceutical formulation based on polymeric nanocapsules was developed and characterized. The potential toxicity of 4-PSCO was assessed using Caenorhabditis elegans and Swiss mice, and its pharmacological actions through acute nociception and inflammation tests were also assessed. Our results demonstrated that 4-PSCO, in its free form, exhibited high affinity for the selected receptors, including p38 MAP kinase, peptidyl arginine deiminase type 4, phosphoinositide 3-kinase, Janus kinase 2, toll-like receptor 4, and nuclear factor-kappa β. Both free and nanoencapsulated 4-PSCO showed no toxicity in nematodes and mice. Parameters related to oxidative stress and plasma markers showed no significant change. Both treatments demonstrated antinociceptive and anti-edematogenic effects in the glutamate and hot plate tests. The nanoencapsulated form exhibited a more prolonged effect, reducing mechanical hypersensitivity in an inflammatory pain model. These findings underscore the promising potential of 4-PSCO as an alternative for the development of more effective and safer drugs for the treatment of pain and inflammation.

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“…Using the coumarin as a backbone, Chen et al, [29] synthesized substituted furo[g]coumarins (6 and 7) and annulated a furan ring on it. They began their work using 1,2,3-benzenetriol (1) and used sulfuric acid as a catalyst to accomplish a Pechmann reaction with ethyl 3-oxobutyrate (2) to produce the substituted coumarin molecule (3). Compound (3) was then ether-linked with chloropropanone (4) to form compound (5) under the effect of propanone and K 2 CO 3 .…”

Section: Synthetic Approaches Of Furo[g]coumarinsmentioning

confidence: 99%

“…The development of effective and accessible pharmaceutical molecules to address a wide range of illnesses is a primary focus of medicinal chemistry. Because they are versatile chemical entities with antiproliferative, [1] antiradical, [2] antibacterial, [3] antifungal, [4] antiviral, [5,6] inflammatory suppressant, [7] hepatoprotective, [8] cardioprotective, [9] neuroprotective, [10] antidiabetic, [11] and lipid-lowering [12] properties, coumarin-based compounds have drawn a lot of attention in recent decades. Figure 1 illustrates the structure of coumarin, a dicyclic molecule that is made up of a five-membered lactone ring fused with an arene ring.…”

Section: Introductionmentioning

confidence: 99%

Annulated Heterocyclic[g]Coumarin Composites: Synthetic Approaches and Bioactive Profiling

Mazin Zeki,

Fakri Mustafa

2024

Chemistry & Biodiversity

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Coumarins, widely abundant natural heterocyclic compounds, are extensively employed in creating various biologically and pharmacologically potent substances. The hybridization of heterocycles presents a key opportunity to craft innovative multicyclic compounds with enhanced biological activity. Fusing different heterocyclic rings with the coumarin structure presents an intriguing method for crafting fresh hybrid compounds possessing remarkable biological effects. In the pursuit of creating heterocyclic‐fused coumarins, a wide range of annulated heterocyclic[g]coumarin composites has been introduced, displaying impressive biological potency. The influence of the linear attachment of heterocyclic rings to the coumarin structure on the biological performance of the resulting compounds has been investigated. This review centers on the synthetic methodologies, structural activity relationship investigation, and biological potentials of annulated heterocyclic[g]coumarin composites. We conducted searches across several databases, including Web of Science, Google Scholar, PubMed, and Scopus. After sieving, we ultimately identified and included 71 pertinent studies published between 2000 and the middle of 2023. This will provide valuable perspectives for medicinal chemists in the prospective design and synthesis of lead compounds with significant therapeutic effects, centered around heterocycle‐fused coumarin frameworks.

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New coumarin derivative with potential antioxidant activity: Synthesis, DNA binding and in silico studies (Docking, MD, ADMET)

Cited by 31 publications

References 147 publications

Antioxidant Activity of Coumarins and Their Metal Complexes

Antioxidant Activity of Coumarins and Their Metal Complexes

4-(Phenylselanyl)-2H-chromen-2-one-Loaded Nanocapsule Suspension—A Promising Breakthrough in Pain Management: Comprehensive Molecular Docking, Formulation Design, and Toxicological and Pharmacological Assessments in Mice

Annulated Heterocyclic[g]Coumarin Composites: Synthetic Approaches and Bioactive Profiling

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