In vitro antiplasmodial efficacy of synthetic coumarin-triazole analogs

Yadav, Neesha; Agarwal, Drishti; Kumar, Santosh; Dixit, A. K.; Gupta, Rinkoo Devi; Awasthi, Satish Kumar

doi:10.1016/j.ejmech.2018.01.017

Cited by 59 publications

(31 citation statements)

References 26 publications

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“…10) was evaluated on a chloroquine-sensitive 3D7 strain of P. falciparum, and exhibited higher activity (IC 50 = 0.763 mg/mL. 117 This lead compound contained two electron-donating -OCH 3 substituents in the benzene portion, which apparently affected the antimalarial activity. In addition, the effect of 88 on the supercoiling potency of DNA gyrase relaxed the plasmid DNA and inhibited the supercoiling activity, which could be attributable to the prevention of ATP hydrolysis needed for the inhibition of the gyrase DNA binding and on enzymatic cycle.…”

Section: Antimalarial Activitymentioning

confidence: 99%

1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview

Bozorov

Zhao

Aisa

2019

Bioorganic & Medicinal Chemistry

534

282

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A B S T R A C TThe 1,2,3-triazole ring is a major pharmacophore system among nitrogen-containing heterocycles. These fivemembered heterocyclic motifs with three nitrogen heteroatoms can be prepared easily using 'click' chemistry with copper-or ruthenium-catalysed azide-alkyne cycloaddition reactions. Recently, the 'linker' property of 1,2,3-triazoles was demonstrated, and a novel class of 1,2,3-triazole-containing hybrids and conjugates was synthesised and evaluated as lead compounds for diverse biological targets. These lead compounds have been demonstrated as anticancer, antimicrobial, anti-tubercular, antiviral, antidiabetic, antimalarial, anti-leishmanial, and neuroprotective agents. The present review summarises advances in lead compounds of 1,2,3-triazolecontaining hybrids, conjugates, and their related heterocycles in medicinal chemistry published in 2018. This review will be useful to scientists in research fields of organic synthesis, medicinal chemistry, phytochemistry, and pharmacology. Chemistry: synthesis and properties of the 1,2,3-triazolesThe general synthetic route of 1,2,3-triazoles using click chemistry is described in Scheme 1A. The most popular route to 1,2,3-triazoles is Cu(I)-catalysed Huisgen 1,3-dipolar cycloaddition, which is the https://doi.

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Section: Antimalarial Activitymentioning

confidence: 99%

1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview

Bozorov

Zhao

Aisa

2019

Bioorganic & Medicinal Chemistry

534

282

View full text Add to dashboard Cite

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“…Triazole, tetrazole, imidazole, pyrazole, and thiazole moieties are common pharmacophores in drug development, and their derivatives possess a variety of pharmaceutical properties including antimalarial activity due to their ability to form various noncovalent interactions with different targets . Thus, hybridization of quinoline with azole represents a potential strategy to develop new antimalarials.…”

Section: Quinoline Hybridized With Novel Antimalarial Pharmacophores mentioning

confidence: 99%

Hybrid molecules with potential in vitro antiplasmodial and in vivo antimalarial activity against drug‐resistant Plasmodium falciparum

Feng

Chang

et al. 2019

Medicinal Research Reviews

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Malaria is a tropical disease, leading to around half a million deaths annually. Antimalarials such as quinolines are crucial to fight against malaria, but malaria control is extremely challenged by the limited pipeline of effective pharmaceuticals against drug-resistant strains of Plasmodium falciparum which are resistant toward almost all currently accessible antimalarials. To tackle the growing resistance, new antimalarial drugs are needed urgently. Hybrid molecules which contain two or more pharmacophores have the potential to overcome the drug resistance, and hybridization of quinoline privileged antimalarial building block with other antimalarial pharmacophores may provide novel molecules with enhanced in vitro and in vivo activity against drug-resistant (including multidrug-resistant) P falciparum. In recent years, numerous of quinoline hybrids were developed, and their activities against a panel of drug-resistant P falciparum strains were screened. Some of quinoline hybrids were found to possess promising in vitro and in vivo potency. This review emphasized quinoline hybrid molecules with

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“…Among azoles, the 1,2,3‐triazole moiety has aroused special interest due to its excellent pharmacokinetic properties, supportive safety profile, and ability to bind with a variety of enzymes and receptors in biological system via weak interactions . Moreover, triazole ring can act as a linker to combine diverse complex pharmacophore scaffolds to yield bifunctional, bioactive drug molecules.…”

Section: Introductionmentioning

confidence: 99%

“…Moreover, triazole ring can act as a linker to combine diverse complex pharmacophore scaffolds to yield bifunctional, bioactive drug molecules. A number of clinical drugs such as fluconazole (antifungal), foriconazole (antifungal), tazobactam (antibiotic), cefatrizine (anticancer), carboxyamidotriazole (anticancer), ribavirin (antiviral), and rufinamide (anticonvulsant) contain the triazole moiety . In addition to drug discovery, they are also used as agrochemicals, man‐made materials, artificial acceptors, supramolecular ligands, and so on…”

Section: Introductionmentioning

confidence: 99%

“…Our research group has been working on a diversified area including design and synthesis of newer antimalarial compounds, single crystal structure analysis, and interaction study of small molecules with serum albumins . To further rationalize the interaction of newly developed antimalarial drug candidate, we selected four most active compounds, viz., CUM 1‐4 (Figure ) with antimalarial activities, IC 50 values; 0.763, 0.893, 1.496, and 1.817 μg/mL against Plasmodium falciparum . BSA and HSA were taken as standard model protein in order to understand physiological interactions and correlate their activity.…”

Section: Introductionmentioning

confidence: 99%

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Interaction of coumarin triazole analogs to serum albumins: Spectroscopic analysis and molecular docking studies

Sharma

Yadav

Sharma

et al. 2020

J of Molecular Recognition

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The interaction of triazole substituted 4-methyl-7-hydroxycoumarin derivatives (CUM1-4) with serum albumin (bovine serum albumin [BSA] and human serum albumin[HSA]) have been studied employing ultraviolet-visible (UV-Vis), fluorescence, circular dichroism (CD) spectroscopy, and molecular docking methods at physiological pH 7.4.The fluorescence quenching occurred with increasing concentration of CUMs, and the binding constant of CUM derivatives with BSA and HSA obtained from fluorescence quenching experiment was found to be~10 4 L mol −1 . CD study showed conformational changes in the secondary structure of serum albumin upon titration of CUMs.The observed experimental results were further validated by theoretical studies involving density functional theory (DFT) and molecular docking. K E Y W O R D S circular dichroism, coumarin, fluorescence quenching, molecular docking, serum albumin

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In vitro antiplasmodial efficacy of synthetic coumarin-triazole analogs

Cited by 59 publications

References 26 publications

1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview

1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview

Hybrid molecules with potential in vitro antiplasmodial and in vivo antimalarial activity against drug‐resistant Plasmodium falciparum

Interaction of coumarin triazole analogs to serum albumins: Spectroscopic analysis and molecular docking studies

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