Synthesis, crystal structure and antimicrobial potential of some fluorinated chalcone-1,2,3-triazole conjugates

Yadav, Pinki; Lal, Kashmiri; Kumar, Lokesh; Kumar, Ashwani; Kumar, Anil; Paul, Avijit Kumar; Kumar, Rajnish

doi:10.1016/j.ejmech.2018.05.055

Cited by 111 publications

(56 citation statements)

References 55 publications

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“…The obtained solid compound was filtered and crystallized from ethanol. The melting point was in good agreement with the reported .Yield: 72%, mp 108–112°C.…”

Section: Methodssupporting

confidence: 89%

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Synthesis, antimicrobial activity, and molecular docking study of formylnaphthalenyloxymethyl‐triazolyl‐N‐phenylacetamides

Muluk

Dhumal

Phatak

et al. 2019

Journal of Heterocyclic Chem

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In the present study, substituted formylnaphthalenyloxymethyl‐triazolyl‐N‐phenylacetamide derivatives (6a–k) have been designed and synthesized employing click chemistry approach and evaluated for their in vitro antifungal and antibacterial activities. All the newly synthesized compounds were thoroughly characterized by 1H NMR, 13C NMR, and HRMS spectral techniques. Among the screened compounds, 6d, 6e, 6j, and 6k have shown good antifungal and antibacterial activities. Compound 6k has shown very effective antimicrobial activity. We further performed exploratory docking studies on microbial DNA gyrase to rationalize the in vitro biological data and to demonstrate the mechanism of antimicrobial activity. This is the first report to demonstrate the formylnaphthalenyloxymethyl, triazole, and N‐phenylacetamide hybrids as potential antimicrobial agents.

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“…The obtained solid compound was filtered and crystallized from ethanol. The melting point was in good agreement with the reported .Yield: 72%, mp 108–112°C.…”

Section: Methodssupporting

confidence: 89%

“…Literature revealed that some molecular hybrid compounds having broad spectrum of biological activities (Fig. ) .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, antimicrobial activity, and molecular docking study of formylnaphthalenyloxymethyl‐triazolyl‐N‐phenylacetamides

Muluk

Dhumal

Phatak

et al. 2019

Journal of Heterocyclic Chem

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“…7), which contained the 4-F-benzyl-, 1,2,3-triazole, -OCH 3 -naphthalen, and 4-NO 2 -propen-2 fragments demonstrated a unique activity against bacterial strains such as B. subtilis, Staphylococcus epidermidis, P. aeruginosa, and E. coli, as well as the fungal species, C albicans and Aspergillus niger, with MIC values of 0.0032-0.0063 µmol/mL. 96 The 1,2,3-triazole moiety and chalcone fragment clearly synergised the biological activity and the conjugation of these pharmacophoric units, indicating their synergistic properties. In addition, the docking simulation of 61 into E. coli topoisomerase II DNA Gyrase B showed that these triazole-chalcone conjugates may feasibly inhibit DNA topoisomerase.…”

Section: Antimicrobial Activitymentioning

confidence: 95%

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

Bozorov

Zhao

Aisa

2019

Bioorganic & Medicinal Chemistry

614

289

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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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“…Firstly, the presence on the 4‐acyl‐5‐pyrazolones of the trifluoromethyl (−CF 3 ) group, knowing the ability of the so called “organic fluorine” groups to increase specific non‐covalent intermolecular interactions or nano‐segregation of incompatible segments of molecules . Moreover, it is well known that the insertion of a fluorine atom or a −CF 3 group, at least in organic molecules significantly affects their biological properties and increases their metabolic stability …”

Section: Resultsmentioning

confidence: 99%

Preparation and Characterization of Silver(I) Ethylcellulose Thin Films as Potential Food Packaging Materials

et al. 2020

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Ag(I)‐containing ethylcellulose (EC) films suitable as antbacterial packaging materials have been prepared and fully characterized. Different preparation methods, including the use of green casting solvents, are proposed. The Ag(I) acylpyrazolonato complexes, [Ag(Qpy,CF3)(L)], L=benzylimidazole (Bzim) and L=ethylimidazole (EtimH), used as active additives, display different modes of interactions with EC, depending on their structural features. A thorough investigation of the EC liquid‐crystalline lyotropic phase and its changes with the introduction of silver additives, has been conducted, revealing either the inclusion of complex molecules into the inner structure of the EC matrix or their dispersion on its surface. Moreover, the bactericidal activity of the prepared Ag(I) films seems to be related to the interaction between silver additives and the polymeric EC matrix. Indeed, the EC‐2b films show a particularly good performance even with a low silver content, with a relative bacterial killing of about 100 %. Tests for Ag(I) migration have been performed by using three food stimulants under two assay conditions. Low values of silver release are recorded, particularly at low concentration of silver content, in the case of all new prepared Ag(I) films.

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Synthesis, crystal structure and antimicrobial potential of some fluorinated chalcone-1,2,3-triazole conjugates

Cited by 111 publications

References 55 publications

Synthesis, antimicrobial activity, and molecular docking study of formylnaphthalenyloxymethyl‐triazolyl‐N‐phenylacetamides

Synthesis, antimicrobial activity, and molecular docking study of formylnaphthalenyloxymethyl‐triazolyl‐N‐phenylacetamides

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

Preparation and Characterization of Silver(I) Ethylcellulose Thin Films as Potential Food Packaging Materials

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