Medicinal attributes of 1,2,3-triazoles: Current developments

Dheer, Divya; Singh, Virender; Shankar, Ravi

doi:10.1016/j.bioorg.2017.01.010

Cited by 700 publications

(371 citation statements)

References 215 publications

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“…Since its discovery by Huisgen, the 1,3‐dipolar cycloaddition reaction between azide and alkyne has been applied for the syntheses of 1,4‐ and 1,5‐disubstituted‐1,2,3‐triazoles, which in turn have been served as important and key structural motifs in several applications ranging from biology to material sciences . However, the Huisgen reaction was characterized by being carried out at high temperatures, with a low rate and providing a mixture of both 1,4‐ and 1,5‐disubstituted‐1,2,3‐triazoles as regioisomers .…”

Section: Introductionmentioning

confidence: 99%

Polyvinylpolypyrrolidone‐Stabilized Copper Nanoparticles as an Efficient and Recyclable Heterogeneous Catalyst for the Click of 1,2,3‐Triazoles in Water

Bahsis

Himri

Ayouchia

et al. 2019

Macro Chemistry & Physics

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A simple, efficient, inexpensive, and friendly benign route for the preparation of highly stable monodisperse copper nanoparticles with an average of 4–5 nm is developed by using polyvinylpolypyrrolidone (PVPP) as a stabilizer. Chemical reaction of PVPP and copper(II) sulfate followed by the thermal chemical reduction of embedded copper(II) ions with ascorbic acid afford copper nanoparticles‐polyvinylpolypyrrolidone (CuNPs‐PVPP) nanocatalyst, which is systematically characterized by FT‐IR, Raman, transmission electron microscopy, X‐ray powder diffraction, scanning electron microscopy, dispersive X‐ray spectroscopy, and atomic absorption spectroscopy. The CuNPs‐PVPP system efficiently catalyzes the click chemistry reaction of azides–alkynes as well as one‐pot three‐component reactions to regioselectively produce the 1,4‐disubstituted‐1,2,3‐triazole isomer in excellent yields in water under mild reaction conditions. CuNPs‐PVPP is successfully recycled up to five times without significant loss of its catalytic efficiency and selectivity. Moreover, a mechanistic study is performed through density functional theory type calculations in order to explain the observed selectivity of CuNPs catalyst in copper(I)‐catalyzed azide–alkyne cycloaddition reactions. The cheap, simple work‐up, recoverability/reusability, and negligible residual traces in the final product (0.5 ppm) of this novel nanocatalyst are the significant features of this eco‐friendly green protocol.

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Section: Introductionmentioning

confidence: 99%

Polyvinylpolypyrrolidone‐Stabilized Copper Nanoparticles as an Efficient and Recyclable Heterogeneous Catalyst for the Click of 1,2,3‐Triazoles in Water

Bahsis

Himri

Ayouchia

et al. 2019

Macro Chemistry & Physics

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“…1,2,3-Triazoles are interesting heterocycles that have major applications in biotechnology and in particular in drug discovery (Totobenazara & Burke, 2015;Dheer et al, 2017). Heterocycles containing a 1,2,3-triazole ring system have been used in the treatment of cancer cells (Yadav et al, 2017).…”

Section: Structure Descriptionmentioning

confidence: 99%

(E)-1-[5-Methyl-1-(p-tolyl)-1H-1,2,3-triazol-4-yl]-3-{3-[5-methyl-1-(p-tolyl)-1H-1,2,3-triazol-4-yl]-1-phenyl-1H-pyrazol-4-yl}prop-2-en-1-one

et al. 2017

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In the title compound, C32H28N8O, the central pyrazole ring makes dihedral angles of 10.04 (14) and 11.37 (13)° with the two 1,2,3-triazole rings. In the molecule, there are weak intramolecular C—H...O and C—H...N contacts present that affect the molecular conformation. The configuration about the C=C bond isE. In the crystal, molecules are linked by C—H...π interactions, forming slabs parallel to theacplane.

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“…In 1,4‐disubstituted 1,2,3‐triazole, high dipole moment make it hydrogen bond acceptor and attribute to binding ability towards biological sites and improving properties. Benzothiazole and triazole based derivatives also showed inhibitory activity due to interaction of electron rich heteroatoms with active site of various enzymes ,. Consequently, these biologically active organic structural motifs with heterocyclic rings when coupled to any inorganic domains have manifested biochemical potential in resulting organic‐inorganic hybrids.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Immobilization of Benzothiazole‐Appended Triazole‐Silane: Biological Evaluation and Molecular Docking Approach

et al. 2018

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The present work involves the synthesis of Benzothiazole capped triazole‐silane (3) by ‘Click Silylation’ and its immobilization onto silica surface. This new silane is characterised by IR, 1H, 13C spectroscopy. TGA, TEM and SEM were the evidence for its adsorption at silica surface. The anti‐parasitic, anti bacterial and anti oxidant activity of synthesised compounds was evaluated. The results shows that nanoparticle of silane displayed more significant activity as compared to benzothiazole derived silane (3) against G. lamblia, T. vaginalis, various bacterial strains (E.coli, Bacillus subtillus, Staphylococcus aureus, Vibrio cholera) and showed potential anti‐oxidant activity. Further Molecular docking study was performed to analyse the binding manner and enzyme inhibitory activity of compound‐3 with β‐glucuronidase.

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Medicinal attributes of 1,2,3-triazoles: Current developments

Cited by 700 publications

References 215 publications

Polyvinylpolypyrrolidone‐Stabilized Copper Nanoparticles as an Efficient and Recyclable Heterogeneous Catalyst for the Click of 1,2,3‐Triazoles in Water

Polyvinylpolypyrrolidone‐Stabilized Copper Nanoparticles as an Efficient and Recyclable Heterogeneous Catalyst for the Click of 1,2,3‐Triazoles in Water

(E)-1-[5-Methyl-1-(p-tolyl)-1H-1,2,3-triazol-4-yl]-3-{3-[5-methyl-1-(p-tolyl)-1H-1,2,3-triazol-4-yl]-1-phenyl-1H-pyrazol-4-yl}prop-2-en-1-one

Synthesis and Immobilization of Benzothiazole‐Appended Triazole‐Silane: Biological Evaluation and Molecular Docking Approach

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