N-2-Aryl-1,2,3-Triazoles: A novel class of blue–green emitting fluorophores-synthesis, photophysical properties study and dft computations

Padalkar, Vikas S.; Chemate, Santosh; Lanke, Sandip K.; Sekar, Nagaiyan

doi:10.1016/j.jlumin.2015.07.051

Cited by 9 publications

(3 citation statements)

References 54 publications

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“… 10 Therefore, they have been applied as emission layers in organic light-emitting diodes (OLED), 11 fluorescent dyes and probes, 12,13 and nonlinear optical chromophores. On the other hand, 1,2,3-triazoles are well known blue emitting chromophores, with applications as photostable fluorescent brightening agents, metal sensors, materials for optoelectronic devices, donor–acceptor chromophores 14 and chemosensors. 15 Because of their optical properties, triazoles have been used as fluorescent linkers between two or more molecular fragments, showing an ambipolar behavior, depending on the substitution position.…”

Section: Introductionmentioning

confidence: 99%

3-(4-Formylphenyl)-triazole functionalized coumarins as violet-blue luminophores and n-type semiconductors: synthesis, photophysical, electrochemical and thermal properties

et al. 2022

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Section: Introductionmentioning

confidence: 99%

3-(4-Formylphenyl)-triazole functionalized coumarins as violet-blue luminophores and n-type semiconductors: synthesis, photophysical, electrochemical and thermal properties

et al. 2022

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“…Nowadays, there is also significant interest in the development of novel selective approaches to 2-substituted 1,2,3-triazoles. These compounds are particularly attractive since they have excellent fluorophore properties [19][20][21][22][23][24][25]. A great number of fluorophores has been developed over the years, but effective UV/blue-light-emitting molecules are still rare due to their relatively high energy gap, which may cause poor photostability or low quantum efficiency.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Spectral Study of a New Family of 2,5-Diaryltriazoles Having Restricted Rotation of the 5-Aryl Substituent

Tsyrenova

Nenajdenko

2020

Molecules

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Efficient synthesis of 2,5-diaryl substituted 4-azido-1,2,3-triazoles by the reaction of sodium azide with dichlorosubstituted diazadienes was demonstrated. The optical properties of the prepared azidotriazoles were studied to reveal a luminescence maximum in the 360–420 nm region. To improve the luminescence quantum yields a family of 4-azido-1,2,3-triazoles bearing ortho-propargyloxy substituents in the 5 position was prepared. Subsequent intramolecular thermal cyclization permits to construct additional triazole fragment and obtain unique benzoxazocine derivatives condensed with two triazole rings. This new family of condensed heterocycles has a flattened heterocyclic system structure to provide more conjugation of the 5-aryl fragment with the triazole core. As a result, a new type of UV/“blue light-emitting” materials with better photophysical properties was obtained.

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“…In addition, they have shown anti-protozoal [ 22 ], antidepressant [ 23 ], anticonvulsant [ 24 ] and kinase inhibitor properties [ 25 , 26 ]. Moreover, a series of fused 1,2,4- and 1,2,3-triazoles were reported as interesting molecules with dual fluorescence effects [ 27 , 28 , 29 ]. In addition, 1,2,4-triazolo[4,3- a ]quinoxalines bearing a triazole moiety have been reported as promising anticancer agent motifs [ 30 , 31 , 32 , 33 , 34 , 35 , 36 , 37 , 38 , 39 ].…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis and Cytotoxic Evaluation of Novel Chalcone Derivatives Bearing Triazolo[4,3-a]-quinoxaline Moieties as Potent Anticancer Agents with Dual EGFR Kinase and Tubulin Polymerization Inhibitory Effects

et al. 2017

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A series of hybrid of triazoloquinoxaline-chalcone derivatives 7a–k were designed, synthesized, fully characterized, and evaluated for their cytotoxic activity against three target cell lines: human breast adenocarcinoma (MCF-7), human colon carcinoma (HCT-116), and human hepatocellular carcinoma (HEPG-2). The preliminary results showed that some of these chalcones like 7b–c, and 7e–g exhibited significant antiproliferative effects against most of the cell lines, with selective or non-selective behavior, indicated by IC50 values in the 1.65 to 34.28 µM range. In order to investigate the mechanistic aspects of these active compounds, EGFR TK and tubulin inhibitory activities were measured as further biological assays. The EGFR TK assay results revealed that the derivatives 7a–c, 7e, and 7g could inhibit the EGFR TK in the submicromolar range (0.093 to 0.661 µM). Moreover, an antitubulin polymerization effect was noted for the active derivatives compared to the reference drug colchicine, with compounds 7e and 7g displaying 14.7 and 8.4 micromolar activity, respectively. Furthermore, a molecular docking study was carried out to explain the observed effects and the binding modes of these chalcones with the EGFR TK and tubulin targets.

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N-2-Aryl-1,2,3-Triazoles: A novel class of blue–green emitting fluorophores-synthesis, photophysical properties study and dft computations

Cited by 9 publications

References 54 publications

3-(4-Formylphenyl)-triazole functionalized coumarins as violet-blue luminophores and n-type semiconductors: synthesis, photophysical, electrochemical and thermal properties

3-(4-Formylphenyl)-triazole functionalized coumarins as violet-blue luminophores and n-type semiconductors: synthesis, photophysical, electrochemical and thermal properties

Synthesis and Spectral Study of a New Family of 2,5-Diaryltriazoles Having Restricted Rotation of the 5-Aryl Substituent

Design, Synthesis and Cytotoxic Evaluation of Novel Chalcone Derivatives Bearing Triazolo[4,3-a]-quinoxaline Moieties as Potent Anticancer Agents with Dual EGFR Kinase and Tubulin Polymerization Inhibitory Effects

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