Highly visible bis-heterocyclic acridinium and xanthenium-based dyes: Synthesis, AIEE, and modacrylic dyeing

Baig, Moghal Zubair Khalid; Oh, Hyeon Cheol; Son, Young-Α

doi:10.1016/j.dyepig.2022.110159

Cited by 4 publications

(5 citation statements)

References 71 publications

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“…Because of their important biological and industrial applications, the synthesis of bis‐heterocyclic derivatives has received much attention recently [51–53] . The study was expanded by investigating the scope of the bis‐aldehydes.…”

Section: Resultsmentioning

confidence: 99%

“…Because of their important biological and industrial applications, the synthesis of bis-heterocyclic derivatives has received much attention recently. [51][52][53] The study was expanded by investigating the scope of the bis-aldehydes. These synthons afforded the synthesis of new Finally, the scope of the three-component reaction was investigated by synthesize new bis-products linked to a heterocyclic core.…”

Section: Chemistryselectmentioning

confidence: 99%

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Pyrazolo[5,1‐b]quinazolines and Their Bis‐analogues Linked to Different Spacers: Regioselective Synthesis, Antibacterial Screening and SwissADME Prediction Study

2023

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The regioselective synthesis of a new series of pyrazolo [5,1b]quinazolines was carried out using a three-component protocol. The protocol involved the reaction of the appropriate benzaldehydes, dimedone, and 1H-pyrazole-3,5-diamine in DMF at 150 °C. Using a similar protocol, three additional series of bis(pyrazolo[5,1-b]quinazolines), linked to different spacers, were prepared utilizing the respective bis(aldehydes). The new products showed a wide spectrum of antibacterial activity against six different the American Type Culture Collection (ATCC) bacterial strains. In general, p-xylene-linked bis(pyrazolo[5,1-b]quinazolines) had good antibacterial activity with minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) values up to 8.3 and 16.6 μM, respectively. Additionally, (4-nitrophenyl)-linked pyrazolo[5,1b]quinazoline had the best antibacterial activity with MIC/MBC values up to 2.1/4.3 μM. The Salmonella typhimurium reverse mutation assay (Ames mutagenicity test) was used to conclude that the (4-nitrophenyl)-linked product was not mutagenic to the Salmonella strains. Both the drug-likeness model score and the SwissADME predict the (4-nitrophenyl)-linked product's good physicochemical properties, and drug likeness.

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Section: Resultsmentioning

confidence: 99%

Section: Chemistryselectmentioning

confidence: 99%

Pyrazolo[5,1‐b]quinazolines and Their Bis‐analogues Linked to Different Spacers: Regioselective Synthesis, Antibacterial Screening and SwissADME Prediction Study

2023

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“…23 AIEE dyes also offer distinct advantages and a wide range of applications similar to AIE dyes, so many research groups are making efforts to synthesize new AIEE scaffolds. 7,23–25 In this context, Qian et al reported naphthalimide-rhodamine based AIEE dyes which could be used for sensing Hg 2+ ions and also for bioimaging of living cells when doped with silica nanoparticles. 23 In another work, Choi et al reported the synthesis and characterization of new naphthalimide–tetraphenylethylene conjugates which reveal the position and conjugation-dependent AIEE properties.…”

Section: Introductionmentioning

confidence: 99%

“…21 Recently, Son et al reported new bis-heterocyclic acridinium and xanthenium-based dyes which act as excellent AIEE fluorophores. 24…”

Section: Introductionmentioning

confidence: 99%

“…21 Recently, Son et al reported new bis-heterocyclic acridinium and xanthenium-based dyes which act as excellent AIEE fluorophores. 24 Our group has been interested in studying the self-assembly properties of amino acids, [25][26][27][28] modified single amino acids, 29 peptides, [30][31][32] biopolymers, 32 and heterocyclic compounds. [33][34][35][36] We are particularly interested in studying the self-assembly of fluorescent heterocyclic compounds, to understand its implications on their photo-physical characteristics.…”

Section: Introductionmentioning

confidence: 99%

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A new aggregation induced emission enhancement (AIEE) dye which self-assembles to panchromatic fluorescent flowers and has application in sensing dichromate ions

et al. 2022

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Recent Advances in the Synthesis and Optical Applications of Acridine-based Hybrid Fluorescent Dyes

Pordel,

Gheibi,

Sharif

2024

J Fluoresc

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Highly visible bis-heterocyclic acridinium and xanthenium-based dyes: Synthesis, AIEE, and modacrylic dyeing

Cited by 4 publications

References 71 publications

Pyrazolo[5,1‐b]quinazolines and Their Bis‐analogues Linked to Different Spacers: Regioselective Synthesis, Antibacterial Screening and SwissADME Prediction Study

Pyrazolo[5,1‐b]quinazolines and Their Bis‐analogues Linked to Different Spacers: Regioselective Synthesis, Antibacterial Screening and SwissADME Prediction Study

A new aggregation induced emission enhancement (AIEE) dye which self-assembles to panchromatic fluorescent flowers and has application in sensing dichromate ions

Recent Advances in the Synthesis and Optical Applications of Acridine-based Hybrid Fluorescent Dyes

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