Preparation of the library of fluorescent aromatic aminophosphonate phenyl and benzyl esters

Górniak, Michał Górny vel; Kafarski, Paweł

doi:10.1080/10426507.2015.1094658

Cited by 8 publications

(2 citation statements)

References 7 publications

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“…Additionally, these compounds, both natural and synthetic, have been extensively studied for their potential applications as lubricating additives [ 22 ], antioxidants [ 23 ], sorbents [ 24 , 25 ], and corrosion inhibitors [ 26 , 27 ]. Furthermore, α-aminophosphonates derived from aromatic amines, including benzene, naphthalene, anthracene, pyrene, and phenanthrene, as well as bis-aminophosphonates with anthracene rings, have been explored for their fluorescent properties [ 28 , 29 , 30 , 31 , 32 , 33 ].…”

Section: Introductionmentioning

confidence: 99%

A Comparative Study of New Fluorescent Anthraquinone and Benzanthrone α-Aminophosphonates: Synthesis, Spectroscopy, Toxicology, X-ray Crystallography, and Microscopy of Opisthorchis felineus

Maļeckis,

Cvetinska,

Kirjušina

et al. 2024

Molecules

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In this research, we explore the synthesis of and characterize α-aminophosphonates derived from anthraquinone and benzanthrone, focusing on their fluorescence properties and potential applications in confocal laser scanning microscopy (CLSM). The synthesized compounds exhibit notable solvatochromic behavior, emitting fluorescence from green to red across various solvents. Spectroscopic analysis, including 1H-, 13C-, and 31P-NMR, FTIR, and mass spectrometry, confirms the chemical structures. The compounds’ toxicity is evaluated using etiolated wheat sprouts, revealing varying degrees of impact on growth and oxidative damage. Furthermore, the study introduces these α-aminophosphonates for CLSM imaging of the parasitic flatworm Opisthorchis felineus, demonstrating their potential in visualizing biological specimens. Additionally, an X-ray crystallographic study of an anthraquinone α-aminophosphonate provides valuable structural insights.

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Section: Introductionmentioning

confidence: 99%

A Comparative Study of New Fluorescent Anthraquinone and Benzanthrone α-Aminophosphonates: Synthesis, Spectroscopy, Toxicology, X-ray Crystallography, and Microscopy of Opisthorchis felineus

Maļeckis,

Cvetinska,

Kirjušina

et al. 2024

Molecules

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“…Another important class of hetero compounds forms phosphonates [3] . α‐Hydroxy phosphonates have attracted great attention as they are biologically active and valuable synthetic precursors for the synthesis of related organophosphonates such as α‐aminophosphonates, alkoxy‐ and acyloxy‐phosphonates, ketophosphonates and halophosphonates [4–9] . Moreover, bis‐α‐hydroxy phosphonates can be used as excellent candidates as diol monomers for the synthesis of phosphorus‐containing polymers with flame retardant properties [10–12] …”

Section: Introductionmentioning

confidence: 99%

Enzyme Inhibition Properties and Molecular Docking Studies of 4‐Sulfonate Containing Aryl α‐Hydroxyphosphonates Based Hybrid Molecules

Şahin

Bingöl

Onur

et al. 2022

Chemistry & Biodiversity

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In this study, a series of new hybrid molecules containing two important functional groups on the same skeleton were designed. 4‐Hydroxybenzaldehyde and its two different derivatives were converted into their respective sulphonates by interacting with tosylchloride and methanesulfonyl chloride. Then, the desired molecules were synthesized by adding diethoxyphosphonate to the aldehyde group. Also, novel synthesis of hybrid compounds (4a–c and 5a–c) were tested toward some metabolic enzymes like carbonic anhydrase I and II isoenzymes (hCA I and hCA II) and acetylcholinesterase (AChE) enzyme. The synthesis of hybrid compounds (4a–c and 5a–c) showed Ki values of in range of 25.084±4.73‐69.853±15.19 nM against hCA I, 32.325±1.67–82.761±22.73 nM against hCA II and 1.699±0.25 and 3.500±0.91 nM against AChE. For these compounds, compound 4c showed maximum inhibition effect against hCA I and hCA II isoenzymes and compound 5b showed maximum inhibition effect against AChE enzyme. By performing docking studies of the most active compounds for their binding modes and interactions were determined.

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Novel anthraquinone α-aryl-α-aminophosphonates: Synthesis, spectroscopy and imaging by confocal laser scanning microscopy of trematode Opisthioglyphe ranae

Maļeckis¹,

Cvetinska²,

Griškjāns³

et al. 2023

Journal of Photochemistry and Photobiology A: Chemistry

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Preparation of the library of fluorescent aromatic aminophosphonate phenyl and benzyl esters

Cited by 8 publications

References 7 publications

A Comparative Study of New Fluorescent Anthraquinone and Benzanthrone α-Aminophosphonates: Synthesis, Spectroscopy, Toxicology, X-ray Crystallography, and Microscopy of Opisthorchis felineus

A Comparative Study of New Fluorescent Anthraquinone and Benzanthrone α-Aminophosphonates: Synthesis, Spectroscopy, Toxicology, X-ray Crystallography, and Microscopy of Opisthorchis felineus

Enzyme Inhibition Properties and Molecular Docking Studies of 4‐Sulfonate Containing Aryl α‐Hydroxyphosphonates Based Hybrid Molecules

Novel anthraquinone α-aryl-α-aminophosphonates: Synthesis, spectroscopy and imaging by confocal laser scanning microscopy of trematode Opisthioglyphe ranae

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