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

MOLECULES(2024)

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摘要
In this research, we explore the synthesis of and characterize alpha-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 H-1-, C-13-, and P-31-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 alpha-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 alpha-aminophosphonate provides valuable structural insights.
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关键词
fluorescence,solvatochromism,aminophosphonate,benzanthrone,anthraquinone,Kabachnik-Fields reaction,one-pot reaction,crystal structure,toxicology,confocal laser scanning microscopy
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