A Comparative Study of New Fluorescent Anthraquinone and Benzanthrone α-Aminophosphonates: Synthesis, Spectroscopy, Toxicology, X-ray Crystallography, and Microscopy of Opisthorchis felineus
Molecules
2024
Armands Maļeckis,
Marija Cvetinska,
Muza Kirjušina,
Ligita Mežaraupe,
Sanita Kecko,
Inese Gavarāne,
Vladimir Kiyan,
Lyudmila Lider,
Veronika Pavlova,
Marina Savicka,
Sergejs Beļakovs,
Jeļena Kirilova
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.
Atslēgas vārdi
fluorescence; solvatochromism; aminophosphonate; benzanthrone; anthraquinone; Kabachnik–Fields reaction; one-pot reaction; crystal structure; toxicology; confocal laser scanning microscopy
DOI
10.3390/molecules29051143
Hipersaite
https://www.mdpi.com/1420-3049/29/5/1143
Maļeckis, A., Cvetinska, M., Kirjušina, M., Mežaraupe, L., Kecko, S., Gavarāne, I., Kiyan, V., Lider, L., Pavlova, V., Savicka, M., Beļakovs, S., Kirilova, J. A Comparative Study of New Fluorescent Anthraquinone and Benzanthrone α-Aminophosphonates: Synthesis, Spectroscopy, Toxicology, X-ray Crystallography, and Microscopy of Opisthorchis felineus. Molecules, 2024, Vol. 29, No. 5, Article number 1143. e-ISSN 1420-3049. Available from: doi:10.3390/molecules29051143
Publikācijas valoda
English (en)