
Molecules, Год журнала: 2024, Номер 30(1), С. 83 - 83
Опубликована: Дек. 29, 2024
Azulene-1,3-bis(semicarbazone), 1, and azulene-1,3-bis(thiosemicarbazone), 2, were synthesized by the acid-catalyzed condensation reactions of semicarbazide thiosemicarbazide, respectively, with azulene-1,3-dicarboxaldehyde in stoichiometric amounts. Compounds 1 2 identified high-resolution mass spectrometry characterized IR, 1H-NMR, 13C-NMR, UV-vis spectroscopic techniques. Crystal structure determination azulene-1,3-bis(thiosemicarbazone) shows that thiosemicarbazone units exhibit a syn-closed conformation, both arms oriented same direction adopting an E configuration respect to imine linkages. Both hydrazones are redox active showed fluorescence emission at 450 nm upon excitation 350 nm. The bis-semicarbazone no affinity for anions nor mercury(II) metal cation. Instead, bis-thiosemicarbazone lower chloride anions, but enhanced binding/poisoning Hg2+ ions. compounds tested against osteosarcoma MG63 cell lines, exhibiting low antiproliferative activity comparable IC50 values 473.08 μM 472.40 respectively. Despite this limited effect, further analysis using propidium iodide staining revealed concentration-dependent decrease viability, high concentrations inducing marked reduction number, accompanied morphological changes characteristic apoptosis necrosis.
Язык: Английский