A series of Ruthenium compounds, which contain pyrrole 2-carboxylic acid (HL1) or 2-pyrrole carboxaldehyde (HL2), have been selectively synthesized. The reaction between [Ru(H)2(CO)(PPh3)3], 1, and HL1 results in the formation of homoleptic k2(O,O)-[Ru(H)(CO)L2(PPh3)2], 2. Thus under prolonged CH3CN refluxing treatment, compound 2 undergoes a transformation, leading to the stable neutral solvento-pyrrolide species k2(N,O)-[Ru(CH3CN)(CO)(L1))(PPh3)2], 3. This transformation promotes an unusual conversion from O,O- to N,O- chelate fashion mode. On the other hand, the reaction between 1 and HL2 yields two distinct diastereoisomers of the type k2(N,O)-[Ru(H)(CO)L2(PPh3)2], namely 4 and 5. However, by optimizing the experimental conditions, both compounds 4 and 5 have been selectively obtained. The structures of the pyrrolyl-derivatives have been characterized using single crystal X-ray diffraction, and their purity has been assessed from ESI-MS, NMR and IR analyses. Promising biological activities have been investigated for complexes by antibacterial tests, conducted on Gram-positive and Gram-negative bacteria. Further, detailed information concerning anticancer properties of the complexes have been inferred through antiproliferative tests on human cancer cell lines.
Synthesis and Biological Investigations on Ruthenium Complexes Bearing Pyrrole Derivatives
S. BORDONI;G. Drius
2023
Abstract
A series of Ruthenium compounds, which contain pyrrole 2-carboxylic acid (HL1) or 2-pyrrole carboxaldehyde (HL2), have been selectively synthesized. The reaction between [Ru(H)2(CO)(PPh3)3], 1, and HL1 results in the formation of homoleptic k2(O,O)-[Ru(H)(CO)L2(PPh3)2], 2. Thus under prolonged CH3CN refluxing treatment, compound 2 undergoes a transformation, leading to the stable neutral solvento-pyrrolide species k2(N,O)-[Ru(CH3CN)(CO)(L1))(PPh3)2], 3. This transformation promotes an unusual conversion from O,O- to N,O- chelate fashion mode. On the other hand, the reaction between 1 and HL2 yields two distinct diastereoisomers of the type k2(N,O)-[Ru(H)(CO)L2(PPh3)2], namely 4 and 5. However, by optimizing the experimental conditions, both compounds 4 and 5 have been selectively obtained. The structures of the pyrrolyl-derivatives have been characterized using single crystal X-ray diffraction, and their purity has been assessed from ESI-MS, NMR and IR analyses. Promising biological activities have been investigated for complexes by antibacterial tests, conducted on Gram-positive and Gram-negative bacteria. Further, detailed information concerning anticancer properties of the complexes have been inferred through antiproliferative tests on human cancer cell lines.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
