Ruthenium Arene Complexes with α‐Aminoacidato Ligands: New Insights into Transfer Hydrogenation Reactions and Cytotoxic Behaviour

Abstract

The Ru II arene complexes [Ru(η 6 -p-cymene)-(κ 2 N,O-aa)Cl] (aa = L-glutaminato, 1; L-homoserinato, 2; L-tyrosinato, 3; L-serinato, 4; L-prolinato, 5; trans-4-hydroxyl-L-prolinato, 6; L-threoninato, 7; glycinato, 8) were synthesized in high yields by the reactions of [Ru(η 6 -p-cymene)Cl 2 ] 2 with aa/MOH (M = Na, K). The salt [Ru(η 6 -p-cymene)(κ 2 N,O-L-serinato)(PPh 3 )]-[CF 3 SO 3 ], 9[CF 3 SO 3 ], was prepared in 68 % yield from 4 and AgSO 3 CF 3 /PPh 3 . All the products were fully characterized by analytical and spectroscopic methods, moreover the X-ray structures of 1 and 2 were elucidated by X-ray diffraction. Compounds 1-7 and 9[CF 3 SO 3 ] were studied as catalytic precursors for the transfer hydrogenation reaction (THR) of acetophenone, using 2-propanol or sodium formate (in water) as hydrogen [a]

New Findings in Metal Complexes with Antiproliferative Activity Containing 1,3,5‐Triaza‐7‐phosphaadamantane (PTA) and Derivative Ligands

“…[4] These complexes, generically named RAPTA (Figure 2), have been exstensively studied, inducing the broad use of the ligand PTA and its derivatives as constituent of antiproliferative and antimicrobial active metal com- plexes. [4,[21][22][23][24][25] There are valuable and very interesting examples of very active antiproliferative transition metal complexes containing ligands of the PTA family, being platinum and ruthenium among the most represented metals. [4,[21][22][23][24][25] There are valuable and very interesting examples of very active antiproliferative transition metal complexes containing ligands of the PTA family, being platinum and ruthenium among the most represented metals.…”

“…Adapted from ref. In contrast, PTAcontaining Pt II complexes [PtCl(hq)(PTA)] (18-25) {hq = 5chloro-7-iodo-8-quinolinol (18), 8-hydroxy-5-nitroquinoline (19), 5,7-dichloro-8-quinolinol (20), 5,7-diiodo-8-quinolinol (21), 5,7-dibromo-8-quinolinol (22), 5,7-dichloro-8-hydroxy-2methyl-quinoline (23), 8-hydroxyquinoline (24) and 8-quinolinethiol (25)} (Scheme 3) showed good selectivity towards cancer cells with a possible mode-of-action involving the increase of reactive oxygen species (ROS) generation and good embryo toxic profile. Complex 11 was found to be the most effective in blocking cell cycle, inducing also necrotic cell death in Multiple Myeloma (MM) cell lines.…”

“…[27] cationic [Ru(N-N)(mPTA) 2 Cl 2 ](BF 4 ) 2 {N-N = bpy (14), N-N = phen (15)} (bpy = 2,2′-bipyridyl; phen = 1,10-phenanthroline; mPTA = N-methyl-1,3,5-triaza-7-phosphaadamantane) (Scheme 2). Complex [PtCl(5,7-dibromo-8-hydroxyquinolinato)(PTA)] (22) showed to be the most promising complex for therapeutically applications. [28] Homeostasis of organisms depends on an intricate balance between cell death and renewal, which could be disrupted by diseases and external agents.…”

CpRu Complexes Containing Water Soluble Phosphane PTA and Natural Purines Adenine, Guanine and Theophylline: Synthesis, Characterization, and Antiproliferative Properties

“…The members of this family showed to be particularly effective against platinum resistant cancer cells. The excellent antiproliferative activity showed by RAPTA complexes have deeply pushed their study, , and have spread the use of PTA and its derivatives as ligands in cytotoxic metal complexes, which has been recently reviewed . These type of ligands have been showed to be useful also to obtain Ru(II)‐bipyridine and Ru(II) piano‐stool complexes with interesting antiproliferative profiles.…”

Self-Assembly Motifs of Water in Crystals of Palladium β-Amino Acid Complexes Influenced by Methyl Substitution on the Amino Acid Backbone

“…Many research teams [1][2][3] including ours [4][5][6][7] have been studying the metal complexes of amino acids, to examine both their catalytic activity as well as their biological activity. Perhaps one of the most influential investigators in this area is Wolfgang Beck whose series "Metal Complexes of Biologically Important Ligands" contains over 175 publications in a research career spanning over 50 years [1].…”