8-Hydroxyquinoline derived p-halo N4-phenyl substituted thiosemicarbazones: Crystal structures, spectral characterization and in vitro cytotoxic studies of their Co(III), Ni(II) and Cu(II) complexes

Transition Metal Complexes of Thiosemicarbazides, Thiocarbohydrazides, and Their Corresponding Carbazones with Cu(I), Cu(II), Co(II), Ni(II), Pd(II), and Ag(I)—A Review

“…In 2021, V. K. Revankar et al [ 104 ] reported that 8-hydroxyquinoline derived p -halo N 4 -phenyl substituted thiosemicarbazones 101a – c (i.e., prepared from a reaction of 2-formyl-8-hydroxyquinolines 102 with aryl thiosemicarbazides 11b,k , l ) formed various structures of metal complexes 103a – c and 104a – c with Cu(III), Ni(II) and Co(II), respectively ( Scheme 51 ). The various physicochemical investigations of the synthesized complexes reveal metal to ligand stoichiometry to be 1:2 in Co(III) complexes and 1:1 in Ni(II) and Cu(II) complexes.…”

“…The Co(III) complexes of fluoro and bromo derivatives of ligands have displayed remarkable results with a roughly two-fold increase in their activity in correlation to the standard drug, Paclitaxel. Moreover, the fluorescence microscopy images of cells stained with acridine orange-ethidium bromide suggest an apoptotic mode of cell death [ 104 ].…”

Discovery of thirteen cobalt(ii) and copper(ii) salicylaldehyde Schiff base complexes that induce apoptosis and autophagy in human lung adenocarcinoma A549/DDP cells and that can overcome cisplatin resistance in vitro and in vivo

“…1–8 As such, they are considered valuable alternatives to Pt-based drugs. 1–8 To date, several Co- and Cu-based complexes including 4′- p -tolyl-(2,2′:6′,2′′- terpyridyl)triphenyl phosphonium bromide Cu( ii ), 1 morpholine-(iso)thiosemicarbazone Cu( ii ), 9 Cu II (thiosemi-carbazonato)Cl, 10 2-pyridylketonethiosemicarbazone Cu( ii ), 11 piperidylthiosemicarbazone Cu( ii ), 12 dasatinib Cu( ii ), 13 pyrrolizine Cu( ii ), 14 S-substituted dithiocarbazate Schiff-base Cu( ii ), 15 GSH-depleted bimetallic Cu( ii ), 16 thiosemicarbazone Cu( ii ), 17,18 carbohydrazone Cu( ii ), 19 Cu( ii ), and Co( ii ) phenanthroline, 20–25 oxygen-donor-rich-ligand Co( ii ) and Cu( ii ), 26,27 8-hydroxy-quinoline Co( iii ) and Cu( ii ), 28,29 oxoisoaporphine Co( ii ), 30 2,2′-bipyridine derivative Co( ii ) and Cu( ii ), 31–37 and tris(2-pyridylmethyl)amine-activated Co( ii ) and Cu( ii ) complexes, 38–42 among others, 43–46 have been proposed as antitumor agents that are as effective as cisplatin and its analogs. 1–8 However, none of these proposed drugs has been approved for clinical use.…”

Synthesis, structure and anticancer activities of Cd(II), Cu(II) and Pd(II) complexes with 5,7‐dichloro‐8‐hydroxylquinoline‐2‐carboxaldehyde‐4‐chloro‐2‐aminothiophenol

“…in recent years. [4][5][6][7][8] 8-hydroxyquinoline which is a classical bidentate ligand, has long received considerable critical attention in a wide range of fields. For example, complexes of 8-hydroxyquinoline with Al(III) are applied in OLEDs; [9] complexes of Ru(II) with 8-hydroxyquinoline-thiosemicarbazone derivatives are found to exhibit excellent catalytic activity for the reaction converting aldehyde to amide and oxidation alkane to alcohol and ketone; [10] many complexes of 8-hydroxyquinoline and their derivatives with d-block metals like Co(II), Zn(II), Cu(II), Pt(II), Co(III) showed high anticancer activities, [2,[5][6][7][8] in which the most remarable are complexes containing halo (nitro)-substituted 8quinolinoline derivatives.…”

“…[4][5][6][7][8] 8-hydroxyquinoline which is a classical bidentate ligand, has long received considerable critical attention in a wide range of fields. For example, complexes of 8-hydroxyquinoline with Al(III) are applied in OLEDs; [9] complexes of Ru(II) with 8-hydroxyquinoline-thiosemicarbazone derivatives are found to exhibit excellent catalytic activity for the reaction converting aldehyde to amide and oxidation alkane to alcohol and ketone; [10] many complexes of 8-hydroxyquinoline and their derivatives with d-block metals like Co(II), Zn(II), Cu(II), Pt(II), Co(III) showed high anticancer activities, [2,[5][6][7][8] in which the most remarable are complexes containing halo (nitro)-substituted 8quinolinoline derivatives. For examples, complexes of Co(II) containing brommo (nitro)-8-quinolinoline derivatives and pyridine; [6] complexes of Zn(II), Cu(II) with 5,7-dihalo-substituted-8-quinolinoline [7] ; and in our previous works, complexes of platinum (II) bearing 5,7-dichloro-8-quinolinoline [2] exhibit high activities on human cancer cells with most IC50 values lower than those of cisplatin.…”