Copper-diimine coordination compounds as potential new tools in the treatment of cancer

Abstract

The usefulness of coordination metal compounds in cancer chemotherapy was firstly demonstrated by Cisplatin. As a result of an intense research on the field of copper complexes with antitumor activity, copper coordination compounds are emerging as an alternative for the development of drugs for the treatment cancer. Our research is devoted to find new metal containing drugs for the treatment of cancer. This paper summarizes our results on the study of Copper-diimine of ternary complexes and related Copper homoleptic complexes as cytotoxic agents. The studied diimines were 2,2-dipyridil-amine, bypiridine, 4,4´-2,2´bipyridine, 1,10 phenanthroline, 4-methyl-1,10 phenanthroline, 5-NO 2 -phenanthroline, neocuproine and bathophenanthroline. L-dipeptides, iminodiacetic acid or phosphines were used as coligands. Most of the complexes present higer cytotoxicity than Cisplatin. We hypothesize that the cation [Cu(diimine) ] 2+ is the active species of the complexes.

Mixed ligand copper(ii)-diimine complexes of 2-formylpyridine-N4-phenylthiosemicarbazone: diimine co-ligands tune thein vitronanomolar cytotoxicity

“…In addition, certain mixed ligand Cu(II) complexes have entered clinical trials for various cancer types. 35,36 In the present study, prompted by our above success, we have isolated mixed ligand copper(II) complexes of the type [Cu (L)(diimine)](ClO 4 ) (1)(2)(3)(4)(5)(6), where the primary ligand HL is 2-formylpyridine-N 4 -phenylthiosemicarbazone and the co-ligand diimine is 2,2′-bipyridine (bpy, 1), 4,4′-dimethyl-2,2′-bipyridine (dmbpy, 2), 1,10-phenanthroline ( phen, 3), 5,6-dimethyl-1,10phenanathroline (5,6-dmp, 4), 3,4,7,8-tetramethyl-1,10-phenanthroline (3,4,7,8-tmp, 5) or dipyrido-[3,2-f:2′,3′-h]quinoxaline (dpq, 6) (Fig. 1), and illustrated their nanomolar cytotoxicity with the help of their DNA binding affinities and cleavage potentials.…”

“…In addition, certain mixed ligand Cu( ii ) complexes have entered clinical trials for various cancer types. 35,36…”

Copper(II) Phenanthroline-Based Complexes as Potential AntiCancer Drugs: A Walkthrough on the Mechanisms of Action

“…Facchin et al have been focusing on the design and synthesis of ternary Cu(II) complexes bearing phen-based molecules and L-dipeptides [ 55 ]. For instance, compounds of general formula [Cu(L-dipeptide)(phen)]·nH 2 O ( Figure 18 ) have been screened for anticancer activity in cervical (Hela), breast (MCF-7) and lung (A-549) cancer cells showing anticancer potencies in the micromolar concentration range [ 56 ].…”

Computational studies of the CuAAC reaction mechanism with diimine and phosphorus ligands for the synthesis of 1,4-disubstituted 1,2,3-triazoles

“…Practically, the amino ligands are the most used in CuAAC reactions; for example, the ligand tris(benzyltriazolylmethyl)amine (TBTA) has been shown to be very efficient in increasing the rate of CuAAC reactions. 22 In addition to nitrogen-based ligands, other ligands containing oxygen, phosphorus, 23,24 sulfur, 25 carbon, 26 and others 27–30 as donor atoms have been reported.…”