Synthesis and Anticancer Activity of Gold(I)-Chloroquine Complexes

Abstract

Two new gold(I) -chloroquine complexes, Au(CQ)(Cl) (<strong>1</strong>) and Au(CQ)(tgta) (<strong>2</strong>), were prepared and their most probable structure were established through a combination of different spectroscopic and analytical techniques. Their interaction with two important targets of action, DNA and thioredoxin reductase (TrxR), were nvestigated. These studies showed that complexes <strong>1</strong> and <strong>2</strong> displayed two types of interaction with DNA, covalent binding through the metal center, and additionally a non-covalent interaction that is electrostatic in the case of complex <strong>1</strong>, but intercalative for complex <strong>2</strong>, which is similar to that displayed by free CQ. The experimental data indicated that these gold-CQ complexes also possess the ability to inhibit TrxR. These results led us to test their cytotoxicity against 6 tumor cell lines. The complexes displayed cytotoxic activity against the PC-3, SKBR-3, HT-29, LoVo and B16/BL6 lines. These finding suggest that gold(I)-CQ compounds, particularly [Au(CQ)(PPh<sub>3</sub>)]PF<sub>6</sub>, are promising chemotherapeutic alternatives in the search of anticancer agents.

Cytotoxicity of Ru(II) piano–stool complexes with chloroquine and chelating ligands against breast and lung tumor cells: Interactions with DNA and BSA

“…Only the complexes 2, 5 and 7 show cytostatic effects at doses appreciably lower in comparison with cisplatin, chloroquine and doxorubicin under the same conditions. Interestingly, the complex 7 was the most active, with an of CQ enhances the biological activity of the metal complexes, as reported previously[6,8]. Under an inverted microscope, cell shape and changes in it can be observed clearly.…”

“…ACCEPTED MANUSCRIPT 8 [RuCl(η 6 -C 10 H 14 )(4,4'-t-dibuthyl-2,2'-bipyridine)]PF 6 (5). Orange solid, yield 340 mg (78%).…”

Interaction of Di-2-pyridylketone 2-pyridine Carboxylic Acid Hydrazone and Its Copper Complex with BSA: Effect on Antitumor Activity as Revealed by Spectroscopic Studies

“…These metal chelators, especially copper chelates, possess enhanced biological activity compared to the non-chelating drugs. Mechanistic studies have revealed that the difference is at least partially related to the redox features of the copper complexes [5,8,9]. However, information related to the effect of the interactions of metal chelating agents with biological molecules, such as human serum albumin (HSA) or bovine serum albumin (BSA) and DNA and their contribution to cytotoxicity has received limited attention.…”

Redox cycling of a copper complex with benzaldehyde nitrogen mustard-2-pyridine carboxylic acid hydrazone contributes to its enhanced antitumor activity, but no change in the mechanism of action occurs after chelation

“…Many drugs used in the clinic have potent chelating ability, such as doxorubicin, ciprofloxacin, mercaptopurine and chloroquine, and have been shown to form metal complexes in vitro or in vivo (7)(8)(9). In vitro studies have demonstrated that the formed metal complexes exhibit enhanced (synergism) antitumor activity (10), indicating that their cytotoxicity at least partially is related to their metal chelating ability.…”