Palladium polypyridyl complexes: synthesis, characterization, DNA interaction and biological activity on Leishmania (L.) mexicana

Navarro, Maribel; Betancourt, Adelmo; Hernández, Clara; Marchán, Edgar

doi:10.1590/s0103-50532008000700018

Cited by 28 publications

(17 citation statements)

References 26 publications

(27 reference statements)

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“…21,56 Studies on the mechanism of action of cyclopalladated complexes 1-4 against both L. amazonensis and T. cruzi are underway, and so are the tests with other T. cruzi strains, due to genetic variability, to determine if our compounds may be following the similar mechanisms of action reported in the literature.…”

Section: Resultsmentioning

confidence: 97%

“…[18][19][20] The emergence of drug resistance in tropical diseases has led to alternatives to chloroquine and its analogues, such as metallocene derivatives for the treatment of malaria. 19,20 Several scaffolds of metal complexes containing palladium, platinum, gold, iridium, rhodium, osmium and iron have shown leishmanicidal [18][19][20][21] and trypanocidal 22,23 activity. For palladium compounds, it was recently verified that a cyclopalladated complex showed a high selectivity index with trypanocidal activity in the treatment of Chagas disease.…”

Section: Introductionmentioning

confidence: 99%

“…19,20 Several scaffolds of metal complexes containing palladium, platinum, gold, iridium, rhodium, osmium and iron have shown leishmanicidal [18][19][20][21] and trypanocidal 22,23 activity. For palladium compounds, it was recently verified that a cyclopalladated complex showed a high selectivity index with trypanocidal activity in the treatment of Chagas disease.…”

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confidence: 99%

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Antiprotozoal Activity of the Cyclopalladated Complexes AgainstLeishmania amazonensisandTrypanosoma cruzi

Velásquez¹,

Souza²,

Passalacqua³

et al. 2015

Journal of the Brazilian Chemical Society

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The present study describes the antiprotozoal activities of four cyclopalladated compounds, [Pd(dmba)(μ-Cl)] 2 , [Pd(dmba)(NCO)(isn)], [Pd(dmba)(N 3 )(isn)] and [Pd(dmba)(μ-NCO)] 2 , (dmba: N,N'-dimethylbenzylamine and isn: isonicotinamide), against the diseases leishmaniasis (Leishmania amazonensis and Leishmania infantum), Chagas disease (Trypanosoma cruzi) and human African trypanosomiasis (Trypanosoma brucei). [Pd(dmba)(μ-NCO)] 2 exhibited good leishmanicidal and trypanocidal activities against L. amazonensis and T. cruzi intracellular amastigote forms, with a 50% inhibitory concentration (IC 50 ) value of less than 9 μM and selectivity indexes of 14.47 and 28.42, respectively. Stability essays were conducted in phosphate buffer saline (PBS) pH 7.0 and showed that [Pd(dmba)(μ-NCO)] 2 is the most stable molecule. These findings indicate that this compound presented higher selectivity for these parasites than the other tested compounds. The data presented here suggest that this compound should be considered in the development of new and more potent drugs for the treatment of leishmaniasis and Chagas disease. 7 Pentavalent antimonial drugs are the most frequently prescribed treatments for leishmaniasis. 8 The main adverse effects that occur in systemic administration of these antimonials are arthralgias, myalgias, anorexia, and nausea, and other serious side effects include pancreatitis, liver-enzyme abnormalities, cardiac malfunctions and severe renal toxic effects. Other drugs, such as amphotericin B, pentamidine and miltefosine, are second choice drugs but they also produce side effects that can endanger the patient's life. KeywordsTrypanosoma cruzi is the causative agent of Chagas disease, which is present mainly in Latin America but also in North America. [10][11][12] Nifurtimox and benznidazole are the only drugs available to treat patients in the acute phase of the disease.13,14 However, these drugs are not Velásquez et al. 1033 Vol. 27, No. 6, 2016 effective against the chronic phase of the disease, and they present multiple side effects, from dermatitis to bone marrow depression. 15 HAT is caused by Trypanosoma brucei gambiense and Trypanosoma brucei rhodesiense. 16Treatment of the hemolymphatic stage of HAT relies on suramin and pentamidine. In the meningoencephalitis stage, melarsoprol, a highly toxic arsenic-based drug that is effective against both T. b. gambiense and T. b. rhodesiense is used. Eflornithine is useful only against T. b. gambiense. An eflornithine/nifurtimox combined therapy has been used, but this also causes several side effects.17 In summary, the conventional drugs that have been employed to treat these diseases are antiquated, have high toxicity and are ineffective due to drug resistance. Therefore, is critical to develop new drugs for the treatment of these trypanosomiases.The use of transition metal-based drugs is increasing significantly in the therapy of cancer and tropical diseases; in fact, many organometallic compounds have been designed to specifically bind to a well-d...

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Section: Resultsmentioning

confidence: 97%

Section: Introductionmentioning

confidence: 99%

mentioning

confidence: 99%

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Antiprotozoal Activity of the Cyclopalladated Complexes AgainstLeishmania amazonensisandTrypanosoma cruzi

Velásquez¹,

Souza²,

Passalacqua³

et al. 2015

Journal of the Brazilian Chemical Society

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“…[1][2][3] Specifically, ruthenium(II) complexes coordinated with phenazine and quinoxaline derivatives can bind to DNA through intermolecular forces. The important interactions between the complexes and DNA are electrostatic binding, non-covalent intercalation via π-stacking interactions and grooving, leading to hindrance of vital biological functions due to alterations in the tertiary structure of the DNA.…”

Section: Introductionmentioning

confidence: 99%

“…Recently, we have synthesized several classes of phosphine ruthenium(II) complexes with N-heterocyclic ligands and we have evaluated their cytotoxicity against tumor cancer cells, in which promising results have been obtained. 11,12 Therefore, as part of our ongoing research to obtain new compounds with potential cytotoxic effects, three neutral complexes were obtained with the general formula [RuCl 2 (P-P)(dpqQX)], where P-P is dppb (1,4-bis(diphenylphosphino)butane) or (PPh 3 ) 2 (triphenylphosphine) and dpqQX = dipyrido[3,2-a:2',3'-c] quinoxaline [2,3-b]quinoxaline, a planar heteroaromatic ligand with high electronic conjugation. Also, an ionic compound ct-[RuCl(CO)(dppb)(dpqQX)]PF 6 was synthesized by exchange of a chorine trans to phosphorus to one carbonyl ligand (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

Polypyridyl Ruthenium Complexes: Novel DNA-Intercalating Agents against Human Breast Tumor

Barolli¹,

Corrêa²,

Miranda³

et al. 2017

J. Braz. Chem. Soc.

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This paper describes a new series of four DNA-intercalating agents with promising anticancer activities, based on ruthenium(II) with the planar ligand dpqQX (dpqQX = dipyrido[3,2-a:2',3'-c] quinoxaline [2,3-b] quinoxaline). The complexes identified as trans-[RuCl(dppb = 1,4-bis(diphenylphosphine)butane and PPh 3 = triphenylphosphine) were characterized by 31 P{ 1 H} nuclear magnetic resonance (NMR) and infrared spectroscopies, cyclic voltammetry, molar conductance measurements, elemental analysis, mass spectrometry and X-ray diffraction analysis for complex ct-[RuCl 2 (PPh 3 ) 2 (dpqQX)]. Their in vitro cytotoxic activities against MDA-MB-213 and MCF-7 breast cancer cells were evaluated and compared with normal L-929 cells. Low drug concentration at which 50% of the cells are viable relative to the control (IC 50 ) values were obtained for all four complexes compared with a reference metallodrug, cisplatin. In addition, DNA affinity studies from titrations, as well as the images obtained by atomic force microscopy (AFM) involving pBR322 plasmid DNA, suggest interactions between the metal complexes and the DNA macromolecule, in which they act as intercalating agents. The intercalation of the complexes with DNA was confirmed by viscosity measurements.

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Promising sensitizers for dye sensitized solar cells: A comparison of Ru(II) with other earth's scarce and abundant metal polypyridine complexes

Sen

Groß

2019

Int J of Quantum Chemistry

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There has recently been a growing interest in dye sensitized solar cells (DSSCs) based on ruthenium metal, but due to the scarcity and high price of ruthenium, design of better and cheaper light adsorbent dyes based on more abundant metal ions is one of the key issues for future development of the DSSCs. Using density functional theory (DFT) and time‐dependent DFT we have studied the properties of new and abundant metal ion‐based polypyridyl dyes for p‐type DSSCs and compared with ruthenium and other scarce metal ions. Molecular geometries, electronic structures, and optical absorption spectra have been calculated using an implicit solvent corresponding to acetonitrile. The calculated fair light harvesting efficiency, high hole injection efficiency and Gibbs free energy for the hole injection and longer excited state lifetime (important for reflecting the efficiency of solar cells) for the new abundant metal ions (V3+ and Cr2+) based dyes could provide promising sensitizers for efficient next generation DSSC's for p‐SC.

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Palladium polypyridyl complexes: synthesis, characterization, DNA interaction and biological activity on Leishmania (L.) mexicana

Cited by 28 publications

References 26 publications

Antiprotozoal Activity of the Cyclopalladated Complexes AgainstLeishmania amazonensisandTrypanosoma cruzi

Antiprotozoal Activity of the Cyclopalladated Complexes AgainstLeishmania amazonensisandTrypanosoma cruzi

Polypyridyl Ruthenium Complexes: Novel DNA-Intercalating Agents against Human Breast Tumor

Promising sensitizers for dye sensitized solar cells: A comparison of Ru(II) with other earth's scarce and abundant metal polypyridine complexes

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