AI Article Synopsis

  • Current cancer and leishmaniasis treatments have issues like low specificity, high costs, and drug resistance, highlighting the need for new therapies.
  • Novel gold(I) complexes were synthesized and tested, showing promising anticancer and antileishmanial activities, particularly against specific cancer cell lines and Leishmania infantum.
  • The study found that triethylphosphine gold(I) complexes outperformed triphenylphosphine derivatives, indicating their potential for further research into drug resistance mechanisms and efficacy in treating these diseases.

Article Abstract

The current anticancer and antileishmanial drug arsenal presents several limitations concerning their specificity, efficacy, costs and the emergence of drug-resistant cells lines, which encourages the urgent need to search for new alternatives. Inspired by the fact that gold(I)-based compounds are promising antitumoral and antileishmanial drug candidates, we synthesized novel gold(I) complexes containing phosphine and 5-phenyl-1,3,4-oxadiazole-2-thione and evaluated their anticancer and antileishmanial activities. Synthesis was performed by reacting 5-phenyl-1,3,4-oxadiazole-2-thione derivatives with chloro(triphenylphosphine)gold(I) and chloro(triethylphosphine)gold(I). The novel compounds were characterized by infrared, Raman, H, C nuclear magnetic resonance, high-resolution mass spectra, and x-ray crystallography. The coordination of the ligands to gold(I) occurred through the exocyclic sulfur atom. All gold(I) complexes were active at low micromolar or nanomolar range with IC values ranging from <0.10 to 1.66 μM against cancer cell lines and from 0.9 to 4.2 μM for Leishmania infantum intracellular amastigotes. Compound (6-A) was very selective against murine melanoma B16F10, colon cancer CT26.WT cell lines and L. infantum intracellular amastigotes. Compound (7-B) presented the highest anticancer activity against both cancer cell lines while the promising antileishmanial lead was compound (6-A). Tiethylphosphine gold(I) complexes were more active than the conterparts triphenylphosphine derivatives for both anticancer and antileishmanial activities. Triethylphosphine gold(I) derivatives presented antimony cross-resistance in L. guyanensis demonstrating their potential to be used as chemical tools to better understand mechanisms of drug resistance and action. These findings revealed the anticancer and antileishmanial potential of gold(I) oxadiazole phosphine derivatives.

Download full-text PDF

Source
http://dx.doi.org/10.1016/j.ejmech.2016.10.052DOI Listing

Publication Analysis

Top Keywords

goldi complexes
12
anticancer antileishmanial
12
novel goldi
8
antileishmanial drug
8
complexes 5-phenyl-134-oxadiazole-2-thione
4
5-phenyl-134-oxadiazole-2-thione phosphine
4
phosphine potential
4
potential anticancer
4
antileishmanial
4
antileishmanial agents
4

Similar Publications

Gold(I) complexes bearing EGFR-inhibiting ligands as anti-HCC agents through dual targeting of EGFR and TrxR.

Eur J Med Chem

December 2024

Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, School of Medicine, Nanjing University of Chinese Medicine, Nanjing, 210023, PR China. Electronic address:

Overexpression of epidermal growth factor receptor (EGFR) and thioredoxin reductase (TrxR) are commonly associated with an adverse prognosis in hepatocellular carcinoma (HCC). This makes them key targets for the treatment of HCC. Studies have shown that the clinical efficacy of the EGFR tyrosine kinase inhibitor gefitinib alone in treating HCC is limited.

View Article and Find Full Text PDF

Five new crystalline gold(I) complexes β-Au(μ-dppm)Br·2CHCl (), [Au(μ- dppm)Br]Br·2CHCl (), [Au(μ-dppm)Br](PF) (), [Au(μ-dppm)Cl](BPh)·3CHCl () and [Au(μ-dppm)]Cl(AsF)·2CHCl () (where dppm is bis(diphenylphosphino)methane) have been prepared and structurally characterized by single crystal X-ray diffraction. Colorless β-Au(μ-dppm)Br·2CHCl () has centrosymmetric structure with two three-coordinate gold(I) ions held in close proximity by the dppm ligands. Crystals of [Au(μ- dppm)Br]Br·2CHCl (), [Au(μ-dppm)Br](PF) (), and [Au(μ-dppm)Cl](BPh)·3CHCl () have a cation with an unusual arrangement that binds a two-coordinate gold(I) ion to a three-coordinate gold(I) ion through an aurophilic interaction.

View Article and Find Full Text PDF

The Noncovalent Interaction in Dinuclear Bridged Gold(I) Complexes: A Theoretical Study.

J Phys Chem A

December 2024

Facultad de Ciencias, Departamento de Químicas, Universidad de Chile, Casilla 653, Santiago 1025000, Chile.

We present a study of the cooperative nature of the forces dominating the interaction between gold atoms and aryl-aryl stacking. For this purpose, we modeled a series of complexes of the type dpm(AuR) (dpm= bis(phoshino)methane; R = -CH, -CF, -CCl, and -Cl). The models were calculated at the MP2, CCSD(T), and DFT-D3(BJ) (PBE and TPSS) levels of theory.

View Article and Find Full Text PDF

Rationalizing the impact of oxidation states of Au-based complexes on function require synthetic strategies that allow for conserved molecular formula in Au(I) and their Au(III) counterparts. Oftentimes achieving Au(I) and Au(III) coordination complexes with the same ligand system is challenging due to the reactivity and stability of the starting Au(I) or Au(III) starting materials. Thus, attempts to study the impact of oxidation state on biological function has been elusive.

View Article and Find Full Text PDF

The templating properties of a diaza-nickel--dithiolate towards triphenylphosphine gold(I), yielding a [Ni(NS)·2Au(PPh)] complex (T. A. Pinder, S.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!

A PHP Error was encountered

Severity: Notice

Message: fwrite(): Write of 34 bytes failed with errno=28 No space left on device

Filename: drivers/Session_files_driver.php

Line Number: 272

Backtrace:

A PHP Error was encountered

Severity: Warning

Message: session_write_close(): Failed to write session data using user defined save handler. (session.save_path: /var/lib/php/sessions)

Filename: Unknown

Line Number: 0

Backtrace: