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Effect of Electronic and Steric Properties of 8-substituted Quinolines in gold(III) Complexes: Synthesis, Electrochemistry, Stability, Interactions and Antiproliferative Studies

Effect of Electronic and Steric Properties of 8-substituted Quinolines in gold(III) Complexes: Synthesis, Electrochemistry, Stability, Interactions and Antiproliferative Studies

Antonio Casado-Sánchez, Cecilia Martín-Santos, José M Padrón, Rubén Mas-Ballesté, Carmen Navarro-Ranninger, José Alemán, Silvia Cabrera

J Inorg Biochem. 2017 Sep;174:111-118.

PMID: 28662405

Abstract:

In this work the synthesis and characterization of new gold(III) complexes with quinoline ligands are described. These complexes contain different steric and electronic properties of the donor atom at 8-position of the quinoline in order to modulate their stability and their biological activity. Their redox potential, stability in organic and aqueous solvents, and their biological activity in a panel of six different human tumor cell lines are also presented. In addition, interaction studies of the complexes with model biological molecules (pBR322 and L-acetyl-N-cysteine) were carried out, suggesting that their main target are proteins. From these studies, we have found that the gold(III) complex with an N-tosyl-8-aminoquinoline ligand is the most active complex in all the tumor cell lines, including the cisplatin resistant T-47D and WiDr cell lines. Moreover, this complex showed to be the most stable compound in DMSO and saline solution, even after several hours.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP1019640335	Sitamaquine tosylate		1019640-33-5	Price

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