Gold(III) complexes with hydroxyquinoline, aminoquinoline and quinoline ligands: Synthesis, cytotoxicity, DNA and protein binding studies

Cecilia Martín-Santos; Elena Michelucci; Tiziano Marzo; Luigi Messori; Piotr Szumlas; Patrick J Bednarski; Rubén Mas-Ballesté; Carmen Navarro-Ranninger; Silvia Cabrera; José Alemán

doi:10.1016/j.jinorgbio.2015.09.012

Gold(III) complexes with hydroxyquinoline, aminoquinoline and quinoline ligands: Synthesis, cytotoxicity, DNA and protein binding studies

J Inorg Biochem. 2015 Dec:153:339-345. doi: 10.1016/j.jinorgbio.2015.09.012. Epub 2015 Oct 3.

Affiliations

¹ Departamento de Química Inorgánica (Módulo 7), Facultad de Ciencias, Universidad Autónoma de Madrid, Calle Francisco Tomás y Valiente 7, 28049 Madrid, Spain.
² Mass Spectrometry Center (CISM), University of Florence, via U. Schiff 6, 50019 Sesto Fiorentino, Florence, Italy.
³ Laboratory of Metals in Medicine (MET MED), Department of Chemistry 'Ugo Schiff', University of Florence, via della Lastruccia 3, 50019 Sesto Fiorentino, Florence, Italy.
⁴ Pharmazeutische/Medizinische Chemie, Institut für Pharmazie, Ernst-Moritz-Arndt Universität Greifswald, 17487 Greifswald, Germany.
⁵ Departamento de Química Inorgánica (Módulo 7), Facultad de Ciencias, Universidad Autónoma de Madrid, Calle Francisco Tomás y Valiente 7, 28049 Madrid, Spain. Electronic address: silvia.cabrera@uam.es.
⁶ Departamento de Química Orgánica (Módulo 1), Facultad de Ciencias, Universidad Autónoma de Madrid, Calle Francisco Tomás y Valiente 7, 28049 Madrid, Spain. Electronic address: jose.aleman@uam.es.

PMID: 26490713
DOI: 10.1016/j.jinorgbio.2015.09.012

Abstract

In this article, we report on the synthesis and the chemical and biological characterization of novel gold(III) complexes based on hydroxyl- or amino-quinoline ligands that are evaluated as prospective anticancer agents. To gain further insight into their reactivity and possible mode of action, their interactions with model proteins and standard nucleic acid molecules were investigated.

Keywords: Cytochrome c interaction; Gold(III) complexes; Quinoline derivatives.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amino Acid Sequence
Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / chemistry
Antineoplastic Agents / pharmacology
Cell Line, Tumor
Cell Survival / drug effects
DNA / chemistry*
Electron Transport Complex IV / chemistry*
Electron Transport Complex IV / metabolism
Humans
Ligands
Molecular Sequence Data
Organogold Compounds / chemical synthesis*
Organogold Compounds / chemistry
Organogold Compounds / pharmacology
Organogold Compounds / toxicity
Protein Binding
Quinolines / chemistry*

Substances

Antineoplastic Agents
Ligands
Organogold Compounds
Quinolines
DNA
Electron Transport Complex IV