Synthesis, Characterization, DNA Binding and Cytotoxicity of Copper(II) Phenylcarboxylate Complexes

Author:

Fernández Carlos Y.12,Rocha Analu3ORCID,Azam Mohammad4,Alvarez Natalia1ORCID,Min Kim5,Batista Alzir A.3,Costa-Filho Antonio J.6ORCID,Ellena Javier7ORCID,Facchin Gianella1ORCID

Affiliation:

1. Química Inorgánica, Departamento Estrella Campos, Facultad de Química, Universidad de la República, Montevideo 11800, Uruguay

2. Programa de Posgrados de la Facultad de Química, Facultad de Química, Universidad de la República, Gral. Flores 2124, Montevideo 11800, Uruguay

3. Departamento de Química, Federal University of São Carlos, CP 676, São Carlos 13565-905, SP, Brazil

4. Department of Chemistry, College of Sciences, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia

5. Department of Safety Engineering, Dongguk University, 123 Dongdae-ro, Gyeongju 780714, Gyeongbuk, Republic of Korea

6. Physics Department, Ribeirão Preto School of Philosophy, Science and Literature, University of São Paulo, Av. Bandeirantes, Ribeirão Preto 14040-901, SP, Brazil

7. São Carlos Institute of Physics, University of São Paulo, Av. do Trabalhador São-Carlense 400, São Carlos 13566-590, SP, Brazil

Abstract

Coordination compounds of copper exhibit cytotoxic activity and are suitable for the search for novel drug candidates for cancer treatment. In this work, we synthesized three copper(II) carboxylate complexes, [Cu2(3-(4-hydroxyphenyl)propanoate)4(H2O)2]·2H2O (C1), [Cu2(phenylpropanoate)4(H2O)2] (C2) and [Cu2(phenylacetate)4] (C3), and characterized them by elemental analysis and spectroscopic methods. Single-crystal X-ray diffraction of C1 showed the dinuclear paddle-wheel arrangement typical of Cu–carboxylate complexes in the crystal structure. In an aqueous solution, the complexes remain as dimeric units, as studied by UV-visible spectroscopy. The lipophilicity (partition coefficient) and the DNA binding (UV visible and viscosity) studies evidence that the complexes bind the DNA with low Kb constants. In vitro cytotoxicity studies on human cancer cell lines of metastatic breast adenocarcinoma (MDA-MB-231, MCF-7), lung epithelial carcinoma (A549) and cisplatin-resistant ovarian carcinoma (A2780cis), as well as a nontumoral lung cell line (MRC-5), indicate that the complexes are cytotoxic in cisplatin-resistant cells.

Funder

Comisión Sectorial de Investigación Científica

Comisión Sectorial de Posgrado

Programa de Desarrollo de las Ciencias Básicas

Agencia Nacional de Investigación e Innovación

Fundação de Amparo à Pesquisa do Estado de São Paulo

Conselho Nacional de Desenvolvimento Científico e Tecnológico

King Saud University

Publisher

MDPI AG

Subject

Inorganic Chemistry

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