New Copper(II)-L-Dipeptide-Bathophenanthroline complexes as potential anticancer agents—synthesis, characterization and cytotoxicity studies—and comparative DNA-Binding study of related phen complexes

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Título

New Copper(II)-L-Dipeptide-Bathophenanthroline complexes as potential anticancer agents—synthesis, characterization and cytotoxicity studies—and comparative DNA-Binding study of related phen complexes

Tema

COMPLEJOS DE COBRE
PEPTIDOS
ADN
ACTIVIDAD CITOTOXICA
FENANTROLINA
BIBLIOGRAFIA NACIONAL QUIMICA
2023

Abstract

Searching for new copper compounds which may be useful as antitumor drugs, a series of new [Cu(L-dipeptide)(batho)] (batho:4,7-diphenyl-1,10-phenanthroline, L-dipeptide: Gly-Val, Gly Phe, Ala-Gly, Ala-Ala, Ala-Phe, Phe-Ala, Phe-Val and Phe-Phe) complexes were synthesized and characterized. To interpret the experimental IR spectra, [Cu(ala-gly)(batho)] was modelled in the gas phase using DFT at the B3LYP/LANL2DZ level of theory and the calculated vibrational frequencies were analyzed. Solid-state characterization is in agreement with pentacoordinate complexes of the general formula [Cu(L-dipeptide)(batho)]·x solvent, similar to other [Cu(L-dipeptide)(diimine)] complexes. In solution, the major species are heteroleptic, as in the solid state. The mode of binding to the DNA was evaluated by different techniques, to understand the role of the diimine and the dipeptide. To this end, studies were also performed with complexes [CuCl2 (diimine)], [Cu(L dipeptide)(diimine)] and free diimines, with phenanthroline, neocuproine and 3,4,7,8-tetramethyl phenanthroline. The cytotoxicity of the complexes was determined on human cancer cell lines MDA-MB-231, MCF-7 (breast, the first triple negative), and A549 (lung epithelial) and non-tumor cell lines MRC-5 (lung) and MCF-10A (breast). [Cu(L-dipeptide)(batho)] complexes are highly cytotoxic as compared to cisplatin and [Cu(L-dipeptide)(phenanthroline)] complexes, being potential candidates to study their in vivo activity in the treatments of aggressive tumors for which there is no curative pharmacological treatment.

Autor

Rocha, Analu
Ellena, Javier
Costa Filho, Antonio J.
Batista, Alzir A.

Fuente

Molecules v.28, n°2, 2023

Editor

MDPI

Fecha

2023

Derechos

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Formato

PDF

Extent

14 p.

Idioma

Inglés

Tipo

Artículo

Identificador

10.3390/molecules28020896

Document Item Type Metadata

Original Format

PDF
Fecha de agregación
May 17, 2023
Colección
Bibliografía Nacional Química
Tipo de Elemento
Document
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Citación
Fernández, Carlos Y., “New Copper(II)-L-Dipeptide-Bathophenanthroline complexes as potential anticancer agents—synthesis, characterization and cytotoxicity studies—and comparative DNA-Binding study of related phen complexes,” RIQUIM - Repositorio Institucional de la Facultad de Química - UdelaR, accessed May 25, 2024, https://riquim.fq.edu.uy/items/show/6619.
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