Investigating the Antibacterial and Antitumoral Activities of New Copper(II) Complexes with Trifluoromethyluracil Isomers

Abstract New copper(II) complexes, derived from the isomers 5‐(trifluoromethyl)uracil ( L 1 ) and 6‐(trifluoromethyl)uracil ( L 2 ) with 2,2′‐bipyridine ( Bpy ), [Cu(H 2 O)(L 1 ) 2 Bpy] and [Cu(H 2 O)(L 2 ) 2 Bpy], were synthesized, characterized, and evaluated for their antibacterial and antitumoral properties. Chemical analyses suggest the molecular formula CuC 20 H 12 F 6 N 6 O 4 ·H 2 O for both complexes. Infrared spectroscopic analyses indicate that trifluoromethyluracil isomers coordinate to copper(II) by the oxygen atoms. Structural confirmation of the [Cu(H 2 O)(L 2 ) 2 Bpy] complex was obtained by single crystal X‐ray diffraction, where two L 2 molecules coordinate to the copper(II) ion by both oxygen atoms from carbonyl groups. The complexes demonstrated antibacterial activity against Gram‐positive Staphylococcus aureus and Bacillus cereus , and Gram‐negative Pseudomonas aeruginosa and Escherichia coli strains. The [Cu(H 2 O)(L 1 ) 2 Bpy] complex exhibited the most promising results against P. aeruginosa , with a minimum inhibitory concentration (MIC) value of 0.478 mmol L −1 . The [Cu(H 2 O)(L 1 ) 2 Bpy] complex demonstrated antiproliferative effects on U251 and MCF‐7 cells, with GI 50 values (concentration that inhibits 50% of cell growth) of 2.18 ± 1.17 and 16.00 ± 10.07 µmol·L −1 , whereas the [Cu(H 2 O)(L 2 ) 2 Bpy] complex inhibited the growth of FaDu and U251 cells (GI 50 values 4.70 ± 2.69 µmol·L −1 and 9.06 ± 3.86 µmol·L −1 , respectively). Neither the precursors nor the copper(II) complexes affected the structure of CT‐DNA at the evaluated concentrations, suggesting that DNA is not the main cellular target of the complexes.

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Journal
ChemistrySelect
Published
2025-02-01
DOI
https://doi.org/10.1002/slct.202405096
Primary Topic
Metal complexes synthesis and properties
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article
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article

Investigating the Antibacterial and Antitumoral Activities of New Copper(II) Complexes with Trifluoromethyluracil Isomers

Wilton R. Lustri, Fernando R.G. Bergamini, Silmara Cristina Lazarini Frajácomo, Gabriele de Menezes Pereira et al.
ChemistrySelect
Metal complexes synthesis and properties
article

Investigating the Antibacterial and Antitumoral Activities of New Copper(II) Complexes with Trifluoromethyluracil Isomers

Wilton R. Lustri, Fernando R.G. Bergamini, Silmara Cristina Lazarini Frajácomo, Gabriele de Menezes Pereira, Ana Lúcia Tasca Góis Ruiz, Pedro P. Corbi, Julia H. Bormio Nunes, Wdeson P. Barros, Josélia Cristina de Oliveira Moreira, Robson da Silva Pontes, João Ernesto de Carvalho
article en

Abstract

Abstract New copper(II) complexes, derived from the isomers 5‐(trifluoromethyl)uracil ( L 1 ) and 6‐(trifluoromethyl)uracil ( L 2 ) with 2,2′‐bipyridine ( Bpy ), [Cu(H 2 O)(L 1 ) 2 Bpy] and [Cu(H 2 O)(L 2 ) 2 Bpy], were synthesized, characterized, and evaluated for their antibacterial and antitumoral properties. Chemical analyses suggest the molecular formula CuC 20 H 12 F 6 N 6 O 4 ·H 2 O for both complexes. Infrared spectroscopic analyses indicate that trifluoromethyluracil isomers coordinate to copper(II) by the oxygen atoms. Structural confirmation of the [Cu(H 2 O)(L 2 ) 2 Bpy] complex was obtained by single crystal X‐ray diffraction, where two L 2 molecules coordinate to the copper(II) ion by both oxygen atoms from carbonyl groups. The complexes demonstrated antibacterial activity against Gram‐positive Staphylococcus aureus and Bacillus cereus , and Gram‐negative Pseudomonas aeruginosa and Escherichia coli strains. The [Cu(H 2 O)(L 1 ) 2 Bpy] complex exhibited the most promising results against P. aeruginosa , with a minimum inhibitory concentration (MIC) value of 0.478 mmol L −1 . The [Cu(H 2 O)(L 1 ) 2 Bpy] complex demonstrated antiproliferative effects on U251 and MCF‐7 cells, with GI 50 values (concentration that inhibits 50% of cell growth) of 2.18 ± 1.17 and 16.00 ± 10.07 µmol·L −1 , whereas the [Cu(H 2 O)(L 2 ) 2 Bpy] complex inhibited the growth of FaDu and U251 cells (GI 50 values 4.70 ± 2.69 µmol·L −1 and 9.06 ± 3.86 µmol·L −1 , respectively). Neither the precursors nor the copper(II) complexes affected the structure of CT‐DNA at the evaluated concentrations, suggesting that DNA is not the main cellular target of the complexes.

ChemistrySelectVol. 10(6)
University of Vienna (AT), Universidade Estadual de Campinas (UNICAMP) (BR), Centro Universitário de Araraquara (BR), Universidade Federal de Uberlândia (BR)
Fundação de Amparo à Pesquisa do Estado de São Paulo, Coordenação de Aperfeiçoamento de Pessoal de Nível Superior, Austrian Science Fund, Conselho Nacional de Desenvolvimento Científico e Tecnológico, Fundação de Amparo à Pesquisa do Estado de Minas Gerais
Openalex Percentile: Top 96%
Metal complexes synthesis and properties
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