Heteroleptic Copper(II) Complexes Containing an Anthraquinone and a Phenanthroline as Synthetic Nucleases and Potential Anticancer Agents
Two ternary copper(II) complexes with an anthraquinone and a N,N-heterocyclic donor, [Cu(dmp)(L)(H<sub>2</sub>O)](ClO<sub>4</sub>) (<b>1</b>), [Cu(bpy)(L)(dmso)](ClO<sub>4</sub>) (<b>2</b>), in which dmp = 2,9-dimethyl-1,10-phenanthroline,...
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| Language: | English |
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MDPI AG
2023-11-01
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| Series: | Inorganics |
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| Online Access: | https://www.mdpi.com/2304-6740/11/11/445 |
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| author | Ívina P. de Souza Júlia R. L. Silva Amanda O. Costa Jennifer T. J. Freitas Renata Diniz Rodrigo B. Fazzi Ana M. da Costa Ferreira Elene C. Pereira-Maia |
| author_facet | Ívina P. de Souza Júlia R. L. Silva Amanda O. Costa Jennifer T. J. Freitas Renata Diniz Rodrigo B. Fazzi Ana M. da Costa Ferreira Elene C. Pereira-Maia |
| author_sort | Ívina P. de Souza |
| collection | DOAJ |
| description | Two ternary copper(II) complexes with an anthraquinone and a N,N-heterocyclic donor, [Cu(dmp)(L)(H<sub>2</sub>O)](ClO<sub>4</sub>) (<b>1</b>), [Cu(bpy)(L)(dmso)](ClO<sub>4</sub>) (<b>2</b>), in which dmp = 2,9-dimethyl-1,10-phenanthroline, bpy = 2,2′-bipyridine, and HL = 1-hydroxyanthracene-9,10-dione were synthesized and fully characterized by conductivity, elemental, and spectral analyses (FTIR and UV-Vis; EPR and ESI-MS). The structure of <b>1</b> reveals that Cu(II) is bound to two oxygens of L, two nitrogens of dmp, and a molecule of water in the fifth position. In complex <b>2.1</b>, Cu(II) is also pentacoordinated with an O-bonded dmso in the axial position. The presence of the heteroleptic complexes in solution was evidenced by ESI-MS, EPR in dmso solution and UV-Vis spectrophotometry. All complexes bind to CT-DNA with affinity constants of approximately 10<sup>4</sup>. Complex <b>2</b> can nick plasmid DNA but no cleavage was performed by complex <b>1</b>. The investigation of DNA interactions by spectrofluorimetry using ethidium bromide (EB) showed that it was displaced from DNA sites by the addition of the complexes. The complexes inhibited the growth of chronic myelogenous leukemia and human squamous carcinoma cells with low IC<sub>50</sub> values, complex <b>1</b> being the most effective. |
| first_indexed | 2024-03-09T16:44:26Z |
| format | Article |
| id | doaj.art-df0c360264cd4f47b58913ce1f702462 |
| institution | Directory Open Access Journal |
| issn | 2304-6740 |
| language | English |
| last_indexed | 2024-03-09T16:44:26Z |
| publishDate | 2023-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Inorganics |
| spelling | doaj.art-df0c360264cd4f47b58913ce1f7024622023-11-24T14:48:30ZengMDPI AGInorganics2304-67402023-11-01111144510.3390/inorganics11110445Heteroleptic Copper(II) Complexes Containing an Anthraquinone and a Phenanthroline as Synthetic Nucleases and Potential Anticancer AgentsÍvina P. de Souza0Júlia R. L. Silva1Amanda O. Costa2Jennifer T. J. Freitas3Renata Diniz4Rodrigo B. Fazzi5Ana M. da Costa Ferreira6Elene C. Pereira-Maia7Departamento de Química, Universidade Federal de Minas Gerais, Avenida Antônio Carlos, 6627, Belo Horizonte 31270-901, MG, BrazilDepartamento de Química, Universidade Federal de Minas Gerais, Avenida Antônio Carlos, 6627, Belo Horizonte 31270-901, MG, BrazilDepartamento de Química, Universidade Federal de Minas Gerais, Avenida Antônio Carlos, 6627, Belo Horizonte 31270-901, MG, BrazilDepartamento de Química, Universidade Federal de Minas Gerais, Avenida Antônio Carlos, 6627, Belo Horizonte 31270-901, MG, BrazilDepartamento de Química, Universidade Federal de Minas Gerais, Avenida Antônio Carlos, 6627, Belo Horizonte 31270-901, MG, BrazilDepartamento de Química Fundamental, Instituto de Química, Universidade de São Paulo, Avenida Prof. Lineu Prestes, 748, São Paulo 05508-000, SP, BrazilDepartamento de Química Fundamental, Instituto de Química, Universidade de São Paulo, Avenida Prof. Lineu Prestes, 748, São Paulo 05508-000, SP, BrazilDepartamento de Química, Universidade Federal de Minas Gerais, Avenida Antônio Carlos, 6627, Belo Horizonte 31270-901, MG, BrazilTwo ternary copper(II) complexes with an anthraquinone and a N,N-heterocyclic donor, [Cu(dmp)(L)(H<sub>2</sub>O)](ClO<sub>4</sub>) (<b>1</b>), [Cu(bpy)(L)(dmso)](ClO<sub>4</sub>) (<b>2</b>), in which dmp = 2,9-dimethyl-1,10-phenanthroline, bpy = 2,2′-bipyridine, and HL = 1-hydroxyanthracene-9,10-dione were synthesized and fully characterized by conductivity, elemental, and spectral analyses (FTIR and UV-Vis; EPR and ESI-MS). The structure of <b>1</b> reveals that Cu(II) is bound to two oxygens of L, two nitrogens of dmp, and a molecule of water in the fifth position. In complex <b>2.1</b>, Cu(II) is also pentacoordinated with an O-bonded dmso in the axial position. The presence of the heteroleptic complexes in solution was evidenced by ESI-MS, EPR in dmso solution and UV-Vis spectrophotometry. All complexes bind to CT-DNA with affinity constants of approximately 10<sup>4</sup>. Complex <b>2</b> can nick plasmid DNA but no cleavage was performed by complex <b>1</b>. The investigation of DNA interactions by spectrofluorimetry using ethidium bromide (EB) showed that it was displaced from DNA sites by the addition of the complexes. The complexes inhibited the growth of chronic myelogenous leukemia and human squamous carcinoma cells with low IC<sub>50</sub> values, complex <b>1</b> being the most effective.https://www.mdpi.com/2304-6740/11/11/445copper complexes1-hydroxy-9,10-anthracenedioneα,α-diiminesDNA interactioncytotoxicity |
| spellingShingle | Ívina P. de Souza Júlia R. L. Silva Amanda O. Costa Jennifer T. J. Freitas Renata Diniz Rodrigo B. Fazzi Ana M. da Costa Ferreira Elene C. Pereira-Maia Heteroleptic Copper(II) Complexes Containing an Anthraquinone and a Phenanthroline as Synthetic Nucleases and Potential Anticancer Agents Inorganics copper complexes 1-hydroxy-9,10-anthracenedione α,α-diimines DNA interaction cytotoxicity |
| title | Heteroleptic Copper(II) Complexes Containing an Anthraquinone and a Phenanthroline as Synthetic Nucleases and Potential Anticancer Agents |
| title_full | Heteroleptic Copper(II) Complexes Containing an Anthraquinone and a Phenanthroline as Synthetic Nucleases and Potential Anticancer Agents |
| title_fullStr | Heteroleptic Copper(II) Complexes Containing an Anthraquinone and a Phenanthroline as Synthetic Nucleases and Potential Anticancer Agents |
| title_full_unstemmed | Heteroleptic Copper(II) Complexes Containing an Anthraquinone and a Phenanthroline as Synthetic Nucleases and Potential Anticancer Agents |
| title_short | Heteroleptic Copper(II) Complexes Containing an Anthraquinone and a Phenanthroline as Synthetic Nucleases and Potential Anticancer Agents |
| title_sort | heteroleptic copper ii complexes containing an anthraquinone and a phenanthroline as synthetic nucleases and potential anticancer agents |
| topic | copper complexes 1-hydroxy-9,10-anthracenedione α,α-diimines DNA interaction cytotoxicity |
| url | https://www.mdpi.com/2304-6740/11/11/445 |
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