Tuning the Biological Activity of Camphorimine Complexes through Metal Selection

The cytotoxic activity of four sets of camphorimine complexes based on the Cu(I), Cu(II), Ag(I), and Au(I) metal sites were assessed against the cisplatin-sensitive A2780 and OVCAR3 ovarian cancer cells. The results showed that the gold complexes were ca. one order of magnitude more active than the...

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Main Authors: Joana P. Costa, Teresa Pinheiro, Maria S. Martins, M. Fernanda N. N. Carvalho, Joana R. Feliciano, Jorge H. Leitão, Rafaela A. L. Silva, Joana F. Guerreiro, Luís M. C. Alves, Inês Custódio, João Cruz, Fernanda Marques
Format: Article
Language:English
Published: MDPI AG 2022-07-01
Series:Antibiotics
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Online Access:https://www.mdpi.com/2079-6382/11/8/1010
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author Joana P. Costa
Teresa Pinheiro
Maria S. Martins
M. Fernanda N. N. Carvalho
Joana R. Feliciano
Jorge H. Leitão
Rafaela A. L. Silva
Joana F. Guerreiro
Luís M. C. Alves
Inês Custódio
João Cruz
Fernanda Marques
author_facet Joana P. Costa
Teresa Pinheiro
Maria S. Martins
M. Fernanda N. N. Carvalho
Joana R. Feliciano
Jorge H. Leitão
Rafaela A. L. Silva
Joana F. Guerreiro
Luís M. C. Alves
Inês Custódio
João Cruz
Fernanda Marques
author_sort Joana P. Costa
collection DOAJ
description The cytotoxic activity of four sets of camphorimine complexes based on the Cu(I), Cu(II), Ag(I), and Au(I) metal sites were assessed against the cisplatin-sensitive A2780 and OVCAR3 ovarian cancer cells. The results showed that the gold complexes were ca. one order of magnitude more active than the silver complexes, which in turn were ca. one order of magnitude more active than the copper complexes. An important finding was that the cytotoxic activity of the Ag(I) and Au(I) camphorimine complexes was higher than that of cisplatin. Another relevant aspect was that the camphorimine complexes did not interact significantly with DNA, in contrast with cisplatin. The cytotoxic activity of the camphorimine complexes displayed a direct relationship with the cellular uptake by OVCAR3 cells, as ascertained by PIXE (particle-induced X-ray emission). The levels of ROS (reactive oxygen species) formation exhibited an inverse relationship with the reduction potentials for the complexes with the same metal, as assessed by cyclic voltammetry. In order to gain insight into the toxicity of the complexes, their cytotoxicity toward nontumoral cells (HDF and V79 fibroblasts) was evaluated. The in vivo cytotoxicity of complex <b>5</b> using the nematode <i>Caenorhabditis elegans</i> was also assessed. The silver camphorimine complexes displayed the highest selectivity coefficients (activity vs. toxicity).
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spelling doaj.art-d7a59995edcd4d8aadc07f15f10356ee2023-12-03T13:14:14ZengMDPI AGAntibiotics2079-63822022-07-01118101010.3390/antibiotics11081010Tuning the Biological Activity of Camphorimine Complexes through Metal SelectionJoana P. Costa0Teresa Pinheiro1Maria S. Martins2M. Fernanda N. N. Carvalho3Joana R. Feliciano4Jorge H. Leitão5Rafaela A. L. Silva6Joana F. Guerreiro7Luís M. C. Alves8Inês Custódio9João Cruz10Fernanda Marques11Centro de Química Estrutural, Institute of Molecular Sciences, Departamento de Engenharia Química, Instituto Superior Técnico, Universidade de Lisboa, 1049-001 Lisbon, PortugalIBB—Instituto de Bioengenharia e Biociências, Departamento de Engenharia e Ciências Nucleares, Instituto Superior Técnico, Universidade de Lisboa, 1049-001 Lisbon, PortugalC2TN—Centro de Ciências e Tecnologias Nucleares, Instituto Superior Técnico, Departamento de Engenharia e Ciências Nucleares, Instituto Superior Técnico, Universidade de Lisboa, 2695-066 Bobadela, PortugalCentro de Química Estrutural, Institute of Molecular Sciences, Departamento de Engenharia Química, Instituto Superior Técnico, Universidade de Lisboa, 1049-001 Lisbon, PortugalDepartment of Bioengineering, IBB—Institute for Bioengineering and Biosciences, Associate Laboratory, i4HB—Institute for Health and Bioeconomy at Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisbon, PortugalDepartment of Bioengineering, IBB—Institute for Bioengineering and Biosciences, Associate Laboratory, i4HB—Institute for Health and Bioeconomy at Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisbon, PortugalC2TN—Centro de Ciências e Tecnologias Nucleares, Instituto Superior Técnico, Departamento de Engenharia e Ciências Nucleares, Instituto Superior Técnico, Universidade de Lisboa, 2695-066 Bobadela, PortugalC2TN—Centro de Ciências e Tecnologias Nucleares, Instituto Superior Técnico, Departamento de Engenharia e Ciências Nucleares, Instituto Superior Técnico, Universidade de Lisboa, 2695-066 Bobadela, PortugalC2TN—Centro de Ciências e Tecnologias Nucleares, Instituto Superior Técnico, Departamento de Engenharia e Ciências Nucleares, Instituto Superior Técnico, Universidade de Lisboa, 2695-066 Bobadela, PortugalC2TN—Centro de Ciências e Tecnologias Nucleares, Instituto Superior Técnico, Departamento de Engenharia e Ciências Nucleares, Instituto Superior Técnico, Universidade de Lisboa, 2695-066 Bobadela, PortugalDepartamento de Física, NOVA School of Science and Technology FCT NOVA, Universidade Nova de Lisboa, 2829-516 Caparica, PortugalC2TN—Centro de Ciências e Tecnologias Nucleares, Instituto Superior Técnico, Departamento de Engenharia e Ciências Nucleares, Instituto Superior Técnico, Universidade de Lisboa, 2695-066 Bobadela, PortugalThe cytotoxic activity of four sets of camphorimine complexes based on the Cu(I), Cu(II), Ag(I), and Au(I) metal sites were assessed against the cisplatin-sensitive A2780 and OVCAR3 ovarian cancer cells. The results showed that the gold complexes were ca. one order of magnitude more active than the silver complexes, which in turn were ca. one order of magnitude more active than the copper complexes. An important finding was that the cytotoxic activity of the Ag(I) and Au(I) camphorimine complexes was higher than that of cisplatin. Another relevant aspect was that the camphorimine complexes did not interact significantly with DNA, in contrast with cisplatin. The cytotoxic activity of the camphorimine complexes displayed a direct relationship with the cellular uptake by OVCAR3 cells, as ascertained by PIXE (particle-induced X-ray emission). The levels of ROS (reactive oxygen species) formation exhibited an inverse relationship with the reduction potentials for the complexes with the same metal, as assessed by cyclic voltammetry. In order to gain insight into the toxicity of the complexes, their cytotoxicity toward nontumoral cells (HDF and V79 fibroblasts) was evaluated. The in vivo cytotoxicity of complex <b>5</b> using the nematode <i>Caenorhabditis elegans</i> was also assessed. The silver camphorimine complexes displayed the highest selectivity coefficients (activity vs. toxicity).https://www.mdpi.com/2079-6382/11/8/1010camphorimine complexescytotoxic activitytoxicityPIXEROS
spellingShingle Joana P. Costa
Teresa Pinheiro
Maria S. Martins
M. Fernanda N. N. Carvalho
Joana R. Feliciano
Jorge H. Leitão
Rafaela A. L. Silva
Joana F. Guerreiro
Luís M. C. Alves
Inês Custódio
João Cruz
Fernanda Marques
Tuning the Biological Activity of Camphorimine Complexes through Metal Selection
Antibiotics
camphorimine complexes
cytotoxic activity
toxicity
PIXE
ROS
title Tuning the Biological Activity of Camphorimine Complexes through Metal Selection
title_full Tuning the Biological Activity of Camphorimine Complexes through Metal Selection
title_fullStr Tuning the Biological Activity of Camphorimine Complexes through Metal Selection
title_full_unstemmed Tuning the Biological Activity of Camphorimine Complexes through Metal Selection
title_short Tuning the Biological Activity of Camphorimine Complexes through Metal Selection
title_sort tuning the biological activity of camphorimine complexes through metal selection
topic camphorimine complexes
cytotoxic activity
toxicity
PIXE
ROS
url https://www.mdpi.com/2079-6382/11/8/1010
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