Cytotoxic and apoptotic effects of ternary silver(i) complexes bearing 2-formylpyridine thiosemicarbazones and 1,10-phenanthroline
Autor(a) principal: | |
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Data de Publicação: | 2020 |
Outros Autores: | , , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1039/d0dt00253d http://hdl.handle.net/11449/200364 |
Resumo: | New silver(i) compounds containing 2-formylpyridine-N(4)-R-thiosemicarbazones and 1,10-phenanthroline (phen) were synthesized and characterized by spectroscopic techniques (IR and NMR), elemental analysis, ESI-MS and molar conductance measurements. In these complexes, both phen and thiosemicarbazone ligands are coordinated in a chelating bidentate fashion. Compounds 1-3 not only showed good in vitro antiproliferative activity against human lung (A549) and breast tumor cells (MDA-MB-231 and MCF-7), with IC50 values ranging from 1.49 to 20.90 μM, but were also demonstrated to be less toxic towards human breast non-tumor cells (MCF-10A). Cellular uptake studies indicated that compounds 1-3 were taken up by the MDA-MB-231 cells in 6 hours. Cell death assays in the MDA-MB-231 cells were conducted with compound 1 aiming to evaluate its effects on cell morphology, induction of apoptosis, the cell cycle, reactive oxygen species (ROS) formation and mitochondrial membrane potential (Δψm). Compound 1 caused morphological changes, such as cell shrinkage and rounding, increased the sub-G1 phase population, and induced apoptotic cell death, ROS formation and loss of mitochondrial membrane potential (Δψm). DNA binding results revealed that 1 interacted with the ct-DNA minor groove. Complexes 1-3 also exhibited good in vitro activity against M. tuberculosis H37Rv, with MIC values ranging from 3.37 to 4.65 μM. |
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Cytotoxic and apoptotic effects of ternary silver(i) complexes bearing 2-formylpyridine thiosemicarbazones and 1,10-phenanthrolineNew silver(i) compounds containing 2-formylpyridine-N(4)-R-thiosemicarbazones and 1,10-phenanthroline (phen) were synthesized and characterized by spectroscopic techniques (IR and NMR), elemental analysis, ESI-MS and molar conductance measurements. In these complexes, both phen and thiosemicarbazone ligands are coordinated in a chelating bidentate fashion. Compounds 1-3 not only showed good in vitro antiproliferative activity against human lung (A549) and breast tumor cells (MDA-MB-231 and MCF-7), with IC50 values ranging from 1.49 to 20.90 μM, but were also demonstrated to be less toxic towards human breast non-tumor cells (MCF-10A). Cellular uptake studies indicated that compounds 1-3 were taken up by the MDA-MB-231 cells in 6 hours. Cell death assays in the MDA-MB-231 cells were conducted with compound 1 aiming to evaluate its effects on cell morphology, induction of apoptosis, the cell cycle, reactive oxygen species (ROS) formation and mitochondrial membrane potential (Δψm). Compound 1 caused morphological changes, such as cell shrinkage and rounding, increased the sub-G1 phase population, and induced apoptotic cell death, ROS formation and loss of mitochondrial membrane potential (Δψm). DNA binding results revealed that 1 interacted with the ct-DNA minor groove. Complexes 1-3 also exhibited good in vitro activity against M. tuberculosis H37Rv, with MIC values ranging from 3.37 to 4.65 μM.Department of General and Inorganic Chemistry UNESP-São Paulo State University Institute of ChemistryDepartment de Gerontology Federal University of São CarlosSchool of Pharmaceutical Sciences UNESP-São Paulo State UniversityDepartment of General and Inorganic Chemistry UNESP-São Paulo State University Institute of ChemistrySchool of Pharmaceutical Sciences UNESP-São Paulo State UniversityUniversidade Estadual Paulista (Unesp)Universidade Federal de São Carlos (UFSCar)Silva, Débora E. S. [UNESP]Becceneri, Amanda B.Solcia, Mariana C. [UNESP]Santiago, João V. B. [UNESP]Moreira, Mariete B. [UNESP]Gomes Neto, José A. [UNESP]Pavan, Fernando R. [UNESP]Cominetti, Márcia R.Pereira, José C. M. [UNESP]Netto, Adelino V. G. [UNESP]2020-12-12T02:04:42Z2020-12-12T02:04:42Z2020-04-28info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article5264-5275http://dx.doi.org/10.1039/d0dt00253dDalton Transactions, v. 49, n. 16, p. 5264-5275, 2020.1477-92341477-9226http://hdl.handle.net/11449/20036410.1039/d0dt00253d2-s2.0-85084167491Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengDalton Transactionsinfo:eu-repo/semantics/openAccess2021-10-23T12:31:34Zoai:repositorio.unesp.br:11449/200364Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T13:45:13.801026Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Cytotoxic and apoptotic effects of ternary silver(i) complexes bearing 2-formylpyridine thiosemicarbazones and 1,10-phenanthroline |
title |
Cytotoxic and apoptotic effects of ternary silver(i) complexes bearing 2-formylpyridine thiosemicarbazones and 1,10-phenanthroline |
spellingShingle |
Cytotoxic and apoptotic effects of ternary silver(i) complexes bearing 2-formylpyridine thiosemicarbazones and 1,10-phenanthroline Silva, Débora E. S. [UNESP] |
title_short |
Cytotoxic and apoptotic effects of ternary silver(i) complexes bearing 2-formylpyridine thiosemicarbazones and 1,10-phenanthroline |
title_full |
Cytotoxic and apoptotic effects of ternary silver(i) complexes bearing 2-formylpyridine thiosemicarbazones and 1,10-phenanthroline |
title_fullStr |
Cytotoxic and apoptotic effects of ternary silver(i) complexes bearing 2-formylpyridine thiosemicarbazones and 1,10-phenanthroline |
title_full_unstemmed |
Cytotoxic and apoptotic effects of ternary silver(i) complexes bearing 2-formylpyridine thiosemicarbazones and 1,10-phenanthroline |
title_sort |
Cytotoxic and apoptotic effects of ternary silver(i) complexes bearing 2-formylpyridine thiosemicarbazones and 1,10-phenanthroline |
author |
Silva, Débora E. S. [UNESP] |
author_facet |
Silva, Débora E. S. [UNESP] Becceneri, Amanda B. Solcia, Mariana C. [UNESP] Santiago, João V. B. [UNESP] Moreira, Mariete B. [UNESP] Gomes Neto, José A. [UNESP] Pavan, Fernando R. [UNESP] Cominetti, Márcia R. Pereira, José C. M. [UNESP] Netto, Adelino V. G. [UNESP] |
author_role |
author |
author2 |
Becceneri, Amanda B. Solcia, Mariana C. [UNESP] Santiago, João V. B. [UNESP] Moreira, Mariete B. [UNESP] Gomes Neto, José A. [UNESP] Pavan, Fernando R. [UNESP] Cominetti, Márcia R. Pereira, José C. M. [UNESP] Netto, Adelino V. G. [UNESP] |
author2_role |
author author author author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (Unesp) Universidade Federal de São Carlos (UFSCar) |
dc.contributor.author.fl_str_mv |
Silva, Débora E. S. [UNESP] Becceneri, Amanda B. Solcia, Mariana C. [UNESP] Santiago, João V. B. [UNESP] Moreira, Mariete B. [UNESP] Gomes Neto, José A. [UNESP] Pavan, Fernando R. [UNESP] Cominetti, Márcia R. Pereira, José C. M. [UNESP] Netto, Adelino V. G. [UNESP] |
description |
New silver(i) compounds containing 2-formylpyridine-N(4)-R-thiosemicarbazones and 1,10-phenanthroline (phen) were synthesized and characterized by spectroscopic techniques (IR and NMR), elemental analysis, ESI-MS and molar conductance measurements. In these complexes, both phen and thiosemicarbazone ligands are coordinated in a chelating bidentate fashion. Compounds 1-3 not only showed good in vitro antiproliferative activity against human lung (A549) and breast tumor cells (MDA-MB-231 and MCF-7), with IC50 values ranging from 1.49 to 20.90 μM, but were also demonstrated to be less toxic towards human breast non-tumor cells (MCF-10A). Cellular uptake studies indicated that compounds 1-3 were taken up by the MDA-MB-231 cells in 6 hours. Cell death assays in the MDA-MB-231 cells were conducted with compound 1 aiming to evaluate its effects on cell morphology, induction of apoptosis, the cell cycle, reactive oxygen species (ROS) formation and mitochondrial membrane potential (Δψm). Compound 1 caused morphological changes, such as cell shrinkage and rounding, increased the sub-G1 phase population, and induced apoptotic cell death, ROS formation and loss of mitochondrial membrane potential (Δψm). DNA binding results revealed that 1 interacted with the ct-DNA minor groove. Complexes 1-3 also exhibited good in vitro activity against M. tuberculosis H37Rv, with MIC values ranging from 3.37 to 4.65 μM. |
publishDate |
2020 |
dc.date.none.fl_str_mv |
2020-12-12T02:04:42Z 2020-12-12T02:04:42Z 2020-04-28 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://dx.doi.org/10.1039/d0dt00253d Dalton Transactions, v. 49, n. 16, p. 5264-5275, 2020. 1477-9234 1477-9226 http://hdl.handle.net/11449/200364 10.1039/d0dt00253d 2-s2.0-85084167491 |
url |
http://dx.doi.org/10.1039/d0dt00253d http://hdl.handle.net/11449/200364 |
identifier_str_mv |
Dalton Transactions, v. 49, n. 16, p. 5264-5275, 2020. 1477-9234 1477-9226 10.1039/d0dt00253d 2-s2.0-85084167491 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Dalton Transactions |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
5264-5275 |
dc.source.none.fl_str_mv |
Scopus reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
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1808128271194259456 |