Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation
Autor(a) principal: | |
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Data de Publicação: | 2021 |
Outros Autores: | , , , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1016/j.inoche.2021.108757 http://hdl.handle.net/11449/229049 |
Resumo: | In this work, three new silver(I) complexes, [Ag(NO2-NN)(tu)]NO3 (1), [Ag(NON-NN)(tu)]NO3 (2), and [Ag(CN-NN)(tu)]NO3 (3) and (R-N'N”= extended phenanthroline ligand with aromatic diamines replaced with R = NO2; NON (furazan); CN (nitrile); tu = thiourea) were synthesized and fully characterized by the techniques of UV–Vis spectroscopy; Infrared spectroscopy; 1H and 13C{1H} NMR; molar conductivity; elemental analysis (CHN); high-resolution electrospray ionization mass spectrometry (HRMS-ESI); and X-ray diffraction (compound 3). The compounds showed themselves to be stable to light, air, and the DMSO solution. The DNA interaction assays indicated that compounds 2 and 3 interacted with the DNA, by interaction via the minor groove. Compounds 2 and 3 showed outstanding cytotoxicity towards the human cell lines A2780cis (cisplatin-resistant ovarian carcinoma), the DU-145 (prostate cancer) cells, and MRC-5 (human lung fibroblasts). The IC50 (concentration of a compound that is required for 50% inhibition of the cell viability, in vitro) values substantially overcome that of cisplatin. This data has suggested that such a molecular design is promising to develop silver(I) complexes, with high anticancer activities. |
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Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluationComplexes of silver(I)CytotoxicityDNA interactionsPhenanthroline derivativesIn this work, three new silver(I) complexes, [Ag(NO2-NN)(tu)]NO3 (1), [Ag(NON-NN)(tu)]NO3 (2), and [Ag(CN-NN)(tu)]NO3 (3) and (R-N'N”= extended phenanthroline ligand with aromatic diamines replaced with R = NO2; NON (furazan); CN (nitrile); tu = thiourea) were synthesized and fully characterized by the techniques of UV–Vis spectroscopy; Infrared spectroscopy; 1H and 13C{1H} NMR; molar conductivity; elemental analysis (CHN); high-resolution electrospray ionization mass spectrometry (HRMS-ESI); and X-ray diffraction (compound 3). The compounds showed themselves to be stable to light, air, and the DMSO solution. The DNA interaction assays indicated that compounds 2 and 3 interacted with the DNA, by interaction via the minor groove. Compounds 2 and 3 showed outstanding cytotoxicity towards the human cell lines A2780cis (cisplatin-resistant ovarian carcinoma), the DU-145 (prostate cancer) cells, and MRC-5 (human lung fibroblasts). The IC50 (concentration of a compound that is required for 50% inhibition of the cell viability, in vitro) values substantially overcome that of cisplatin. This data has suggested that such a molecular design is promising to develop silver(I) complexes, with high anticancer activities.Departamento de Química Univ. Federal de São CarlosUNESP – Univ. Estadual Paulista Instituto de Química Departamento de Química Analítica Físico-Química e InorgânicaInstituto de Física de São Carlos Universidade de São Paulo Avenida Trabalhador São-Carlense 400UNESP – Univ. Estadual Paulista Instituto de Química Departamento de Química Analítica Físico-Química e InorgânicaUniversidade Federal de São Carlos (UFSCar)Universidade Estadual Paulista (UNESP)Universidade de São Paulo (USP)Rocha, Josias S.Pereira, George B.S.Oliveira, Gabriela P.Lima, Mauro A.Araujo-Neto, João H.Pinto, Luciano S.Forim, Moacir R.Zanetti, Renan D. [UNESP]Netto, Adelino V.G. [UNESP]Castellano, Eduardo E.Rocha, Fillipe V.2022-04-29T08:30:07Z2022-04-29T08:30:07Z2021-09-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.1016/j.inoche.2021.108757Inorganic Chemistry Communications, v. 131.1387-7003http://hdl.handle.net/11449/22904910.1016/j.inoche.2021.1087572-s2.0-85108795735Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengInorganic Chemistry Communicationsinfo:eu-repo/semantics/openAccess2022-04-29T08:30:07Zoai:repositorio.unesp.br:11449/229049Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T16:45:25.347915Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation |
title |
Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation |
spellingShingle |
Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation Rocha, Josias S. Complexes of silver(I) Cytotoxicity DNA interactions Phenanthroline derivatives |
title_short |
Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation |
title_full |
Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation |
title_fullStr |
Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation |
title_full_unstemmed |
Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation |
title_sort |
Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation |
author |
Rocha, Josias S. |
author_facet |
Rocha, Josias S. Pereira, George B.S. Oliveira, Gabriela P. Lima, Mauro A. Araujo-Neto, João H. Pinto, Luciano S. Forim, Moacir R. Zanetti, Renan D. [UNESP] Netto, Adelino V.G. [UNESP] Castellano, Eduardo E. Rocha, Fillipe V. |
author_role |
author |
author2 |
Pereira, George B.S. Oliveira, Gabriela P. Lima, Mauro A. Araujo-Neto, João H. Pinto, Luciano S. Forim, Moacir R. Zanetti, Renan D. [UNESP] Netto, Adelino V.G. [UNESP] Castellano, Eduardo E. Rocha, Fillipe V. |
author2_role |
author author author author author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade Federal de São Carlos (UFSCar) Universidade Estadual Paulista (UNESP) Universidade de São Paulo (USP) |
dc.contributor.author.fl_str_mv |
Rocha, Josias S. Pereira, George B.S. Oliveira, Gabriela P. Lima, Mauro A. Araujo-Neto, João H. Pinto, Luciano S. Forim, Moacir R. Zanetti, Renan D. [UNESP] Netto, Adelino V.G. [UNESP] Castellano, Eduardo E. Rocha, Fillipe V. |
dc.subject.por.fl_str_mv |
Complexes of silver(I) Cytotoxicity DNA interactions Phenanthroline derivatives |
topic |
Complexes of silver(I) Cytotoxicity DNA interactions Phenanthroline derivatives |
description |
In this work, three new silver(I) complexes, [Ag(NO2-NN)(tu)]NO3 (1), [Ag(NON-NN)(tu)]NO3 (2), and [Ag(CN-NN)(tu)]NO3 (3) and (R-N'N”= extended phenanthroline ligand with aromatic diamines replaced with R = NO2; NON (furazan); CN (nitrile); tu = thiourea) were synthesized and fully characterized by the techniques of UV–Vis spectroscopy; Infrared spectroscopy; 1H and 13C{1H} NMR; molar conductivity; elemental analysis (CHN); high-resolution electrospray ionization mass spectrometry (HRMS-ESI); and X-ray diffraction (compound 3). The compounds showed themselves to be stable to light, air, and the DMSO solution. The DNA interaction assays indicated that compounds 2 and 3 interacted with the DNA, by interaction via the minor groove. Compounds 2 and 3 showed outstanding cytotoxicity towards the human cell lines A2780cis (cisplatin-resistant ovarian carcinoma), the DU-145 (prostate cancer) cells, and MRC-5 (human lung fibroblasts). The IC50 (concentration of a compound that is required for 50% inhibition of the cell viability, in vitro) values substantially overcome that of cisplatin. This data has suggested that such a molecular design is promising to develop silver(I) complexes, with high anticancer activities. |
publishDate |
2021 |
dc.date.none.fl_str_mv |
2021-09-01 2022-04-29T08:30:07Z 2022-04-29T08:30:07Z |
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/10.1016/j.inoche.2021.108757 Inorganic Chemistry Communications, v. 131. 1387-7003 http://hdl.handle.net/11449/229049 10.1016/j.inoche.2021.108757 2-s2.0-85108795735 |
url |
http://dx.doi.org/10.1016/j.inoche.2021.108757 http://hdl.handle.net/11449/229049 |
identifier_str_mv |
Inorganic Chemistry Communications, v. 131. 1387-7003 10.1016/j.inoche.2021.108757 2-s2.0-85108795735 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Inorganic Chemistry Communications |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
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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1808128697085984768 |