Bis(diphenylphosphino)amines-containing ruthenium cymene complexes as potential anti-Mycobacterium tuberculosis agents
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Outros Autores: | , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1016/j.jinorgbio.2017.04.008 http://hdl.handle.net/11449/162973 |
Resumo: | Several ruthenium complexes have been investigated regarding anti-Mycobacterium tuberculosis (anti-MTb) activity, with some diphosphine-containing ruthenium complexes comparable to first and second line drugs. However, to the best of our knowledge, there is no P-N-P-containing ruthenium complexes applied as metallodrugs. Thus, this study focused on the synthesis, characterization and anti-MTb activity of a new series of coordination compounds with general formula [RuCl(eta(6)-p-cymene)(P-N-R-P)]X (R = CH2Py (Py = pyridine) - [1a], CH2Ph (Ph = phenyl) - [1b], Ph - [1c] and p-tol (p-tol = p-tolyl) - [1d]; X = PF6- or BF4-). The complexes were fully characterized by NMR (H-1, P-31{H-1}), vibrational spectroscopy (FTIR), ESI-MS, molar conductance, elemental analysis and X-ray diffraction studies. The molecular structures of [1a]center dot PF6, [1c]center dot BF4 and [1d]center dot PF6 were determined and confirm the spectroscopic and ESI-MS data. The complexes were used in anti-MTb trials, and the preliminary results are presented. The complexes are promising anti-MTb agents with MIC90 (Minimum Inhibitory Concentration of compounds required to inhibit the growth of 90% of MTb) values comparable with the Ethambutol, the reference drug used in this work, and complex [1a]center dot BF4 presented the highest selectivity index. |
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Bis(diphenylphosphino)amines-containing ruthenium cymene complexes as potential anti-Mycobacterium tuberculosis agentsSeveral ruthenium complexes have been investigated regarding anti-Mycobacterium tuberculosis (anti-MTb) activity, with some diphosphine-containing ruthenium complexes comparable to first and second line drugs. However, to the best of our knowledge, there is no P-N-P-containing ruthenium complexes applied as metallodrugs. Thus, this study focused on the synthesis, characterization and anti-MTb activity of a new series of coordination compounds with general formula [RuCl(eta(6)-p-cymene)(P-N-R-P)]X (R = CH2Py (Py = pyridine) - [1a], CH2Ph (Ph = phenyl) - [1b], Ph - [1c] and p-tol (p-tol = p-tolyl) - [1d]; X = PF6- or BF4-). The complexes were fully characterized by NMR (H-1, P-31{H-1}), vibrational spectroscopy (FTIR), ESI-MS, molar conductance, elemental analysis and X-ray diffraction studies. The molecular structures of [1a]center dot PF6, [1c]center dot BF4 and [1d]center dot PF6 were determined and confirm the spectroscopic and ESI-MS data. The complexes were used in anti-MTb trials, and the preliminary results are presented. The complexes are promising anti-MTb agents with MIC90 (Minimum Inhibitory Concentration of compounds required to inhibit the growth of 90% of MTb) values comparable with the Ethambutol, the reference drug used in this work, and complex [1a]center dot BF4 presented the highest selectivity index.Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)FINEPFundacao AraucariaUniv Fed Parana, Dept Quim, Ctr Politecn, CP 19081, BR-81531980 Curitiba, PR, BrazilUniv Estadual Paulista, Fac Ciencias Farmaceut, Dept Ciencias Biol, BR-14800900 Araraquara, SP, BrazilUniv Fed Santa Maria, Dept Quim, BR-97105900 Santa Maria, RS, BrazilUniv Estadual Paulista, Fac Ciencias Farmaceut, Dept Ciencias Biol, BR-14800900 Araraquara, SP, BrazilElsevier B.V.Univ Fed ParanaUniversidade Estadual Paulista (Unesp)Universidade Federal de Sergipe (UFS)Silva, Juliana P. daSilva, Isabel C. [UNESP]Pavan, Fernando R. [UNESP]Back, Davi F.Araujo, Marcio P. de2018-11-26T17:35:07Z2018-11-26T17:35:07Z2017-08-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article134-140application/pdfhttp://dx.doi.org/10.1016/j.jinorgbio.2017.04.008Journal Of Inorganic Biochemistry. New York: Elsevier Science Inc, v. 173, p. 134-140, 2017.0162-0134http://hdl.handle.net/11449/16297310.1016/j.jinorgbio.2017.04.008WOS:000405159600014WOS000405159600014.pdfWeb of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal Of Inorganic Biochemistry0,743info:eu-repo/semantics/openAccess2024-06-24T13:08:02Zoai:repositorio.unesp.br:11449/162973Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T20:57:19.756237Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Bis(diphenylphosphino)amines-containing ruthenium cymene complexes as potential anti-Mycobacterium tuberculosis agents |
title |
Bis(diphenylphosphino)amines-containing ruthenium cymene complexes as potential anti-Mycobacterium tuberculosis agents |
spellingShingle |
Bis(diphenylphosphino)amines-containing ruthenium cymene complexes as potential anti-Mycobacterium tuberculosis agents Silva, Juliana P. da |
title_short |
Bis(diphenylphosphino)amines-containing ruthenium cymene complexes as potential anti-Mycobacterium tuberculosis agents |
title_full |
Bis(diphenylphosphino)amines-containing ruthenium cymene complexes as potential anti-Mycobacterium tuberculosis agents |
title_fullStr |
Bis(diphenylphosphino)amines-containing ruthenium cymene complexes as potential anti-Mycobacterium tuberculosis agents |
title_full_unstemmed |
Bis(diphenylphosphino)amines-containing ruthenium cymene complexes as potential anti-Mycobacterium tuberculosis agents |
title_sort |
Bis(diphenylphosphino)amines-containing ruthenium cymene complexes as potential anti-Mycobacterium tuberculosis agents |
author |
Silva, Juliana P. da |
author_facet |
Silva, Juliana P. da Silva, Isabel C. [UNESP] Pavan, Fernando R. [UNESP] Back, Davi F. Araujo, Marcio P. de |
author_role |
author |
author2 |
Silva, Isabel C. [UNESP] Pavan, Fernando R. [UNESP] Back, Davi F. Araujo, Marcio P. de |
author2_role |
author author author author |
dc.contributor.none.fl_str_mv |
Univ Fed Parana Universidade Estadual Paulista (Unesp) Universidade Federal de Sergipe (UFS) |
dc.contributor.author.fl_str_mv |
Silva, Juliana P. da Silva, Isabel C. [UNESP] Pavan, Fernando R. [UNESP] Back, Davi F. Araujo, Marcio P. de |
description |
Several ruthenium complexes have been investigated regarding anti-Mycobacterium tuberculosis (anti-MTb) activity, with some diphosphine-containing ruthenium complexes comparable to first and second line drugs. However, to the best of our knowledge, there is no P-N-P-containing ruthenium complexes applied as metallodrugs. Thus, this study focused on the synthesis, characterization and anti-MTb activity of a new series of coordination compounds with general formula [RuCl(eta(6)-p-cymene)(P-N-R-P)]X (R = CH2Py (Py = pyridine) - [1a], CH2Ph (Ph = phenyl) - [1b], Ph - [1c] and p-tol (p-tol = p-tolyl) - [1d]; X = PF6- or BF4-). The complexes were fully characterized by NMR (H-1, P-31{H-1}), vibrational spectroscopy (FTIR), ESI-MS, molar conductance, elemental analysis and X-ray diffraction studies. The molecular structures of [1a]center dot PF6, [1c]center dot BF4 and [1d]center dot PF6 were determined and confirm the spectroscopic and ESI-MS data. The complexes were used in anti-MTb trials, and the preliminary results are presented. The complexes are promising anti-MTb agents with MIC90 (Minimum Inhibitory Concentration of compounds required to inhibit the growth of 90% of MTb) values comparable with the Ethambutol, the reference drug used in this work, and complex [1a]center dot BF4 presented the highest selectivity index. |
publishDate |
2017 |
dc.date.none.fl_str_mv |
2017-08-01 2018-11-26T17:35:07Z 2018-11-26T17:35:07Z |
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.jinorgbio.2017.04.008 Journal Of Inorganic Biochemistry. New York: Elsevier Science Inc, v. 173, p. 134-140, 2017. 0162-0134 http://hdl.handle.net/11449/162973 10.1016/j.jinorgbio.2017.04.008 WOS:000405159600014 WOS000405159600014.pdf |
url |
http://dx.doi.org/10.1016/j.jinorgbio.2017.04.008 http://hdl.handle.net/11449/162973 |
identifier_str_mv |
Journal Of Inorganic Biochemistry. New York: Elsevier Science Inc, v. 173, p. 134-140, 2017. 0162-0134 10.1016/j.jinorgbio.2017.04.008 WOS:000405159600014 WOS000405159600014.pdf |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Journal Of Inorganic Biochemistry 0,743 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
134-140 application/pdf |
dc.publisher.none.fl_str_mv |
Elsevier B.V. |
publisher.none.fl_str_mv |
Elsevier B.V. |
dc.source.none.fl_str_mv |
Web of Science 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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1808129267219824640 |