A ruthenium(II)-trithiacyclononane curcuminate complex: synthesis, characterization, DNA-interaction, and cytotoxic activity
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Outros Autores: | , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10773/29543 |
Resumo: | The coordination of ruthenium(II) complexes to anionic oxygen-based donors are very rare. This study describes a simple, one-pot method for obtaining [ruthenium(II)(trithiacyclononane)(curcumin)(S-DMSO)]Cl (1) in 37% yield. The structural characterization of complex 1 by elemental analysis, FT-IR, 1-D and 2-D NMR, ESI+-MS as well as UV–vis and fluorescence spectroscopies are presented. The DNA-melting temperature (Tm) assay shows that salmon sperm DNA (smDNA) in the presence of complex 1 has a higher melting temperature, with ΔTm = 7.4 °C, while in the presence of curcumin the melting temperature remains unaltered. The in vitro cytotoxic activities of curcumin and complex 1 were investigated using the tumor human prostate cell line, PC-3, and the healthy cell line, PNT-2. Complex 1 is innocuous toward normal prostate epithelial cells and, whereas curcumin is toxic, with inhibition rates of ca. 35 and 65% at 50 and 80 μM, respectively. On the tumor cell line PC-3, complex 1 did not cause viability changes, whereas curcumin exhibited dose-dependent inhibition, with ca. 73% inhibition at the highest concentration tested, i.e. 80 μM. This study suggests that coordination with the trithiacyclononane ruthenium(II) scaffold stabilizes the photochemical properties of curcumin and strongly changes its biologic activity. |
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A ruthenium(II)-trithiacyclononane curcuminate complex: synthesis, characterization, DNA-interaction, and cytotoxic activityCurcuminRuthenium complexesSpectroscopic characterizationDNA-intercalationCytotoxicityThe coordination of ruthenium(II) complexes to anionic oxygen-based donors are very rare. This study describes a simple, one-pot method for obtaining [ruthenium(II)(trithiacyclononane)(curcumin)(S-DMSO)]Cl (1) in 37% yield. The structural characterization of complex 1 by elemental analysis, FT-IR, 1-D and 2-D NMR, ESI+-MS as well as UV–vis and fluorescence spectroscopies are presented. The DNA-melting temperature (Tm) assay shows that salmon sperm DNA (smDNA) in the presence of complex 1 has a higher melting temperature, with ΔTm = 7.4 °C, while in the presence of curcumin the melting temperature remains unaltered. The in vitro cytotoxic activities of curcumin and complex 1 were investigated using the tumor human prostate cell line, PC-3, and the healthy cell line, PNT-2. Complex 1 is innocuous toward normal prostate epithelial cells and, whereas curcumin is toxic, with inhibition rates of ca. 35 and 65% at 50 and 80 μM, respectively. On the tumor cell line PC-3, complex 1 did not cause viability changes, whereas curcumin exhibited dose-dependent inhibition, with ca. 73% inhibition at the highest concentration tested, i.e. 80 μM. This study suggests that coordination with the trithiacyclononane ruthenium(II) scaffold stabilizes the photochemical properties of curcumin and strongly changes its biologic activity.Taylor and Francis2020-10-21T17:38:42Z2017-01-01T00:00:00Z2017info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10773/29543eng0095-897210.1080/00958972.2017.1336232Henriques, Magda CarvalhoFaustino, Maria Amparo F.Silva, Artur M. S.Felgueiras, JulianaFardilha, MargaridaBraga, Susana Santosinfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2024-02-22T11:56:32Zoai:ria.ua.pt:10773/29543Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:01:37.016627Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
A ruthenium(II)-trithiacyclononane curcuminate complex: synthesis, characterization, DNA-interaction, and cytotoxic activity |
title |
A ruthenium(II)-trithiacyclononane curcuminate complex: synthesis, characterization, DNA-interaction, and cytotoxic activity |
spellingShingle |
A ruthenium(II)-trithiacyclononane curcuminate complex: synthesis, characterization, DNA-interaction, and cytotoxic activity Henriques, Magda Carvalho Curcumin Ruthenium complexes Spectroscopic characterization DNA-intercalation Cytotoxicity |
title_short |
A ruthenium(II)-trithiacyclononane curcuminate complex: synthesis, characterization, DNA-interaction, and cytotoxic activity |
title_full |
A ruthenium(II)-trithiacyclononane curcuminate complex: synthesis, characterization, DNA-interaction, and cytotoxic activity |
title_fullStr |
A ruthenium(II)-trithiacyclononane curcuminate complex: synthesis, characterization, DNA-interaction, and cytotoxic activity |
title_full_unstemmed |
A ruthenium(II)-trithiacyclononane curcuminate complex: synthesis, characterization, DNA-interaction, and cytotoxic activity |
title_sort |
A ruthenium(II)-trithiacyclononane curcuminate complex: synthesis, characterization, DNA-interaction, and cytotoxic activity |
author |
Henriques, Magda Carvalho |
author_facet |
Henriques, Magda Carvalho Faustino, Maria Amparo F. Silva, Artur M. S. Felgueiras, Juliana Fardilha, Margarida Braga, Susana Santos |
author_role |
author |
author2 |
Faustino, Maria Amparo F. Silva, Artur M. S. Felgueiras, Juliana Fardilha, Margarida Braga, Susana Santos |
author2_role |
author author author author author |
dc.contributor.author.fl_str_mv |
Henriques, Magda Carvalho Faustino, Maria Amparo F. Silva, Artur M. S. Felgueiras, Juliana Fardilha, Margarida Braga, Susana Santos |
dc.subject.por.fl_str_mv |
Curcumin Ruthenium complexes Spectroscopic characterization DNA-intercalation Cytotoxicity |
topic |
Curcumin Ruthenium complexes Spectroscopic characterization DNA-intercalation Cytotoxicity |
description |
The coordination of ruthenium(II) complexes to anionic oxygen-based donors are very rare. This study describes a simple, one-pot method for obtaining [ruthenium(II)(trithiacyclononane)(curcumin)(S-DMSO)]Cl (1) in 37% yield. The structural characterization of complex 1 by elemental analysis, FT-IR, 1-D and 2-D NMR, ESI+-MS as well as UV–vis and fluorescence spectroscopies are presented. The DNA-melting temperature (Tm) assay shows that salmon sperm DNA (smDNA) in the presence of complex 1 has a higher melting temperature, with ΔTm = 7.4 °C, while in the presence of curcumin the melting temperature remains unaltered. The in vitro cytotoxic activities of curcumin and complex 1 were investigated using the tumor human prostate cell line, PC-3, and the healthy cell line, PNT-2. Complex 1 is innocuous toward normal prostate epithelial cells and, whereas curcumin is toxic, with inhibition rates of ca. 35 and 65% at 50 and 80 μM, respectively. On the tumor cell line PC-3, complex 1 did not cause viability changes, whereas curcumin exhibited dose-dependent inhibition, with ca. 73% inhibition at the highest concentration tested, i.e. 80 μM. This study suggests that coordination with the trithiacyclononane ruthenium(II) scaffold stabilizes the photochemical properties of curcumin and strongly changes its biologic activity. |
publishDate |
2017 |
dc.date.none.fl_str_mv |
2017-01-01T00:00:00Z 2017 2020-10-21T17:38:42Z |
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://hdl.handle.net/10773/29543 |
url |
http://hdl.handle.net/10773/29543 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
0095-8972 10.1080/00958972.2017.1336232 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Taylor and Francis |
publisher.none.fl_str_mv |
Taylor and Francis |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
instname_str |
Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
instacron_str |
RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
repository.mail.fl_str_mv |
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1799137671829782528 |