Water soluble, optically active monofunctional Pd(II) and Pt(II) compounds: promising adhesive and antimigratory effects on human prostate PC-3 cancer cells
New water soluble, enantiopure palladium and platinum compounds R-N-[M{(1S, 4R)-kappa NOH,kappa(NH)-N-2(2-pic)} Cl]Cl and S-N-[M{(1R, 4S)-kappa NOH,kappa(NH)-N-2(2-pic)}Cl]Cl (2-pic = 2-picolyl, M = Pd 1 and 1', Pt 2 and 2', respectively), and heterometallic Pd/Ti [(eta(5)-C5H5)(2)Ti{(1S,...
| Autores: | , , , , , , |
|---|---|
| Tipo de recurso: | artículo |
| Fecha de publicación: | 2019 |
| País: | España |
| Institución: | Universidad de Alcalá (UAH) |
| Repositorio: | e_Buah Biblioteca Digital Universidad de Alcalá |
| Idioma: | inglés |
| OAI Identifier: | oai:ebuah.uah.es:10017/59886 |
| Acceso en línea: | http://hdl.handle.net/10017/59886 https://dx.doi.org/10.1039/c9dt02873k |
| Access Level: | acceso abierto |
| Palabra clave: | palladium compounds cancer, antimetastatic DNA cytotoxic Química Chemistry |
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Water soluble, optically active monofunctional Pd(II) and Pt(II) compounds: promising adhesive and antimigratory effects on human prostate PC-3 cancer cellsCueva Alique, Isabel de laMuñoz Moreno, Laura|||0000-0002-2322-8986Torre Rubio, Elena de la|||0000-0002-0352-0154Bajo Chueca, Ana María|||0000-0002-4944-4222Gude Rodríguez, Lourdes|||0000-0002-0220-3755Cuenca Agreda, José Tomás|||0000-0001-5830-5833Royo Cantabrana, Eva|||0000-0003-3818-6448palladium compoundscancer, antimetastaticDNAcytotoxicQuímicaChemistryNew water soluble, enantiopure palladium and platinum compounds R-N-[M{(1S, 4R)-kappa NOH,kappa(NH)-N-2(2-pic)} Cl]Cl and S-N-[M{(1R, 4S)-kappa NOH,kappa(NH)-N-2(2-pic)}Cl]Cl (2-pic = 2-picolyl, M = Pd 1 and 1', Pt 2 and 2', respectively), and heterometallic Pd/Ti [(eta(5)-C5H5)(2)Ti{(1S, 4R)-kappa ON,kappa(NH)-N-2(2-pic)}(PdCl)] Cl (3) have been synthesized. These novel compounds were fully characterized by NMR spectroscopy and CHN elemental analysis and 1, 1', 2 and 2' were further evaluated by polarimetry, ultra-violet and circular dichroism spectroscopy. The aqueous stability of novel compounds was studied by NMR spectroscopy under physiological conditions and the new species detected under such conditions have been characterized by NMR techniques and HR-ESI-MS (High-Resolution Electrospray Ionization Mass Spectrometry). CompoundDNA interactions have been investigated for the palladium and platinum compounds by equilibrium dialysis, Fluorescence Resonance Energy Transfer (FRET) DNA melting assays and viscometric titrations, revealing a better binding affinity and ability to affect duplex DNA of the palladium compounds. Metal derivatives have been tested in vitro against three cancer (prostate PC-3, cervical HeLa and breast MCF-7) and one non-tumorigenic (human prostate RWPE-1) cell lines. The highest anticancer activities were shown by palladium compounds 1 and 1' in all cancer lines, although their toxicity was lower than that found for cisplatin. Most importantly, the effect of the compounds on the cell adhesion and migration of the androgen- independent prostate cancer PC-3 cells has been assessed, and the efficacy of Pd enantiomers to affect the invasive phenotype of PC-3 cells has been demonstrated.Universidad de AlcaláComunidad de Madrid20192019-10-14journal articlehttp://purl.org/coar/resource_type/c_6501NAhttp://purl.org/coar/version/c_be7fb7dd8ff6fe43info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10017/59886https://dx.doi.org/10.1039/c9dt02873kreponame:e_Buah Biblioteca Digital Universidad de Alcaláinstname:Universidad de Alcalá (UAH)InglésengUAH Not available UAH-AE-2017-2Comunidad de Madrid http://dx.doi.org/10.13039/100012818 Not available CCG2017-EXP019Comunidad de Madrid http://dx.doi.org/10.13039/100012818 Not available CCG2018-EXP024Comunidad de Madrid http://dx.doi.org/10.13039/100012818 Not available CCG2015%2FBIO-010open accesshttp://purl.org/coar/access_right/c_abf2Attribution-NonCommercial-NoDerivatives 4.0 Internationalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessoai:ebuah.uah.es:10017/598862026-06-18T11:13:07Z |
| dc.title.none.fl_str_mv |
Water soluble, optically active monofunctional Pd(II) and Pt(II) compounds: promising adhesive and antimigratory effects on human prostate PC-3 cancer cells |
| title |
Water soluble, optically active monofunctional Pd(II) and Pt(II) compounds: promising adhesive and antimigratory effects on human prostate PC-3 cancer cells |
| spellingShingle |
Water soluble, optically active monofunctional Pd(II) and Pt(II) compounds: promising adhesive and antimigratory effects on human prostate PC-3 cancer cells Cueva Alique, Isabel de la palladium compounds cancer, antimetastatic DNA cytotoxic Química Chemistry |
| title_short |
Water soluble, optically active monofunctional Pd(II) and Pt(II) compounds: promising adhesive and antimigratory effects on human prostate PC-3 cancer cells |
| title_full |
Water soluble, optically active monofunctional Pd(II) and Pt(II) compounds: promising adhesive and antimigratory effects on human prostate PC-3 cancer cells |
| title_fullStr |
Water soluble, optically active monofunctional Pd(II) and Pt(II) compounds: promising adhesive and antimigratory effects on human prostate PC-3 cancer cells |
| title_full_unstemmed |
Water soluble, optically active monofunctional Pd(II) and Pt(II) compounds: promising adhesive and antimigratory effects on human prostate PC-3 cancer cells |
| title_sort |
Water soluble, optically active monofunctional Pd(II) and Pt(II) compounds: promising adhesive and antimigratory effects on human prostate PC-3 cancer cells |
| dc.creator.none.fl_str_mv |
Cueva Alique, Isabel de la Muñoz Moreno, Laura|||0000-0002-2322-8986 Torre Rubio, Elena de la|||0000-0002-0352-0154 Bajo Chueca, Ana María|||0000-0002-4944-4222 Gude Rodríguez, Lourdes|||0000-0002-0220-3755 Cuenca Agreda, José Tomás|||0000-0001-5830-5833 Royo Cantabrana, Eva|||0000-0003-3818-6448 |
| author |
Cueva Alique, Isabel de la |
| author_facet |
Cueva Alique, Isabel de la Muñoz Moreno, Laura|||0000-0002-2322-8986 Torre Rubio, Elena de la|||0000-0002-0352-0154 Bajo Chueca, Ana María|||0000-0002-4944-4222 Gude Rodríguez, Lourdes|||0000-0002-0220-3755 Cuenca Agreda, José Tomás|||0000-0001-5830-5833 Royo Cantabrana, Eva|||0000-0003-3818-6448 |
| author_role |
author |
| author2 |
Muñoz Moreno, Laura|||0000-0002-2322-8986 Torre Rubio, Elena de la|||0000-0002-0352-0154 Bajo Chueca, Ana María|||0000-0002-4944-4222 Gude Rodríguez, Lourdes|||0000-0002-0220-3755 Cuenca Agreda, José Tomás|||0000-0001-5830-5833 Royo Cantabrana, Eva|||0000-0003-3818-6448 |
| author2_role |
author author author author author author |
| dc.subject.none.fl_str_mv |
palladium compounds cancer, antimetastatic DNA cytotoxic Química Chemistry |
| topic |
palladium compounds cancer, antimetastatic DNA cytotoxic Química Chemistry |
| description |
New water soluble, enantiopure palladium and platinum compounds R-N-[M{(1S, 4R)-kappa NOH,kappa(NH)-N-2(2-pic)} Cl]Cl and S-N-[M{(1R, 4S)-kappa NOH,kappa(NH)-N-2(2-pic)}Cl]Cl (2-pic = 2-picolyl, M = Pd 1 and 1', Pt 2 and 2', respectively), and heterometallic Pd/Ti [(eta(5)-C5H5)(2)Ti{(1S, 4R)-kappa ON,kappa(NH)-N-2(2-pic)}(PdCl)] Cl (3) have been synthesized. These novel compounds were fully characterized by NMR spectroscopy and CHN elemental analysis and 1, 1', 2 and 2' were further evaluated by polarimetry, ultra-violet and circular dichroism spectroscopy. The aqueous stability of novel compounds was studied by NMR spectroscopy under physiological conditions and the new species detected under such conditions have been characterized by NMR techniques and HR-ESI-MS (High-Resolution Electrospray Ionization Mass Spectrometry). CompoundDNA interactions have been investigated for the palladium and platinum compounds by equilibrium dialysis, Fluorescence Resonance Energy Transfer (FRET) DNA melting assays and viscometric titrations, revealing a better binding affinity and ability to affect duplex DNA of the palladium compounds. Metal derivatives have been tested in vitro against three cancer (prostate PC-3, cervical HeLa and breast MCF-7) and one non-tumorigenic (human prostate RWPE-1) cell lines. The highest anticancer activities were shown by palladium compounds 1 and 1' in all cancer lines, although their toxicity was lower than that found for cisplatin. Most importantly, the effect of the compounds on the cell adhesion and migration of the androgen- independent prostate cancer PC-3 cells has been assessed, and the efficacy of Pd enantiomers to affect the invasive phenotype of PC-3 cells has been demonstrated. |
| publishDate |
2019 |
| dc.date.none.fl_str_mv |
2019 2019-10-14 |
| dc.type.none.fl_str_mv |
journal article http://purl.org/coar/resource_type/c_6501 NA http://purl.org/coar/version/c_be7fb7dd8ff6fe43 |
| dc.type.openaire.fl_str_mv |
info:eu-repo/semantics/article |
| format |
article |
| dc.identifier.none.fl_str_mv |
http://hdl.handle.net/10017/59886 https://dx.doi.org/10.1039/c9dt02873k |
| url |
http://hdl.handle.net/10017/59886 https://dx.doi.org/10.1039/c9dt02873k |
| dc.language.none.fl_str_mv |
Inglés eng |
| language_invalid_str_mv |
Inglés |
| language |
eng |
| dc.relation.none.fl_str_mv |
UAH Not available UAH-AE-2017-2 Comunidad de Madrid http://dx.doi.org/10.13039/100012818 Not available CCG2017-EXP019 Comunidad de Madrid http://dx.doi.org/10.13039/100012818 Not available CCG2018-EXP024 Comunidad de Madrid http://dx.doi.org/10.13039/100012818 Not available CCG2015%2FBIO-010 |
| dc.rights.none.fl_str_mv |
open access http://purl.org/coar/access_right/c_abf2 Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ |
| dc.rights.openaire.fl_str_mv |
info:eu-repo/semantics/openAccess |
| rights_invalid_str_mv |
open access http://purl.org/coar/access_right/c_abf2 Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ |
| eu_rights_str_mv |
openAccess |
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application/pdf |
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reponame:e_Buah Biblioteca Digital Universidad de Alcalá instname:Universidad de Alcalá (UAH) |
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Universidad de Alcalá (UAH) |
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