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,...

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Autores: 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
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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spelling 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
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:e_Buah Biblioteca Digital Universidad de Alcalá
instname:Universidad de Alcalá (UAH)
instname_str Universidad de Alcalá (UAH)
reponame_str e_Buah Biblioteca Digital Universidad de Alcalá
collection e_Buah Biblioteca Digital Universidad de Alcalá
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