Synthesis, characterization and biological activity of new cyclometallated platinum(IV) complexes containing a para-tolyl ligand

The synthesis of three new cyclometallated platinum(II) compounds containing a para-tolyl ligand and a tridentate [C,N,N'] (cm1) or a bidentate [C,N] ligand and an additional ligand such as SEt2 (cm2) or Ph3 (cm3) is reported. The X-ray molecular structure of platinum(II) compound cm3 is also p...

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Autores: Solé, Montserrat, Balcells, C., Crespo Vicente, Margarita Ma., Quirante Serrano, Josefina, Badía Palacín, Josefa, Baldomà Llavinés, Laura, Font Bardia, Ma. Mercedes, Cascante i Serratosa, Marta
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2018
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/162671
Acceso en línea:https://hdl.handle.net/2445/162671
Access Level:acceso abierto
Palabra clave:Cristal·lografia
Estructura cristal·lina (Sòlids)
Platí
Crystallography
Layer structure (Solids)
Platinum
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spelling Synthesis, characterization and biological activity of new cyclometallated platinum(IV) complexes containing a para-tolyl ligandSolé, MontserratBalcells, C.Crespo Vicente, Margarita Ma.Quirante Serrano, JosefinaBadía Palacín, JosefaBaldomà Llavinés, LauraFont Bardia, Ma. MercedesCascante i Serratosa, MartaCristal·lografiaEstructura cristal·lina (Sòlids)PlatíCrystallographyLayer structure (Solids)PlatinumThe synthesis of three new cyclometallated platinum(II) compounds containing a para-tolyl ligand and a tridentate [C,N,N'] (cm1) or a bidentate [C,N] ligand and an additional ligand such as SEt2 (cm2) or Ph3 (cm3) is reported. The X-ray molecular structure of platinum(II) compound cm3 is also presented. Intermolecular oxidative addition of methyl iodide or iodine upon cm1, cm2 and cm3 produced six novel cyclometallated platinum(IV) compounds. The cytotoxic activity against a panel of human adenocarcinoma cell lines (A-549 lung, MDA-MB-231 and MCF-7 breast, and HCT-116 colon), DNA interaction, topoisomerase I, IIα, and cathepsin B inhibition, and cell cycle arrest, apoptosis and ROS generation of the investigated complexes are presented. The best results for antiproliferative activity were obtained for platinum (IV) compounds cm1MeI and cm1I2 arising from oxidative addition of methyl iodide and iodine, respectively, to cm1. Cyclometallated platinum(IV) compounds cm1MeI and cm3MeI induce significant changes in the mobility of DNA and, in addition, cm1MeI, cm3MeI and cm1I2, showed considerable topoisomerase IIα inhibitory activity. Moreover, the compounds exhibiting the higher antiproliferative activity (cm1MeI and cm1I2) were found to generate ROS and to supress HCT-116 colon cancer cell growth by a mixture of cell cycle arrest and apoptosis induction. 1H NMR experiments carried out in a buffered aqueous medium (pH 7.40) indicate that compound cm1MeI is not reduced by common biologically relevant reducing agents such as ascorbic acid, glutathione or cysteine.Royal Society of Chemistry2020202020182020info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersion16 p.application/pdfhttps://hdl.handle.net/2445/162671Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)InglésVersió postprint del document publicat a: https://doi.org/10.1039/c8dt01124aDalton Transactions, 2018, vol. 47, num. 27, p. 8956-8971https://doi.org/10.1039/c8dt01124a(c) Solé, M. et al., 2018info:eu-repo/semantics/openAccessoai:recercat.cat:2445/1626712026-05-29T05:05:01Z
dc.title.none.fl_str_mv Synthesis, characterization and biological activity of new cyclometallated platinum(IV) complexes containing a para-tolyl ligand
title Synthesis, characterization and biological activity of new cyclometallated platinum(IV) complexes containing a para-tolyl ligand
spellingShingle Synthesis, characterization and biological activity of new cyclometallated platinum(IV) complexes containing a para-tolyl ligand
Solé, Montserrat
Cristal·lografia
Estructura cristal·lina (Sòlids)
Platí
Crystallography
Layer structure (Solids)
Platinum
title_short Synthesis, characterization and biological activity of new cyclometallated platinum(IV) complexes containing a para-tolyl ligand
title_full Synthesis, characterization and biological activity of new cyclometallated platinum(IV) complexes containing a para-tolyl ligand
title_fullStr Synthesis, characterization and biological activity of new cyclometallated platinum(IV) complexes containing a para-tolyl ligand
title_full_unstemmed Synthesis, characterization and biological activity of new cyclometallated platinum(IV) complexes containing a para-tolyl ligand
title_sort Synthesis, characterization and biological activity of new cyclometallated platinum(IV) complexes containing a para-tolyl ligand
dc.creator.none.fl_str_mv Solé, Montserrat
Balcells, C.
Crespo Vicente, Margarita Ma.
Quirante Serrano, Josefina
Badía Palacín, Josefa
Baldomà Llavinés, Laura
Font Bardia, Ma. Mercedes
Cascante i Serratosa, Marta
author Solé, Montserrat
author_facet Solé, Montserrat
Balcells, C.
Crespo Vicente, Margarita Ma.
Quirante Serrano, Josefina
Badía Palacín, Josefa
Baldomà Llavinés, Laura
Font Bardia, Ma. Mercedes
Cascante i Serratosa, Marta
author_role author
author2 Balcells, C.
Crespo Vicente, Margarita Ma.
Quirante Serrano, Josefina
Badía Palacín, Josefa
Baldomà Llavinés, Laura
Font Bardia, Ma. Mercedes
Cascante i Serratosa, Marta
author2_role author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Cristal·lografia
Estructura cristal·lina (Sòlids)
Platí
Crystallography
Layer structure (Solids)
Platinum
topic Cristal·lografia
Estructura cristal·lina (Sòlids)
Platí
Crystallography
Layer structure (Solids)
Platinum
description The synthesis of three new cyclometallated platinum(II) compounds containing a para-tolyl ligand and a tridentate [C,N,N'] (cm1) or a bidentate [C,N] ligand and an additional ligand such as SEt2 (cm2) or Ph3 (cm3) is reported. The X-ray molecular structure of platinum(II) compound cm3 is also presented. Intermolecular oxidative addition of methyl iodide or iodine upon cm1, cm2 and cm3 produced six novel cyclometallated platinum(IV) compounds. The cytotoxic activity against a panel of human adenocarcinoma cell lines (A-549 lung, MDA-MB-231 and MCF-7 breast, and HCT-116 colon), DNA interaction, topoisomerase I, IIα, and cathepsin B inhibition, and cell cycle arrest, apoptosis and ROS generation of the investigated complexes are presented. The best results for antiproliferative activity were obtained for platinum (IV) compounds cm1MeI and cm1I2 arising from oxidative addition of methyl iodide and iodine, respectively, to cm1. Cyclometallated platinum(IV) compounds cm1MeI and cm3MeI induce significant changes in the mobility of DNA and, in addition, cm1MeI, cm3MeI and cm1I2, showed considerable topoisomerase IIα inhibitory activity. Moreover, the compounds exhibiting the higher antiproliferative activity (cm1MeI and cm1I2) were found to generate ROS and to supress HCT-116 colon cancer cell growth by a mixture of cell cycle arrest and apoptosis induction. 1H NMR experiments carried out in a buffered aqueous medium (pH 7.40) indicate that compound cm1MeI is not reduced by common biologically relevant reducing agents such as ascorbic acid, glutathione or cysteine.
publishDate 2018
dc.date.none.fl_str_mv 2018
2020
2020
2020
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv https://hdl.handle.net/2445/162671
url https://hdl.handle.net/2445/162671
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Versió postprint del document publicat a: https://doi.org/10.1039/c8dt01124a
Dalton Transactions, 2018, vol. 47, num. 27, p. 8956-8971
https://doi.org/10.1039/c8dt01124a
dc.rights.none.fl_str_mv (c) Solé, M. et al., 2018
info:eu-repo/semantics/openAccess
rights_invalid_str_mv (c) Solé, M. et al., 2018
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 16 p.
application/pdf
dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
dc.source.none.fl_str_mv Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada)
reponame:Recercat. Dipósit de la Recerca de Catalunya
instname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
instname_str Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
reponame_str Recercat. Dipósit de la Recerca de Catalunya
collection Recercat. Dipósit de la Recerca de Catalunya
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869416600344461312
score 15,812429

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