Exploring the scope of [Pt2(4-FC6H4)4(μ-SEt2)2] as a precursor for new organometallic platinum(II) and platinum(IV) antitumor agents
The new compound [Pt2(4-FC6H4)4(μ-SEt2)2] (A) was prepared and fully characterized. The reactions of compound A with ligands ArCH=NCH2CH2NMe2 (Ar = 2-BrC6H4, 1a; 2,6-Cl2C6H3, 1b; 4-ClC6H4, 1c; 2-Cl,6-FC6H3, 1d) were studied under different conditions and produced platinum(II) compounds [Pt(4-FC6H4)2...
| Autores: | , , , , , , , , , |
|---|---|
| Tipo de recurso: | artículo |
| Estado: | Versión aceptada para publicación |
| Fecha de publicación: | 2014 |
| 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:2445/165418 |
| Acceso en línea: | https://hdl.handle.net/2445/165418 |
| Access Level: | acceso abierto |
| Palabra clave: | Química organometàl·lica Platí Lligands Genètica Medicaments antineoplàstics Estructura molecular Organometallic chemistry Platinum Ligands Genetics Antineoplastic agents Molecular structure |
| id |
ES_209f4fb8aa5e36bfdbc797d91d11cef3 |
|---|---|
| oai_identifier_str |
oai:recercat.cat:2445/165418 |
| network_acronym_str |
ES |
| network_name_str |
España |
| repository_id_str |
|
| spelling |
Exploring the scope of [Pt2(4-FC6H4)4(μ-SEt2)2] as a precursor for new organometallic platinum(II) and platinum(IV) antitumor agentsEscolà Jané, AnnaCrespo Vicente, Margarita Ma.Quirante Serrano, JosefinaCortés Giràldez, RoldànJayaraman, A.Badía Palacín, JosefaBaldomà Llavinés, LauraCalvet Pallàs, Maria TeresaFont Bardia, Ma. MercedesCascante i Serratosa, MartaQuímica organometàl·licaPlatíLligandsGenèticaMedicaments antineoplàsticsEstructura molecularOrganometallic chemistryPlatinumLigandsGeneticsAntineoplastic agentsMolecular structureThe new compound [Pt2(4-FC6H4)4(μ-SEt2)2] (A) was prepared and fully characterized. The reactions of compound A with ligands ArCH=NCH2CH2NMe2 (Ar = 2-BrC6H4, 1a; 2,6-Cl2C6H3, 1b; 4-ClC6H4, 1c; 2-Cl,6-FC6H3, 1d) were studied under different conditions and produced platinum(II) compounds [Pt(4-FC6H4)2(ArCH=NCH2CH2NMe2)] (2b−2d), containing a bidentate [N,N′] ligand, as well as cyclometalated platinum(IV) or platinum(II) compounds such as [PtBr(4-FC6H4)2(C6H4CH=NCH2CH2NMe2)] (4a) or [PtCl{(3-FC6H3)(2-XC6H3)CH=NCH2CH2NMe2}] (5b: X = Cl; 5d: X = F), containing a tridentate [C,N,N′] ligand and either a five (4a) or a seven (5b, 5d) membered metallacycle. These compounds exhibit a great antiproliferative activity against non-small lung cancer cells (A549), and the best result was obtained for compound 2c (IC50 = 0.3 ± 0.1 μM). While compounds 5 alter the mobility of plasmid DNA in a similar way to cisplatin, compound 4 was less efficient in removing the supercoils from DNA. In spite of the very low IC50 value obtained for compound 2c, this compound does not interact with DNA, and it is neither an intercalator nor a topoisomerase I inhibitor.American Chemical Society2020202020142020info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersion34 p.application/pdfhttps://hdl.handle.net/2445/165418Articles 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/10.1021/om5000908Organometallics, 2014, vol. 33, num. 7, p. 1740-1750https://doi.org/10.1021/om5000908(c) American Chemical Society , 2014info:eu-repo/semantics/openAccessoai:recercat.cat:2445/1654182026-05-29T05:05:01Z |
| dc.title.none.fl_str_mv |
Exploring the scope of [Pt2(4-FC6H4)4(μ-SEt2)2] as a precursor for new organometallic platinum(II) and platinum(IV) antitumor agents |
| title |
Exploring the scope of [Pt2(4-FC6H4)4(μ-SEt2)2] as a precursor for new organometallic platinum(II) and platinum(IV) antitumor agents |
| spellingShingle |
Exploring the scope of [Pt2(4-FC6H4)4(μ-SEt2)2] as a precursor for new organometallic platinum(II) and platinum(IV) antitumor agents Escolà Jané, Anna Química organometàl·lica Platí Lligands Genètica Medicaments antineoplàstics Estructura molecular Organometallic chemistry Platinum Ligands Genetics Antineoplastic agents Molecular structure |
| title_short |
Exploring the scope of [Pt2(4-FC6H4)4(μ-SEt2)2] as a precursor for new organometallic platinum(II) and platinum(IV) antitumor agents |
| title_full |
Exploring the scope of [Pt2(4-FC6H4)4(μ-SEt2)2] as a precursor for new organometallic platinum(II) and platinum(IV) antitumor agents |
| title_fullStr |
Exploring the scope of [Pt2(4-FC6H4)4(μ-SEt2)2] as a precursor for new organometallic platinum(II) and platinum(IV) antitumor agents |
| title_full_unstemmed |
Exploring the scope of [Pt2(4-FC6H4)4(μ-SEt2)2] as a precursor for new organometallic platinum(II) and platinum(IV) antitumor agents |
| title_sort |
Exploring the scope of [Pt2(4-FC6H4)4(μ-SEt2)2] as a precursor for new organometallic platinum(II) and platinum(IV) antitumor agents |
| dc.creator.none.fl_str_mv |
Escolà Jané, Anna Crespo Vicente, Margarita Ma. Quirante Serrano, Josefina Cortés Giràldez, Roldàn Jayaraman, A. Badía Palacín, Josefa Baldomà Llavinés, Laura Calvet Pallàs, Maria Teresa Font Bardia, Ma. Mercedes Cascante i Serratosa, Marta |
| author |
Escolà Jané, Anna |
| author_facet |
Escolà Jané, Anna Crespo Vicente, Margarita Ma. Quirante Serrano, Josefina Cortés Giràldez, Roldàn Jayaraman, A. Badía Palacín, Josefa Baldomà Llavinés, Laura Calvet Pallàs, Maria Teresa Font Bardia, Ma. Mercedes Cascante i Serratosa, Marta |
| author_role |
author |
| author2 |
Crespo Vicente, Margarita Ma. Quirante Serrano, Josefina Cortés Giràldez, Roldàn Jayaraman, A. Badía Palacín, Josefa Baldomà Llavinés, Laura Calvet Pallàs, Maria Teresa Font Bardia, Ma. Mercedes Cascante i Serratosa, Marta |
| author2_role |
author author author author author author author author author |
| dc.subject.none.fl_str_mv |
Química organometàl·lica Platí Lligands Genètica Medicaments antineoplàstics Estructura molecular Organometallic chemistry Platinum Ligands Genetics Antineoplastic agents Molecular structure |
| topic |
Química organometàl·lica Platí Lligands Genètica Medicaments antineoplàstics Estructura molecular Organometallic chemistry Platinum Ligands Genetics Antineoplastic agents Molecular structure |
| description |
The new compound [Pt2(4-FC6H4)4(μ-SEt2)2] (A) was prepared and fully characterized. The reactions of compound A with ligands ArCH=NCH2CH2NMe2 (Ar = 2-BrC6H4, 1a; 2,6-Cl2C6H3, 1b; 4-ClC6H4, 1c; 2-Cl,6-FC6H3, 1d) were studied under different conditions and produced platinum(II) compounds [Pt(4-FC6H4)2(ArCH=NCH2CH2NMe2)] (2b−2d), containing a bidentate [N,N′] ligand, as well as cyclometalated platinum(IV) or platinum(II) compounds such as [PtBr(4-FC6H4)2(C6H4CH=NCH2CH2NMe2)] (4a) or [PtCl{(3-FC6H3)(2-XC6H3)CH=NCH2CH2NMe2}] (5b: X = Cl; 5d: X = F), containing a tridentate [C,N,N′] ligand and either a five (4a) or a seven (5b, 5d) membered metallacycle. These compounds exhibit a great antiproliferative activity against non-small lung cancer cells (A549), and the best result was obtained for compound 2c (IC50 = 0.3 ± 0.1 μM). While compounds 5 alter the mobility of plasmid DNA in a similar way to cisplatin, compound 4 was less efficient in removing the supercoils from DNA. In spite of the very low IC50 value obtained for compound 2c, this compound does not interact with DNA, and it is neither an intercalator nor a topoisomerase I inhibitor. |
| publishDate |
2014 |
| dc.date.none.fl_str_mv |
2014 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/2445/165418 |
| url |
https://hdl.handle.net/2445/165418 |
| 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/10.1021/om5000908 Organometallics, 2014, vol. 33, num. 7, p. 1740-1750 https://doi.org/10.1021/om5000908 |
| dc.rights.none.fl_str_mv |
(c) American Chemical Society , 2014 info:eu-repo/semantics/openAccess |
| rights_invalid_str_mv |
(c) American Chemical Society , 2014 |
| eu_rights_str_mv |
openAccess |
| dc.format.none.fl_str_mv |
34 p. application/pdf |
| dc.publisher.none.fl_str_mv |
American Chemical Society |
| publisher.none.fl_str_mv |
American Chemical Society |
| 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_ |
1869404469293219840 |
| score |
15,811543 |