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Investigation on Optical and Biological Properties of 2‐(4‐Dimethylaminophenyl)benzothiazole Based Cycloplatinated Complexes

The optical and biological properties of 2‐(4‐dimethylaminophenyl)benzothiazole cycloplatinated complexes featuring bioactive ligands ([{Pt(Me(2)N‐pbt)(C(6)F(5))}L] [L=Me(2)N‐pbtH 1, p‐dpbH (4‐(diphenylphosphino)benzoic acid) 2, o‐dpbH (2‐(diphenylphosphino)benzoic acid) 3), [Pt(Me(2)N‐pbt)(o‐dpb)]...

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Autores principales: Lara, Rebeca, Millán, Gonzalo, Moreno, M. Teresa, Lalinde, Elena, Alfaro‐Arnedo, Elvira, López, Icíar P., Larráyoz, Ignacio M., Pichel, José G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9293083/
https://www.ncbi.nlm.nih.gov/pubmed/34379830
http://dx.doi.org/10.1002/chem.202102737
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author Lara, Rebeca
Millán, Gonzalo
Moreno, M. Teresa
Lalinde, Elena
Alfaro‐Arnedo, Elvira
López, Icíar P.
Larráyoz, Ignacio M.
Pichel, José G.
author_facet Lara, Rebeca
Millán, Gonzalo
Moreno, M. Teresa
Lalinde, Elena
Alfaro‐Arnedo, Elvira
López, Icíar P.
Larráyoz, Ignacio M.
Pichel, José G.
author_sort Lara, Rebeca
collection PubMed
description The optical and biological properties of 2‐(4‐dimethylaminophenyl)benzothiazole cycloplatinated complexes featuring bioactive ligands ([{Pt(Me(2)N‐pbt)(C(6)F(5))}L] [L=Me(2)N‐pbtH 1, p‐dpbH (4‐(diphenylphosphino)benzoic acid) 2, o‐dpbH (2‐(diphenylphosphino)benzoic acid) 3), [Pt(Me(2)N‐pbt)(o‐dpb)] 4, [{Pt(Me(2)N‐pbt)(C(6)F(5))}(2)(μ‐PR( n )P)] [PR(4)P=O(CH(2)CH(2)OC(O)C(6)H(4)PPh(2))(2) 5, PR(12)P=O{(CH(2)CH(2)O)(3)C(O)C(6)H(4)PPh(2)}(2) 6] are presented. Complexes 1–6 display (1)ILCT and metal‐perturbed (3)ILCT dual emissions. The ratio between both bands is excitation dependent, accomplishing warm‐white emissions for 2, 5 and 6. The phosphorescent emission is lost in aerated solutions owing to photoinduced electron transfer to (3)O(2) and the formation of (1)O(2), as confirmed in complexes 2 and 4. They also exhibit photoinduced phosphorescence enhancement in non‐degassed DMSO due to local oxidation of DMSO by sensitized (1)O(2), which causes a local degassing. Me(2)N‐pbtH and the complexes specifically accumulate in the Golgi apparatus, although only 2, 3 and 6 were active against A549 and HeLa cancer cell lines, 6 being highly selective in respect to nontumoral cells. The potential photodynamic property of these complexes was demonstrated with complex 4.
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spelling pubmed-92930832022-07-20 Investigation on Optical and Biological Properties of 2‐(4‐Dimethylaminophenyl)benzothiazole Based Cycloplatinated Complexes Lara, Rebeca Millán, Gonzalo Moreno, M. Teresa Lalinde, Elena Alfaro‐Arnedo, Elvira López, Icíar P. Larráyoz, Ignacio M. Pichel, José G. Chemistry Full Papers The optical and biological properties of 2‐(4‐dimethylaminophenyl)benzothiazole cycloplatinated complexes featuring bioactive ligands ([{Pt(Me(2)N‐pbt)(C(6)F(5))}L] [L=Me(2)N‐pbtH 1, p‐dpbH (4‐(diphenylphosphino)benzoic acid) 2, o‐dpbH (2‐(diphenylphosphino)benzoic acid) 3), [Pt(Me(2)N‐pbt)(o‐dpb)] 4, [{Pt(Me(2)N‐pbt)(C(6)F(5))}(2)(μ‐PR( n )P)] [PR(4)P=O(CH(2)CH(2)OC(O)C(6)H(4)PPh(2))(2) 5, PR(12)P=O{(CH(2)CH(2)O)(3)C(O)C(6)H(4)PPh(2)}(2) 6] are presented. Complexes 1–6 display (1)ILCT and metal‐perturbed (3)ILCT dual emissions. The ratio between both bands is excitation dependent, accomplishing warm‐white emissions for 2, 5 and 6. The phosphorescent emission is lost in aerated solutions owing to photoinduced electron transfer to (3)O(2) and the formation of (1)O(2), as confirmed in complexes 2 and 4. They also exhibit photoinduced phosphorescence enhancement in non‐degassed DMSO due to local oxidation of DMSO by sensitized (1)O(2), which causes a local degassing. Me(2)N‐pbtH and the complexes specifically accumulate in the Golgi apparatus, although only 2, 3 and 6 were active against A549 and HeLa cancer cell lines, 6 being highly selective in respect to nontumoral cells. The potential photodynamic property of these complexes was demonstrated with complex 4. John Wiley and Sons Inc. 2021-10-07 2021-11-11 /pmc/articles/PMC9293083/ /pubmed/34379830 http://dx.doi.org/10.1002/chem.202102737 Text en © 2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Full Papers
Lara, Rebeca
Millán, Gonzalo
Moreno, M. Teresa
Lalinde, Elena
Alfaro‐Arnedo, Elvira
López, Icíar P.
Larráyoz, Ignacio M.
Pichel, José G.
Investigation on Optical and Biological Properties of 2‐(4‐Dimethylaminophenyl)benzothiazole Based Cycloplatinated Complexes
title Investigation on Optical and Biological Properties of 2‐(4‐Dimethylaminophenyl)benzothiazole Based Cycloplatinated Complexes
title_full Investigation on Optical and Biological Properties of 2‐(4‐Dimethylaminophenyl)benzothiazole Based Cycloplatinated Complexes
title_fullStr Investigation on Optical and Biological Properties of 2‐(4‐Dimethylaminophenyl)benzothiazole Based Cycloplatinated Complexes
title_full_unstemmed Investigation on Optical and Biological Properties of 2‐(4‐Dimethylaminophenyl)benzothiazole Based Cycloplatinated Complexes
title_short Investigation on Optical and Biological Properties of 2‐(4‐Dimethylaminophenyl)benzothiazole Based Cycloplatinated Complexes
title_sort investigation on optical and biological properties of 2‐(4‐dimethylaminophenyl)benzothiazole based cycloplatinated complexes
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9293083/
https://www.ncbi.nlm.nih.gov/pubmed/34379830
http://dx.doi.org/10.1002/chem.202102737
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