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Red Light-Emitting Water-Soluble Luminescent Iridium-Containing Polynorbornenes: Synthesis, Characterization and Oxygen Sensing Properties in Biological Tissues In Vivo

New water-soluble polynorbornenes P1–P4 containing oligoether, amino acid groups and luminophoric complexes of iridium(III) were synthesized by ring-opening metathesis polymerization. The polymeric products in organic solvents and in water demonstrate intense photoluminescence in the red spectral re...

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Autores principales: Bochkarev, Leonid N., Parshina, Yulia P., Gracheva, Yana V., Kovylina, Tatyana A., Lermontova, Svetlana A., Klapshina, Larisa G., Konev, Aleksey N., Lopatin, Mikhail A., Lukina, Maria M., Komarova, Anastasia D., Shcheslavskiy, Vladislav I., Shirmanova, Marina V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8587708/
https://www.ncbi.nlm.nih.gov/pubmed/34770757
http://dx.doi.org/10.3390/molecules26216349
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author Bochkarev, Leonid N.
Parshina, Yulia P.
Gracheva, Yana V.
Kovylina, Tatyana A.
Lermontova, Svetlana A.
Klapshina, Larisa G.
Konev, Aleksey N.
Lopatin, Mikhail A.
Lukina, Maria M.
Komarova, Anastasia D.
Shcheslavskiy, Vladislav I.
Shirmanova, Marina V.
author_facet Bochkarev, Leonid N.
Parshina, Yulia P.
Gracheva, Yana V.
Kovylina, Tatyana A.
Lermontova, Svetlana A.
Klapshina, Larisa G.
Konev, Aleksey N.
Lopatin, Mikhail A.
Lukina, Maria M.
Komarova, Anastasia D.
Shcheslavskiy, Vladislav I.
Shirmanova, Marina V.
author_sort Bochkarev, Leonid N.
collection PubMed
description New water-soluble polynorbornenes P1–P4 containing oligoether, amino acid groups and luminophoric complexes of iridium(III) were synthesized by ring-opening metathesis polymerization. The polymeric products in organic solvents and in water demonstrate intense photoluminescence in the red spectral region. The polymers P1 and P3 with 1-phenylisoquinoline cyclometalating ligands in iridium fragments reveal 4–6 fold higher emission quantum yields in solutions than those of P2 and P4 that contain iridium complexes with 1-(thien-2-yl)isoquinoline cyclometalating ligands. The emission parameters of P1–P4 in degassed solutions essentially differ from those in the aerated solutions showing oxygen-dependent quenching of phosphorescence. Biological testing of P1 and P3 demonstrates that the polymers do not penetrate into live cultured cancer cells and normal skin fibroblasts and do not possess cytotoxicity within the concentrations and time ranges reasonable for biological studies. In vivo, the polymers display longer phosphorescence lifetimes in mouse tumors than in muscle, as measured using phosphorescence lifetime imaging (PLIM), which correlates with tumor hypoxia. Therefore, preliminary evaluation of the synthesized polymers shows their suitability for noninvasive in vivo assessments of oxygen levels in biological tissues.
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spelling pubmed-85877082021-11-13 Red Light-Emitting Water-Soluble Luminescent Iridium-Containing Polynorbornenes: Synthesis, Characterization and Oxygen Sensing Properties in Biological Tissues In Vivo Bochkarev, Leonid N. Parshina, Yulia P. Gracheva, Yana V. Kovylina, Tatyana A. Lermontova, Svetlana A. Klapshina, Larisa G. Konev, Aleksey N. Lopatin, Mikhail A. Lukina, Maria M. Komarova, Anastasia D. Shcheslavskiy, Vladislav I. Shirmanova, Marina V. Molecules Article New water-soluble polynorbornenes P1–P4 containing oligoether, amino acid groups and luminophoric complexes of iridium(III) were synthesized by ring-opening metathesis polymerization. The polymeric products in organic solvents and in water demonstrate intense photoluminescence in the red spectral region. The polymers P1 and P3 with 1-phenylisoquinoline cyclometalating ligands in iridium fragments reveal 4–6 fold higher emission quantum yields in solutions than those of P2 and P4 that contain iridium complexes with 1-(thien-2-yl)isoquinoline cyclometalating ligands. The emission parameters of P1–P4 in degassed solutions essentially differ from those in the aerated solutions showing oxygen-dependent quenching of phosphorescence. Biological testing of P1 and P3 demonstrates that the polymers do not penetrate into live cultured cancer cells and normal skin fibroblasts and do not possess cytotoxicity within the concentrations and time ranges reasonable for biological studies. In vivo, the polymers display longer phosphorescence lifetimes in mouse tumors than in muscle, as measured using phosphorescence lifetime imaging (PLIM), which correlates with tumor hypoxia. Therefore, preliminary evaluation of the synthesized polymers shows their suitability for noninvasive in vivo assessments of oxygen levels in biological tissues. MDPI 2021-10-20 /pmc/articles/PMC8587708/ /pubmed/34770757 http://dx.doi.org/10.3390/molecules26216349 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Bochkarev, Leonid N.
Parshina, Yulia P.
Gracheva, Yana V.
Kovylina, Tatyana A.
Lermontova, Svetlana A.
Klapshina, Larisa G.
Konev, Aleksey N.
Lopatin, Mikhail A.
Lukina, Maria M.
Komarova, Anastasia D.
Shcheslavskiy, Vladislav I.
Shirmanova, Marina V.
Red Light-Emitting Water-Soluble Luminescent Iridium-Containing Polynorbornenes: Synthesis, Characterization and Oxygen Sensing Properties in Biological Tissues In Vivo
title Red Light-Emitting Water-Soluble Luminescent Iridium-Containing Polynorbornenes: Synthesis, Characterization and Oxygen Sensing Properties in Biological Tissues In Vivo
title_full Red Light-Emitting Water-Soluble Luminescent Iridium-Containing Polynorbornenes: Synthesis, Characterization and Oxygen Sensing Properties in Biological Tissues In Vivo
title_fullStr Red Light-Emitting Water-Soluble Luminescent Iridium-Containing Polynorbornenes: Synthesis, Characterization and Oxygen Sensing Properties in Biological Tissues In Vivo
title_full_unstemmed Red Light-Emitting Water-Soluble Luminescent Iridium-Containing Polynorbornenes: Synthesis, Characterization and Oxygen Sensing Properties in Biological Tissues In Vivo
title_short Red Light-Emitting Water-Soluble Luminescent Iridium-Containing Polynorbornenes: Synthesis, Characterization and Oxygen Sensing Properties in Biological Tissues In Vivo
title_sort red light-emitting water-soluble luminescent iridium-containing polynorbornenes: synthesis, characterization and oxygen sensing properties in biological tissues in vivo
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8587708/
https://www.ncbi.nlm.nih.gov/pubmed/34770757
http://dx.doi.org/10.3390/molecules26216349
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