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

New water-soluble polynorbornenes <b>P1</b>–<b>P4</b> 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 ph...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Leonid N. Bochkarev, Yulia P. Parshina, Yana V. Gracheva, Tatyana A. Kovylina, Svetlana A. Lermontova, Larisa G. Klapshina, Aleksey N. Konev, Mikhail A. Lopatin, Maria M. Lukina, Anastasia D. Komarova, Vladislav I. Shcheslavskiy, Marina V. Shirmanova
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	iridium-containing polynorbornenes bioimaging phosphorescence lifetime imaging oxygen sensing tumor in vivo Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/8ef2bf8e69a24550b11104f6c99ad172
Etiquetas:	Agregar Etiqueta Sin Etiquetas, Sea el primero en etiquetar este registro!

id	oai:doaj.org-article:8ef2bf8e69a24550b11104f6c99ad172
record_format	dspace
spelling	oai:doaj.org-article:8ef2bf8e69a24550b11104f6c99ad1722021-11-11T18:22:49ZRed Light-Emitting Water-Soluble Luminescent Iridium-Containing Polynorbornenes: Synthesis, Characterization and Oxygen Sensing Properties in Biological Tissues In Vivo10.3390/molecules262163491420-3049https://doaj.org/article/8ef2bf8e69a24550b11104f6c99ad1722021-10-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6349https://doaj.org/toc/1420-3049New water-soluble polynorbornenes <b>P1</b>–<b>P4</b> 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 <b>P1</b> and <b>P3</b> with 1-phenylisoquinoline cyclometalating ligands in iridium fragments reveal 4–6 fold higher emission quantum yields in solutions than those of <b>P2</b> and <b>P4</b> that contain iridium complexes with 1-(thien-2-yl)isoquinoline cyclometalating ligands. The emission parameters of <b>P1</b>–<b>P4</b> in degassed solutions essentially differ from those in the aerated solutions showing oxygen-dependent quenching of phosphorescence. Biological testing of <b>P1</b> and <b>P3</b> 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.Leonid N. BochkarevYulia P. ParshinaYana V. GrachevaTatyana A. KovylinaSvetlana A. LermontovaLarisa G. KlapshinaAleksey N. KonevMikhail A. LopatinMaria M. LukinaAnastasia D. KomarovaVladislav I. ShcheslavskiyMarina V. ShirmanovaMDPI AGarticleiridium-containing polynorbornenesbioimagingphosphorescence lifetime imagingoxygen sensingtumorin vivoOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6349, p 6349 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	iridium-containing polynorbornenes bioimaging phosphorescence lifetime imaging oxygen sensing tumor in vivo Organic chemistry QD241-441
spellingShingle	iridium-containing polynorbornenes bioimaging phosphorescence lifetime imaging oxygen sensing tumor in vivo Organic chemistry QD241-441 Leonid N. Bochkarev Yulia P. Parshina Yana V. Gracheva Tatyana A. Kovylina Svetlana A. Lermontova Larisa G. Klapshina Aleksey N. Konev Mikhail A. Lopatin Maria M. Lukina Anastasia D. Komarova Vladislav I. Shcheslavskiy Marina V. Shirmanova Red Light-Emitting Water-Soluble Luminescent Iridium-Containing Polynorbornenes: Synthesis, Characterization and Oxygen Sensing Properties in Biological Tissues In Vivo
description	New water-soluble polynorbornenes <b>P1</b>–<b>P4</b> 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 <b>P1</b> and <b>P3</b> with 1-phenylisoquinoline cyclometalating ligands in iridium fragments reveal 4–6 fold higher emission quantum yields in solutions than those of <b>P2</b> and <b>P4</b> that contain iridium complexes with 1-(thien-2-yl)isoquinoline cyclometalating ligands. The emission parameters of <b>P1</b>–<b>P4</b> in degassed solutions essentially differ from those in the aerated solutions showing oxygen-dependent quenching of phosphorescence. Biological testing of <b>P1</b> and <b>P3</b> 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.
format	article
author	Leonid N. Bochkarev Yulia P. Parshina Yana V. Gracheva Tatyana A. Kovylina Svetlana A. Lermontova Larisa G. Klapshina Aleksey N. Konev Mikhail A. Lopatin Maria M. Lukina Anastasia D. Komarova Vladislav I. Shcheslavskiy Marina V. Shirmanova
author_facet	Leonid N. Bochkarev Yulia P. Parshina Yana V. Gracheva Tatyana A. Kovylina Svetlana A. Lermontova Larisa G. Klapshina Aleksey N. Konev Mikhail A. Lopatin Maria M. Lukina Anastasia D. Komarova Vladislav I. Shcheslavskiy Marina V. Shirmanova
author_sort	Leonid N. Bochkarev
title	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_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_sort	red light-emitting water-soluble luminescent iridium-containing polynorbornenes: synthesis, characterization and oxygen sensing properties in biological tissues in vivo
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/8ef2bf8e69a24550b11104f6c99ad172
work_keys_str_mv	AT leonidnbochkarev redlightemittingwatersolubleluminescentiridiumcontainingpolynorbornenessynthesischaracterizationandoxygensensingpropertiesinbiologicaltissuesinvivo AT yuliapparshina redlightemittingwatersolubleluminescentiridiumcontainingpolynorbornenessynthesischaracterizationandoxygensensingpropertiesinbiologicaltissuesinvivo AT yanavgracheva redlightemittingwatersolubleluminescentiridiumcontainingpolynorbornenessynthesischaracterizationandoxygensensingpropertiesinbiologicaltissuesinvivo AT tatyanaakovylina redlightemittingwatersolubleluminescentiridiumcontainingpolynorbornenessynthesischaracterizationandoxygensensingpropertiesinbiologicaltissuesinvivo AT svetlanaalermontova redlightemittingwatersolubleluminescentiridiumcontainingpolynorbornenessynthesischaracterizationandoxygensensingpropertiesinbiologicaltissuesinvivo AT larisagklapshina redlightemittingwatersolubleluminescentiridiumcontainingpolynorbornenessynthesischaracterizationandoxygensensingpropertiesinbiologicaltissuesinvivo AT alekseynkonev redlightemittingwatersolubleluminescentiridiumcontainingpolynorbornenessynthesischaracterizationandoxygensensingpropertiesinbiologicaltissuesinvivo AT mikhailalopatin redlightemittingwatersolubleluminescentiridiumcontainingpolynorbornenessynthesischaracterizationandoxygensensingpropertiesinbiologicaltissuesinvivo AT mariamlukina redlightemittingwatersolubleluminescentiridiumcontainingpolynorbornenessynthesischaracterizationandoxygensensingpropertiesinbiologicaltissuesinvivo AT anastasiadkomarova redlightemittingwatersolubleluminescentiridiumcontainingpolynorbornenessynthesischaracterizationandoxygensensingpropertiesinbiologicaltissuesinvivo AT vladislavishcheslavskiy redlightemittingwatersolubleluminescentiridiumcontainingpolynorbornenessynthesischaracterizationandoxygensensingpropertiesinbiologicaltissuesinvivo AT marinavshirmanova redlightemittingwatersolubleluminescentiridiumcontainingpolynorbornenessynthesischaracterizationandoxygensensingpropertiesinbiologicaltissuesinvivo
_version_	1718431837235183616

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

Ejemplares similares