Synthesis of a mitochondria-targeted spin trap using a novel Parham-type cyclization

A new cyclic nitrone spin trap, [4-(3′,3′-dibutyl-2′-oxy-3′H-isoindol-5′-yloxy)butyl]triphenylphosphonium bromide (MitoSpin), bearing a lipophilic cation has been prepared by a route that involves a novel Parham-type lithiation–cyclization of an isocyanate to give the isoindolinone core. MitoSpin ac...

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Detalles Bibliográficos
Autores principales: Quin, Caroline, Trnka, Jan, Hay, Alison, Murphy, Michael P., Hartley, Richard C.
Formato: Texto
Lenguaje:English
Publicado: Pergamon Press 2009
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2767131/
https://www.ncbi.nlm.nih.gov/pubmed/19888470
http://dx.doi.org/10.1016/j.tet.2009.07.081
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author Quin, Caroline
Trnka, Jan
Hay, Alison
Murphy, Michael P.
Hartley, Richard C.
author_facet Quin, Caroline
Trnka, Jan
Hay, Alison
Murphy, Michael P.
Hartley, Richard C.
author_sort Quin, Caroline
collection PubMed
description A new cyclic nitrone spin trap, [4-(3′,3′-dibutyl-2′-oxy-3′H-isoindol-5′-yloxy)butyl]triphenylphosphonium bromide (MitoSpin), bearing a lipophilic cation has been prepared by a route that involves a novel Parham-type lithiation–cyclization of an isocyanate to give the isoindolinone core. MitoSpin accumulates in a membrane potential dependent way in energized mitochondria and its oxidation could potentially be used in the study of oxidative stress resulting from reactive oxygen species generated in mitochondria.
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spelling pubmed-27671312009-11-02 Synthesis of a mitochondria-targeted spin trap using a novel Parham-type cyclization Quin, Caroline Trnka, Jan Hay, Alison Murphy, Michael P. Hartley, Richard C. Tetrahedron Article A new cyclic nitrone spin trap, [4-(3′,3′-dibutyl-2′-oxy-3′H-isoindol-5′-yloxy)butyl]triphenylphosphonium bromide (MitoSpin), bearing a lipophilic cation has been prepared by a route that involves a novel Parham-type lithiation–cyclization of an isocyanate to give the isoindolinone core. MitoSpin accumulates in a membrane potential dependent way in energized mitochondria and its oxidation could potentially be used in the study of oxidative stress resulting from reactive oxygen species generated in mitochondria. Pergamon Press 2009-09-26 /pmc/articles/PMC2767131/ /pubmed/19888470 http://dx.doi.org/10.1016/j.tet.2009.07.081 Text en © 2009 Elsevier Ltd. https://creativecommons.org/licenses/by/3.0/ Open Access under CC BY 3.0 (https://creativecommons.org/licenses/by/3.0/) license
spellingShingle Article
Quin, Caroline
Trnka, Jan
Hay, Alison
Murphy, Michael P.
Hartley, Richard C.
Synthesis of a mitochondria-targeted spin trap using a novel Parham-type cyclization
title Synthesis of a mitochondria-targeted spin trap using a novel Parham-type cyclization
title_full Synthesis of a mitochondria-targeted spin trap using a novel Parham-type cyclization
title_fullStr Synthesis of a mitochondria-targeted spin trap using a novel Parham-type cyclization
title_full_unstemmed Synthesis of a mitochondria-targeted spin trap using a novel Parham-type cyclization
title_short Synthesis of a mitochondria-targeted spin trap using a novel Parham-type cyclization
title_sort synthesis of a mitochondria-targeted spin trap using a novel parham-type cyclization
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2767131/
https://www.ncbi.nlm.nih.gov/pubmed/19888470
http://dx.doi.org/10.1016/j.tet.2009.07.081
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