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

Quin, C., Trnka, J., Hay, A., Murphy, M.P. and Hartley, R.C. (2009) Synthesis of a mitochondria-targeted spin trap using a novel Parham-type cyclization. Tetrahedron, 65(39), pp. 8154-8160. (doi:10.1016/j.tet.2009.07.081) (PMID:19888470) (PMCID:PMC2767131)

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Abstract

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.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Hartley, Professor Richard
Authors: Quin, C., Trnka, J., Hay, A., Murphy, M.P., and Hartley, R.C.
Subjects:Q Science > QD Chemistry
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Tetrahedron
Publisher:Elsevier
ISSN:0040-4020
ISSN (Online):1464-5416
Published Online:06 August 2009
Copyright Holders:Copyright © 2009 Elsevier
First Published:First published in Tetrahedron 65(39):8154-8160
Publisher Policy:Reproduced in accordance with the copyright policy of the publisher

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