Issue 4, 2015
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MedChemComm

Synthesis of six mexiletine derivatives with isoindolines attached as potential antioxidants and their evaluation as cardioprotective agents†

Bich Anh Chau,ab   Grant Drummond,c   W. Roy Jackson,*ab   Bevyn Jarrott,d   Alyson A. Miller,c   Kamani R. Subasinghe,ab   Christina Y. R. Tan,e   Paul J. White,e   Christine E. Wrightaf  and  James Ziogasaf  

* Corresponding authors

a ARC Centre for Free Radical Chemistry & Biotechnology, Australia

b Centre for Green Chemistry, Monash University, Clayton, Vic 3800, Australia
E-mail: roy.jackson@monash.edu
Fax: +61 399054597
Tel: +61 399054552

c Department of Pharmacology, Monash University, Clayton, Vic 3800, Australia

d The Florey Institute of Neuroscience and Mental Health, The University of Melbourne, Vic 3010, Australia

e Medicinal Chemistry and Drug Action, Monash Institute of Pharmaceutical Sciences, Monash University, Parkville, Vic 3052, Australia

f Department of Pharmacology & Therapeutics, The University of Melbourne, Vic 3010, Australia

Abstract

Six derivatives containing mexiletine and its 2,6-dichloro analogue to which the potential antioxidant moiety isoindoline, its N-oxide and the N-hydroxy derivatives have been attached, have been evaluated as cardioprotective agents. Four of the derivatives at different oxidation states, NH, NO and NOH had significant cardioprotective properties in an in vitro ischaemia model. In contrast to previous reports the NH compounds were not the most active.

Graphical abstract: Synthesis of six mexiletine derivatives with isoindolines attached as potential antioxidants and their evaluation as cardioprotective agents

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Article information

DOI
https://doi.org/10.1039/C4MD00459K
Article type
Concise Article
Submitted
20 Oct 2014
Accepted
12 Dec 2014
First published
15 Dec 2014

Med. Chem. Commun., 2015,6, 634-639

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Synthesis of six mexiletine derivatives with isoindolines attached as potential antioxidants and their evaluation as cardioprotective agents

B. A. Chau, G. Drummond, W. R. Jackson, B. Jarrott, A. A. Miller, K. R. Subasinghe, C. Y. R. Tan, P. J. White, C. E. Wright and J. Ziogas, Med. Chem. Commun., 2015, 6, 634 DOI: 10.1039/C4MD00459K

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