An in vivo strategy to counteract post-administration anticoagulant activity of azido-Warfarin

Sylvain Ursuegui, Marion Recher, Wojciech Krężel () and Alain Wagner ()
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Sylvain Ursuegui: Laboratory of Functional Chemo-Systems (UMR 7199), Labex Medalis, University of Strasbourg
Marion Recher: Laboratory of Functional Chemo-Systems (UMR 7199), Labex Medalis, University of Strasbourg
Wojciech Krężel: Institut de Génétique et de Biologie Moléculaire et Cellulaire
Alain Wagner: Laboratory of Functional Chemo-Systems (UMR 7199), Labex Medalis, University of Strasbourg

Nature Communications, 2017, vol. 8, issue 1, 1-8

Abstract: Abstract Drugs, usually long acting and metabolically stable molecules, might be the source of adverse effects triggered by complex drug interactions, anaphylaxis and drug-induced coagulopathy. To circumvent this growing drug safety issue, we herein investigate the opportunity offered by bio-orthogonal chemistry for in vivo drug neutralization. We design a small-molecule anticoagulant drug (Warfarin) containing an azide group that acts as a safety pin. It allows drug deactivation and restoration of physiological coagulation via in vivo click reaction with a suitable cyclooctyne-based neutralizing agent. In this strategy, the new molecule formed by reaction of the drug and the antidote is deprived of biological activity and prone to fast renal clearance. This ‘Click & Clear’ approach lays ground for new strategies in designing drugs with switchable biophysical properties.

Date: 2017
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DOI: 10.1038/ncomms15242

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