Anti-inflammatory activity of superoxide dismutase mimics functionalized with cell-penetrating peptides

Emilie Mathieu; Anne-Sophie Bernard; H. Y. Vincent Ching; Andrea Somogyi; Kadda Medjoubi; Jennifer Rodon Fores; Hélène C. Bertrand; Amandine Vincent; Sylvain Trépout; Jean-Luc Guerquin-Kern; Andreas Scheitler; Ivana Ivanović-Burmazović; Philippe Seksik; Nicolas Delsuc; Clotilde Policar

doi:10.1039/C9DT04619D

Anti-inflammatory activity of superoxide dismutase mimics functionalized with cell-penetrating peptides†

Emilie Mathieu,

^a Anne-Sophie Bernard,^a H. Y. Vincent Ching,^a Andrea Somogyi,^b Kadda Medjoubi,^b Jennifer Rodon Fores,^a Hélène C. Bertrand,

^a Amandine Vincent,^a Sylvain Trépout,

^cd Jean-Luc Guerquin-Kern,

^cd Andreas Scheitler,

^e Ivana Ivanović-Burmazović,^e Philippe Seksik,^f Nicolas Delsuc

^a and Clotilde Policar

*^a

Author affiliations

* Corresponding authors

^a Laboratoire des biomolécules, LBM, Département de chimie, Ecole normale supérieure, PSL University, Sorbonne université, CNRS, 75005 Paris, France
E-mail: clotilde.policar@ens.psl.eu

^b Synchrotron SOLEIL, BP 48, Saint-Aubin, 91192 Gif sur Yvette, France

^c Institut Curie, Research Center, PSL University, Chemistry, Modelling and Imaging for Biology (CMIB), Bât 110-112, Centre Universitaire, F-91405 Orsay, France

^d INSERM U 1196, CNRS UMR 9187, Paris-Saclay University, Paris-Sud University, University Centre, Orsay, France

^e Department of Chemistry and Pharmacy, University of Erlangen-Nürnberg, Egerlandstr. 1, 91058 Erlangen, Germany

^f Sorbonne Université, Ecole normale supérieure, PSL University, CNRS, INSERM, AP-HP, Laboratoire des biomolécules, LBM 75012 Paris, France

Abstract

A superoxide dismutase mimic (Mn1) was functionalized with three positively charged-peptides: RRRRRRRRR (Mn1-R9), RRWWWRRWRR (Mn1-RW9) or F_x-r-F_x-K (Mn1-MPP). Characterization of the physico-chemical properties of the complexes show that they share similar binding affinity for Mn²⁺, apparent reduction potential and intrinsic superoxide dismutase activity. However, their accumulation in cells is different (Mn1-R9 < Mn1-MPP < Mn1-RW9 < Mn1), as well as their subcellular distribution. In addition, the three functionalized-complexes display a better anti-inflammatory activity than Mn1 when assayed at 10 μM. This improvement is due to a combination of an anti-inflammatory effect of the peptidyl moiety itself, and of the SOD mimic for Mn1-RW9 and Mn1-MPP. In contrast, the enhanced anti-inflammatory activity of Mn1-R9 is solely due to the SOD mimic.

Dalton Transactions

Anti-inflammatory activity of superoxide dismutase mimics functionalized with cell-penetrating peptides†

Abstract

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