The Ferroquine Antimalarial Conundrum: Redox Activation and Reinvasion Inhibition†
Dr. Faustine Dubar
Université Lille1, Unité de Catalyse et Chimie du Solide—UMR CNRS 8181, B.P. 90108, 59652 Villeneuve d'Ascq Cedex (France)
Search for more papers by this authorDr. Christian Slomianny
Université Lille1, Inserm U1003—Laboratoire de Physiologie Cellulaire, Bâtiment SN3, 59655 Villeneuve d'Ascq Cedex (France)
Search for more papers by this authorDr. Jamal Khalife
CIIL, Inserm U 1019, UMR CNRS 8024 Université Lille Nord de 15 France, Institut Pasteur de Lille, 1 rue du Pr Calmette, 59019 Lille Cedex (France)
Search for more papers by this authorDr. Daniel Dive
CIIL, Inserm U 1019, UMR CNRS 8024 Université Lille Nord de 15 France, Institut Pasteur de Lille, 1 rue du Pr Calmette, 59019 Lille Cedex (France)
Search for more papers by this authorHadidjatou Kalamou
CIIL, Inserm U 1019, UMR CNRS 8024 Université Lille Nord de 15 France, Institut Pasteur de Lille, 1 rue du Pr Calmette, 59019 Lille Cedex (France)
Search for more papers by this authorDr. Yann Guérardel
Université Lille1, Unité de Glycobiologie Structurale et Fonctionnelle, CNRS UMR 8576, IFR 147, 59650 Villeneuve d'Ascq Cedex (France)
Search for more papers by this authorProf. Philippe Grellier
National Museum of Natural History, UMR 7245 CNRS-MNHN, Team APE, CP 52, 57 Rue Cuvier, Paris 75005 (France)
Search for more papers by this authorCorresponding Author
Prof. Christophe Biot
Université Lille1, Unité de Glycobiologie Structurale et Fonctionnelle, CNRS UMR 8576, IFR 147, 59650 Villeneuve d'Ascq Cedex (France)
Université Lille1, Unité de Glycobiologie Structurale et Fonctionnelle, CNRS UMR 8576, IFR 147, 59650 Villeneuve d'Ascq Cedex (France)Search for more papers by this authorDr. Faustine Dubar
Université Lille1, Unité de Catalyse et Chimie du Solide—UMR CNRS 8181, B.P. 90108, 59652 Villeneuve d'Ascq Cedex (France)
Search for more papers by this authorDr. Christian Slomianny
Université Lille1, Inserm U1003—Laboratoire de Physiologie Cellulaire, Bâtiment SN3, 59655 Villeneuve d'Ascq Cedex (France)
Search for more papers by this authorDr. Jamal Khalife
CIIL, Inserm U 1019, UMR CNRS 8024 Université Lille Nord de 15 France, Institut Pasteur de Lille, 1 rue du Pr Calmette, 59019 Lille Cedex (France)
Search for more papers by this authorDr. Daniel Dive
CIIL, Inserm U 1019, UMR CNRS 8024 Université Lille Nord de 15 France, Institut Pasteur de Lille, 1 rue du Pr Calmette, 59019 Lille Cedex (France)
Search for more papers by this authorHadidjatou Kalamou
CIIL, Inserm U 1019, UMR CNRS 8024 Université Lille Nord de 15 France, Institut Pasteur de Lille, 1 rue du Pr Calmette, 59019 Lille Cedex (France)
Search for more papers by this authorDr. Yann Guérardel
Université Lille1, Unité de Glycobiologie Structurale et Fonctionnelle, CNRS UMR 8576, IFR 147, 59650 Villeneuve d'Ascq Cedex (France)
Search for more papers by this authorProf. Philippe Grellier
National Museum of Natural History, UMR 7245 CNRS-MNHN, Team APE, CP 52, 57 Rue Cuvier, Paris 75005 (France)
Search for more papers by this authorCorresponding Author
Prof. Christophe Biot
Université Lille1, Unité de Glycobiologie Structurale et Fonctionnelle, CNRS UMR 8576, IFR 147, 59650 Villeneuve d'Ascq Cedex (France)
Université Lille1, Unité de Glycobiologie Structurale et Fonctionnelle, CNRS UMR 8576, IFR 147, 59650 Villeneuve d'Ascq Cedex (France)Search for more papers by this authorThis study was funded by a grant from the Ministère de l’Enseignement Supérieur to F.D.
Graphical Abstract
Metal health: Ferroquine is a ferrocene-based analogue of the antimalarial drug chloroquine. In addition to the primary mechanism of quinoline action, fluorescent probe studies in infected red blood cells show another mechanism is at work. It is based on the production of HO. in the acidic and oxidizing environment of the digestive vacuole of the malaria parasite and implies that, with ferroquine, reinvasion can be inhibited.
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References
- 1G. Jaouen, N. Metzler-Nolte, R. Alberto, Medicinal Organometallic Chemistry, Springer, Heidelberg, 2010.
- 2E. Alessio, Bioinorganic Medicinal Chemistry, Wiley-VCH, Weinheim, 2011.
10.1002/9783527633104 Google Scholar
- 3M. Navarro, W. Castro, C. Biot, Organometallics 2012, 31, 5715–5727.
- 4M. Adams, Y. Li, H. Khot, C. De Kock, P. J. Smith, K. Land, K. Chibale, G. S. Smith, Dalton Trans. 2013, 42, 4677–4685.
- 5L. Glans, W. Hu, C. Jöst, C. de Kock, P. J. Smith, M. Haukka, H. Bruhn, U. Schatzschneider, E. Nordlander, Dalton Trans. 2012, 41, 6443–6450.
- 6L. Glans, A. Ehnbom, C. de Kock, A. Martínez, J. Estrada, P. J. Smith, M. Haukka, R. A. Sánchez-Delgado, E. Nordlander, Dalton Trans. 2012, 41, 2764–2733.
- 7D. R. van Staveren, N. Metzler-Nolte, Chem. Rev. 2004, 104, 5931–5985.
- 8C. G. Hartinger, P. J. Dyson, Chem. Soc. Rev. 2009, 38, 391–401.
- 9G. Gasser, I. Ott, N. Metzler-Nolte, J. Med. Chem. 2011, 54, 3–25.
- 10M. Navarro, C. Gabbiani, L. Messori, D. Gambino, Drug Discovery Today 2010, 15, 1070–1078.
- 11E. A. Hillard, G. Jaouen, Organometallics 2011, 30, 20–27.
- 12G. Mombo-Ngoma, C. Supan, M. P. Dal-Bianco, M. A. Missinou, P.-B. Matsiegui, C. L. Ospina Salazar, S. Issifou, D. Ter-Minassian, M. Ramharter, M. Kombila, et al., Malaria J. 2011, 10: 53.
- 13C. Supan, G. Mombo-Ngoma, M. P. Dal-Bianco, C. L. Ospina Salazar, S. Issifou, F. Mazuir, A. Filali-Ansary, C. Biot, D. Ter-Minassian, M. Ramharter, et al., Antimicrob. Agents Chemother. 2012, 56, 3165–3173.
- 14D. Dive, C. Biot, ChemMedChem 2008, 3, 383–391.
- 15F. Dubar, S. Bohic, C. Slomianny, J.-C. Morin, P. Thomas, H. Kalamou, Y. Guérardel, P. Cloetens, J. Khalife, C. Biot, Chem. Commun. 2012, 48, 910–912.
- 16F. Dubar, S. Bohic, D. Dive, Y. Guérardel, P. Cloetens, J. Khalife, C. Biot, ACS Med. Chem. Lett. 2012, 3, 480–483.
- 17M. Aikawa, P. K. Hepler, C. G. Huff, H. Sprinz, J. Cell Biol. 1966, 28, 355–373.
- 18J. Liu, E. S. Istvan, I. Y. Gluzman, J. Gross, D. E. Goldberg, Proc. Natl. Acad. Sci. USA 2006, 103, 8840–8845.
- 19V. L. Lew, T. Tiffert, H. Ginsburg, Blood 2003, 101, 4189–4194.
- 20Y. Fu, L. Tilley, S. Kenny, N. Klonis, Cytometry Part A 2010, 77, 253–263.
- 21Y. Fu, N. Klonis, C. Suarna, G. J. Maghzal, R. Stocker, L. Tilley, Cytometry Part A 2009, 75, 390–404.
- 22L. Yuan, W. Lin, J. Song, Chem. Commun. 2010, 46, 7930.
- 23Y. Miyachi, A. Yoshioka, S. Imamura, Y. Niwa, Ann. Rheum. Dis. 1986, 45, 244–248.
- 24J. M. Combrinck, T. E. Mabotha, K. K. Ncokazi, M. A. Ambele, D. Taylor, P. J. Smith, H. C. Hoppe, T. J. Egan, ACS Chem. Biol. 2013, 8, 133–137.
- 25R. Kovjazin, T. Eldar, M. Patya, A. Vanichkin, H. M. Lander, A. Novogrodsky, FASEB J. 2003, 17, 467–469.
- 26E. Hillard, A. Vessières, L. Thouin, G. Jaouen, C. Amatore, Angew. Chem. 2006, 118, 291–296;
10.1002/ange.200502925 Google ScholarAngew. Chem. Int. Ed. 2006, 45, 285–290.
- 27F. Dubar, T. J. Egan, B. Pradines, D. Kuter, K. K. Ncokazi, D. Forge, J.-F. Paul, C. Pierrot, H. Kalamou, J. Khalife, et al., ACS Chem. Biol. 2011, 6, 275–287.
