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Mn(II)-Based MRI Contrast Agent Candidate for Vascular Imaging

  • Ferenc K. Kálmán
    Ferenc K. Kálmán
    Department of Physical Chemistry, Faculty of Science and Technology, University of Debrecen, Egyetem tér 1, H-4032 Debrecen, Hungary
    Le Studium, Loire Valley Institute for Advanced Studies, 1 Rue Dupanloup, 45000 Orléans, France
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    Orcidhttp://orcid.org/0000-0001-9000-2779
  • , 
  • Viktória Nagy
    Viktória Nagy
    Department of Physical Chemistry, Faculty of Science and Technology, University of Debrecen, Egyetem tér 1, H-4032 Debrecen, Hungary
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  • , 
  • Balázs Váradi
    Balázs Váradi
    Department of Physical Chemistry, Faculty of Science and Technology, University of Debrecen, Egyetem tér 1, H-4032 Debrecen, Hungary
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  • , 
  • Zoltán Garda
    Zoltán Garda
    Department of Physical Chemistry, Faculty of Science and Technology, University of Debrecen, Egyetem tér 1, H-4032 Debrecen, Hungary
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  • , 
  • Enikő Molnár
    Enikő Molnár
    Department of Physical Chemistry, Faculty of Science and Technology, University of Debrecen, Egyetem tér 1, H-4032 Debrecen, Hungary
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  • , 
  • György Trencsényi
    György Trencsényi
    Division of Nuclear Medicine, Department of Medical Imaging, Faculty of Medicine, University of Debrecen, H-4032 Debrecen, Hungary
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  • , 
  • János Kiss
    János Kiss
    Division of Nuclear Medicine, Department of Medical Imaging, Faculty of Medicine, University of Debrecen, H-4032 Debrecen, Hungary
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  • , 
  • Sandra Même
    Sandra Même
    Centre de Biophysique Moléculaire, CNRS-UPR 4301, Université d’Orléans, Rue Charles Sadron, CS 80054, 45071 Orléans, France
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  • , 
  • William Même
    William Même
    Centre de Biophysique Moléculaire, CNRS-UPR 4301, Université d’Orléans, Rue Charles Sadron, CS 80054, 45071 Orléans, France
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  • , 
  • Éva Tóth*
    Éva Tóth
    Centre de Biophysique Moléculaire, CNRS-UPR 4301, Université d’Orléans, Rue Charles Sadron, CS 80054, 45071 Orléans, France
    *Email: [email protected]
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    Orcidhttp://orcid.org/0000-0002-3200-6752
  • , and 
  • Gyula Tircsó*
    Gyula Tircsó
    Department of Physical Chemistry, Faculty of Science and Technology, University of Debrecen, Egyetem tér 1, H-4032 Debrecen, Hungary
    *Email: [email protected]
    More by Gyula Tircsó
    Orcidhttp://orcid.org/0000-0002-7896-7890
Cite this: J. Med. Chem. 2020, 63, 11, 6057–6065
Publication Date (Web):May 6, 2020
https://doi.org/10.1021/acs.jmedchem.0c00197
Copyright © 2020 American Chemical Society
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    Abstract

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    Toxicity concerns related to Gd(III)-based magnetic resonance imaging (MRI) agents prompted an intensive research toward their replacement by complexes of essential metal ions, like Mn(II). Here, we report a macrocyclic chelate, [Mn(PC2A-BP)], which possesses high thermodynamic stability (log KMnL = 14.86 and pMn=8.35) and kinetic inertness (t1/2pH=7.4 = 286.2 h) as well as as remarkable relaxivity (r1p = 23.5 mM–1 s–1, 0.49 T, 37 °C) in the presence of human serum albumin, allowing a significant MRI signal intensity increase in the vasculature even at low dose (25 μmol/kg) of the complex.

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    • Additional experimental details (including 1H- and 13C NMR spectra, HPLC trace, and so forth for PC2A-BP ligand); a scheme illustrating the dissociation mechanism of a Mn(II) chelate; determination of relaxivity at 0.49 and 7 T, pH-profile of the relaxivity; determination of the binding constant for the HSA adduct and binding constants of other Mn(II) chelates; determination of the number of bound water molecules in [Mn(PC2A-BP)] chelate; NMRD profiles obtained in the absence and presence of HSA; equations used during the fitting of 1H- and 17O-relaxometric data; and additional results of phantom and in vivo (DCE) MRI studies (PDF)

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