Full Paper

Effect of a mesitylene-based ligand cap on the relaxometric properties of Gd(III) hydroxypyridonate MRI contrast agents†

  1. Eric J. Werner1,
  2. Mauro Botta2,
  3. Silvio Aime3,
  4. Kenneth N. Raymond1,*

Article first published online: 16 OCT 2009

DOI: 10.1002/cmmi.281

Issue

Contrast Media & Molecular Imaging

Contrast Media & Molecular Imaging

Volume 4, Issue 5, pages 220–229, September/October 2009

Additional Information

How to Cite

Werner, E. J., Botta, M., Aime, S. and Raymond, K. N. (2009), Effect of a mesitylene-based ligand cap on the relaxometric properties of Gd(III) hydroxypyridonate MRI contrast agents. Contrast Media Mol Imaging, 4: 220–229. doi: 10.1002/cmmi.281

Author Information

  1. 1

    Department of Chemistry, University of California, Berkeley, CA 94720-1460, USA

  2. 2

    Dipartimento di Scienze dell'Ambiente e della Vita, Università del Piemonte Orientale ‘A. Avogadro’, Viale Teresa Michel 11, I-15100 Alessandria, Italy

  3. 3

    Dipartimento di Chimica I.F.M., Università di Torino, Via P. Giuria 7, I-10125 Torino, Italy

*Department of Chemistry, University of California, Berkeley, CA 94720-1460, USA.

  1. †

    Paper no. 27 in the series ‘High Relaxivity Gadolinium MRI Agents’; for the previous paper in the series see Werner et al. (1).

Publication History

  1. Issue published online: 16 OCT 2009
  2. Article first published online: 16 OCT 2009
  3. Manuscript Accepted: 25 JUL 2009
  4. Manuscript Revised: 24 JUL 2009
  5. Manuscript Received: 11 JUN 2009

Funded by

  • NIH, Berkeley. Grant Number: HL69832
  • NATO, Torino. Grant Number: PST.CLG.980380
  • MIUR, Torino. Grant Number: PRIN2005:2005039914

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Keywords:

  • hydroxypyridinone (HOPO);
  • mesityl;
  • gadolinium;
  • MRI contrast agent;
  • relaxivity;
  • aggregation

Abstract

A series of new Gd(III) hydroxypyridonate complexes featuring a mesitylene (ME)-derived ligand cap has been prepared. Relaxometric characterization reveals that the complexes tend to form large aggregates in solution with slow tumbling rates, as estimated from NMRD analysis, and unique pH-dependent relaxivities. The solution behavior and relaxometric properties are compared with those observed for analogous TREN-capped compounds, and the potential for use of these new ME-capped complexes as pH-responsive MRI contrast agents is explored. Copyright © 2009 John Wiley & Sons, Ltd.

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