[Gd(HB-DO3A)]: Equilibrium, Dissociation Kinetic and Structural Differences in a Simple Homolog of [Gd(HP-DO3A)] (Prohance ^® ).

Publisher: Wiley-VCH Country of Publication: Germany NLM ID: 9513783 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1521-3765 (Electronic) Linking ISSN: 09476539 NLM ISO Abbreviation: Chemistry Subsets: MEDLINE

Original Publication: Weinheim, Germany : Wiley-VCH

Gadolinium*/chemistry ; Heterocyclic Compounds*/chemistry ; Organometallic Compounds*/chemistry; Humans ; Contrast Media/chemistry ; Coordination Complexes/chemistry ; Kinetics ; Ligands ; Magnetic Resonance Imaging

[Gd(HP-DO3A)] (gadoteridol) as an active compound of ProHance ^® is a widely employed contrast agent in clinical MRI scans in the last 30 years. Recent concerns about the long-term retention of gadolinium-based contrast agents (GBCAs) led to a deeper investigation of the structural features underlying the integrity of the paramagnetic metal complex. Several human and nonclinical studies have noted marked differences among the macrocyclic GBCAs, with the least retention of Gd traces and most rapid elimination consistently being reported for [Gd(HP-DO3A)]. It was deemed of interest to assess how minor structural/electronic changes associated to the ligand structure may affect basic properties of the metal complex with several [Gd(HP-DO3A)] analogues synthesized and characterized in the last years. We recently reported that the closest homolog of [Gd(HP-DO3A)], i. e.: [Gd(HB-DO3A)], in which a (±)-2-hydroxy-1-propyl pendant arm is replaced by a (±)-2-hydroxy-1-butyl moiety, showed a significantly different retention behaviour in the model interaction with collagen, despite the apparently very minor structural difference. In this paper we report a comprehensive study of the structural, thermodynamic, kinetic and relaxation properties of [Gd(HB-DO3A)], compared to the parent [Gd(HP-DO3A)] and to other closely related macrocyclic GBCAs to assess whether very minor structural changes can modulate the physico-chemical properties of Gd ³⁺ complexes.
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101072758 HORIZON-MSCA-DN-2021; ECS00000036 MUR - M4C2 1.5 of PNRR (IT)

Keywords: Contrast Agents; Coordination; Gadolinium; Kinetics; MRI; Thermodynamics

0 (Contrast Media)
0 (Coordination Complexes)
AU0V1LM3JT (Gadolinium)
0199MV609F (gadoteridol)
0 (Heterocyclic Compounds)
0 (Ligands)
0 (Organometallic Compounds)

Date Created: 20240312 Date Completed: 20240517 Latest Revision: 20240718

20250114

10.1002/chem.202400344

38469901