TY - JOUR
T1 - Relaxivity Modulation of Gd-HPDO3A-like Complexes by Introducing Polar and Protic
Peripheral Groups
AU - Camorali, S.
AU - PISCOPO, Laura
AU - Leone, L.
AU - TEI, LORENZO
PY - 2024
Y1 - 2024
N2 - In the last three decades, high-relaxivity Magnetic Resonance Imaging (MRI) contrast
agents (CAs) have been intensively sought, aiming at a reduction in the clinically injected dose while maintaining the safety of the CA and obtaining the same pathological information. Thus, four new Gd(III) complexes based on modified 10-(2-hydroxypropyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid (HP-DO3A) macrocyclic structure were designed and synthesized by introducing further polar and protic functional groups (amides, phosphonates, and diols) adjacent to the metalcoordinated hydroxyl group. A detailed 1H NMR relaxometric analysis allowed us to investigate the effect of these functional groups on the relaxivity, which showed a 20–60% increase (at 0.5 T, 298 K, and pH 7.4) with respect to that of clinically approved CAs. The contribution of the water molecules H-bonded to these peripheral functional groups on the relaxivity was evaluated in terms of the second sphere effect or prototropic exchange of labile protons.
AB - In the last three decades, high-relaxivity Magnetic Resonance Imaging (MRI) contrast
agents (CAs) have been intensively sought, aiming at a reduction in the clinically injected dose while maintaining the safety of the CA and obtaining the same pathological information. Thus, four new Gd(III) complexes based on modified 10-(2-hydroxypropyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid (HP-DO3A) macrocyclic structure were designed and synthesized by introducing further polar and protic functional groups (amides, phosphonates, and diols) adjacent to the metalcoordinated hydroxyl group. A detailed 1H NMR relaxometric analysis allowed us to investigate the effect of these functional groups on the relaxivity, which showed a 20–60% increase (at 0.5 T, 298 K, and pH 7.4) with respect to that of clinically approved CAs. The contribution of the water molecules H-bonded to these peripheral functional groups on the relaxivity was evaluated in terms of the second sphere effect or prototropic exchange of labile protons.
KW - Gd(III) complexes
KW - functional groups
KW - macrocyclic chelators
KW - relaxometry
KW - Gd(III) complexes
KW - functional groups
KW - macrocyclic chelators
KW - relaxometry
UR - https://iris.uniupo.it/handle/11579/192022
U2 - 10.3390/molecules29194663
DO - 10.3390/molecules29194663
M3 - Article
SN - 1420-3049
VL - 29
JO - Molecules
JF - Molecules
ER -