923952-46-9Relevant academic research and scientific papers
Polyamine-substituted ligands for use as contrast agents
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Page/Page column 5, (2010/11/28)
The present invention relates to a polyamine-substituted ligand for the preparation of a contrast agent derived from a chelating molecule selected from the group consisting of 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) and diethylentr
Polyamine-substituted gadolinium chelates: A new class of intracellular contrast agents for magnetic resonance imaging of tumors
Wolf, Markus,Hull, William E.,Mier, Walter,Heiland, Sabine,Bauder-Wüst, Ulrike,Kinscherf, Ralf,Haberkorn, Uwe,Eisenhut, Michael
, p. 139 - 148 (2007/10/03)
A new class of intracellular contrast agents (CA) for magnetic resonance imaging has been developed, based on Gd(DTPA) with two positively charged amide-linked substituents. Uptake of Gd(DTPA) into cultured tumor cell lines (B16 mouse melanoma, MH3924A Morris hepatoma) was below the detection limit while CA with the melanin-binding pharmacophore 2-(diethylamino)ethylamine reached intracellular concentrations of ca. 0.03 fmol/cell (ca. 20 μM) for melanoma and 0.02 fmol/cell for hepatoma (24 h at 10 μM CA). With the polyamine substituents bis(2-aminoethyl)amine or spermidine, CA uptake increased up to 3-fold for melanoma (0.083 fmol/cell) and 9-fold for hepatoma (0.18 fmol/cell). Uptake of polyamine-substituted CA was reduced by the polyamine transport inhibitor benzyl viologen. Molar relaxivities for three Gd-DTPA-polyamine complexes were in the range 5.6-6.9 for the free complex in solution and 7.7-23.5 s-1 mM-1 for Morris hepatoma cell pellets. T1-weighted magnetic resonance imaging at 2.35 T of rats with MH3924A tumors showed contrast enhancement in tumor at 1 and 24 h postinjection of polyamine-substituted CA.
