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Issue 16, 2008
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Gd-complexes of DTPA-bis(amide) conjugates of tranexamic acid and its esters with high relaxivity and stability for magnetic resonance imaging

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Abstract

The synthesis and the characterization of a series of DTPA-bis(amide) conjugates of tranexamic acid (L1), its esters (L2–L6), and their Gd(III) complexes of the type [Gd(L)(H2O)]·nH2O (L = L1–L6) are described. Except for the case of L1, all Gd-complexes exhibit greatly enhanced R1 relaxivity. Highest R1 reaches up to 12.9 mM−1 s−1 for [Gd(L2)(H2O)]. Such high relaxivity is reflected in the intensity enhancement of the in vivoMRI study on H-ras transgenic mice bearing hepatic tumor when employing [Gd(L2)(H2O)] as an MRI contrast agent. Thermodynamic stability constants, conditional stability constants, and the pM values demonstrate higher stability of [Gd(L)(H2O)]·nH2O (L = L1–L6) than Omniscan® under physiological conditions. The MTT assay performed on these complexes reveals cytotoxicity as low as that for Omniscan® in the concentration range required to obtain intensity enhancement in the in vivoMRI study.

Graphical abstract: Gd-complexes of DTPA-bis(amide) conjugates of tranexamic acid and its esters with high relaxivity and stability for magnetic resonance imaging

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Article information


Submitted
18 Dec 2007
Accepted
25 Feb 2008
First published
13 Mar 2008

Dalton Trans., 2008, 2199-2206
Article type
Paper

Gd-complexes of DTPA-bis(amide) conjugates of tranexamic acid and its esters with high relaxivity and stability for magnetic resonance imaging

S. Dutta, J. Park, J. Jung, Y. Chang and T. Kim, Dalton Trans., 2008, 2199
DOI: 10.1039/B719440D

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