Synthesis, Relaxivity, and T1 Relaxation Enhancement of Binuclear Gadolinium(III) Complexes Based on DTPA or EDTA and Long-Chain Alkyl Esters of L-Lysine

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Contents Vol 60(3)

doi:10.1071/CH06214

Synthesis, Relaxivity, and T₁ Relaxation Enhancement of Binuclear Gadolinium(iii) Complexes Based on DTPA or EDTA and Long-Chain Alkyl Esters of l-Lysine

Kaichao Yu ^A ^B, Yousef Hamdan ^A, Fuxian Wan ^A, Yinxia Li ^B, Kaixun Huang ^A, Jinlan Zhou ^A ^C

^A Department of Chemistry, Huazhong University of Science and Technology, Wuhan 430074, China.
^B State Key Laboratory of Magnetic Resonance and Atomic and Molecular Physics, Wuhan Institute of Physics and Mathematics, Chinese Academy of Sciences, Wuhan 430071, China.
^C Corresponding author. E mail: jlmtt@163.com





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Australian Journal of Chemistry 60(3) 218–222 http://dx.doi.org/10.1071/CH06214
Submitted: 20 June 2006 Accepted: 30 November 2006 Published online: 2 April 2007

Abstract

Eight novel diamino-ester ligands were synthesized by amidation reaction of long-chain alkyl esters of l-lysine with diethylenetriamine pentaacetic acid monoanhydride or ethylenediamine tetraacetic acid monoanhydride. The corresponding dimeric Gd(iii) complexes were obtained by treating these ligands with GdCl₃·6H₂O. All ligands and complexes were characterized by ¹H NMR, FT-IR, and elemental analysis. The longitudinal relaxation time (T₁) was measured, and all relaxivity values (R₁) of these dimeric Gd(iii) complexes are higher than that of Magnivest (Gd-DTPA). One of these complexes, possessing the highest relaxivity in the DTPA series, was chosen to test the acute toxicity and T₁-weighted imaging. It was found that this dimeric Gd(iii) complex exhibits no acute toxicity, and offers highly enhanced MRI signal and increases intention time in the rat liver tissue compared to Magnivest.