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

Yu, Kexun; Hamdan, Yousef; Wan, Fuxian; Li, Yinxia; Huang, Kaixun; Zhou, Jie

doi:10.1071/ch06214

Cited by 5 publications

(3 citation statements)

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“…After removal of bulk solvent under reduced pressure afforded the crude product, which was recrystallized from ethanol as a yellowish solid. Yield: 13 …”

Section: Synthesis Of Furan-2-carbohydrazide (3)mentioning

confidence: 99%

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Synthesis and study on magnetic resonance imaging performance of Gd(III)-DTPA-bisfuran-2-carbohydrazide as a potential MRI contrast agent

Wan

Zhang

et al. 2016

Inorganic and Nano-Metal Chemistry

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One novel ligand, diethylenetriamine-N, N"-bi(acetyl-furan-2-carbohydrazide)-N, N′, N"-triacetic acid (H 3 L) has been synthesized in high yield by the reaction of bicyclic anhydride of diethylenetraiaminepentaacetic acid (DTPA) with furan-2-carbohydrazide, it has three carboxylic groups, the corresponding non-ion complex of Gd(III)-L holding promise of magnetic resonance imaging (MRI) was obtained by treating these ligand with Gd 2 O 3 in water. The efficacy of the contrast agent was assessed by measuring the longitudinal relaxivity (r 1 ) and T 1 weighted magnetic resonance imaging in vitro. The r 1 of Gd(III)-DTPA-bisfuran-2-carbohydrazide was up to 5.92 mM −1 ·s −1 , which was 1.27 times higher than that of the analogous MRI contrast agent Gd(III)-DTPA( 4.65 mM −1 ·s −1 ) in clinical application. T 1 weighted magnetic resonance imaging in vitro showed that proton signal intensity increased with Gd(III) complex concentration and the imaging effect of Downloaded by [University of Cambridge] at 02:57 11 June 2016 ACCEPTED MANUSCRIPT ACCEPTED MANUSCRIPT2 Gd(III)-DTPA-bisfuran-2-carbohydrazide was superior to that of Gd(III)-DTPA in the same condition.These results showed that the complex might be considered as a potential MRI contrast agent.

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“…After removal of bulk solvent under reduced pressure afforded the crude product, which was recrystallized from ethanol as a yellowish solid. Yield: 13 …”

Section: Synthesis Of Furan-2-carbohydrazide (3)mentioning

confidence: 99%

“…The gadolinium complexes of two DTPA analogues, benzyloxy propionictetraacetate (BOPTA) and ethoxybenzyl-diethylenetriamine pentaaceticacid (EOB-DTPA) are clinically approved hepatobiliary agents [13][14].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and study on magnetic resonance imaging performance of Gd(III)-DTPA-bisfuran-2-carbohydrazide as a potential MRI contrast agent

Wan

Zhang

et al. 2016

Inorganic and Nano-Metal Chemistry

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“…To date, more than nine types of the ligand of paramagnetic metal ionchelate complexes have been approved by Food and Drug Administration (FDA) for clinical application. A vast body of literature exists describing ligands for Gd(III), and the majority are polyaminopolycarboxylate ligands, like Gd-DTPA (DTPA=diethylenetriamine pentaacetic acid), Gd-DOTA (DOTA=1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid), Gd(HP-DO3A) (HP-DO3A=10-(2-hydroxypropyl)-1,4,7,10-tetra-azacyclododecane-1,4,7-triacetic acid), etc [8][9][10] .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Study on Magnetic Resonance Imaging Performance of Gd(iii)-Dtpa-Bisbenzothiazol Hydrazide

Wan

Zhang

Liu

et al. 2016

J. Chil. Chem. Soc.

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In this paper, 2-hydrazino-6-methoxy-1,3-benzothiazole was introduced into diethylenetriamine pentaacetic (DTPA) by acylation reaction. The corresponding non-ion Gd(III) complex holding promise of a single molecule magnetic resonance imaging (MRI) contrast agent was obtained by treating this ligand with GdCl 3 •6H 2 O. The efficacy of the contrast agent was assessed by measuring the longitudinal relaxivity (r 1), the r 1 of Gd(III)-DTPA-bisbenzothiazole hydrazide was up to 6.44 mM −1 •s −1 , which was 1.8 times higher than that of the analogous MRI contrast agent Gd(III)-DTPA(r 1 = 3.64 mM −1 •s −1) in commercial use. In addition, in vitro MR images on a 0.5 T magnetic field exhibited a remarkable enhancement of signal contrast for Gd(III)-DTPA-bisbenzothiazole hydrazide than Gd(III)-DTPA. These results demonstrate that this non-ion Gd(III) complex acts as a potentially MRI contrast agent.

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Binuclear gadolinium(III) complex based on DTPA and 1,3-bis(4-aminophenyl)adamantane as a high-relaxivity MRI contrast agent

Wan

Wang

et al. 2018

Polyhedron

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

Cited by 5 publications

References 10 publications

Synthesis and study on magnetic resonance imaging performance of Gd(III)-DTPA-bisfuran-2-carbohydrazide as a potential MRI contrast agent

Synthesis and study on magnetic resonance imaging performance of Gd(III)-DTPA-bisfuran-2-carbohydrazide as a potential MRI contrast agent

Synthesis and Study on Magnetic Resonance Imaging Performance of Gd(iii)-Dtpa-Bisbenzothiazol Hydrazide

Binuclear gadolinium(III) complex based on DTPA and 1,3-bis(4-aminophenyl)adamantane as a high-relaxivity MRI contrast agent

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