1. Department of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, China 2. Hainan Provincial Key Lab of Fine Chemicals, Haikou 570228, China
Abstract:The DTPA ligand modified by heterocyclic compound and linked through double alkyl ester covalent bond was synthesized by acylation reaction between diethylenetriamine pentaacetic (DTPA) bisanhydride and a novel heterocyclic compound. The corresponding paramagnetic Gd(Ⅲ) complex was gained by the reaction of the DTPA ligand with GdCl3·6H2O. The structure of the ligand and its Gd(Ⅲ) complex was characterized by elemental analysis, FTIR and 1H NMR, and the longitudinal relaxivity (R1) was measured. Besides, the magnetic resonance imaging of the new Gd(Ⅲ) complex in vitro was studied. The result suggested that the stability of the complex was well, and when the Gd(Ⅲ) quantity was identical, the R1 of the Gd(Ⅲ) complex (5.12 mmol·L-1·s-1) was higher than the clinical magnetic resonance imaging contrast agent Gd-DTPA (3.64 mmol·L-1·s-1).
[1] Rinck P A. Magnetic Resonance Imaging. 4th ed. Berlin: Blackwell Science, 2001. 149. [2] Lauffer R B. Chemical Reviews, 1987, 87(5): 901. [3] Callaghan P T. Principles of Nuclear Magnetic Resonance Microscopy. Oxford: Oxford University Press, 1995. [4] Chan K W Y, Barra S, Batta M, et al. Journal of Inorganic Biochemistry, 2004, 98(5): 677. [5] Bartolini M E, Pekar J, Chettle D R, et al. Magnetic Resonance Imaging, 2003, 21(5): 541. [6] Li W S, Li Z F, Jing F Y, et al. Carbohydrate Research, 2008, 343(4): 685. [7] Eicher T, Hauptmann S. The Chemistry of Heterocycles: Structures, Reactions, Synthesis and Applications(杂环化学: 结构反应合成与应用). Translated by LI Run-tao, GE Ze-mei, WANG Xin(李润涛,葛泽梅,王 欣,译). Beijing: Chemical Industry Press(北京:化学工业出版社),2008. [8] Davis R H, Famg L O, Horodysky A G, et al. U. S. Patent, 4908144, 1990. [9] Karol T J. Eur. Patent, 0209730, 1987. [10] Higashio Y, Takayuki S. Applied Catalysis A:General, 2004, 260(2): 251. [11] Antonio B, Luisella C, Federica C, et al. Coordination Chemistry Reviews, 2000, 204(1): 309. [12] Eckelman W C, Karesh S M, Reba R C. Journal of Pharmaceutical Sciences, 1975, 64(4): 704. [13] ZHANG Qi, LI Shu-ben, WANG Liu-fang, et al. Acta Cryst., 1997, C53, 325. [14] Sherry A D, Brown R D, Geraldes C F G C. Inorganic Chemistry, 1989, 28(3): 620.