Synthesis and Evaluation of Bingel-Hirsch Multiadducts of Paramagnetic Gadofullerene as Potential Magnetic Resonance Imaging Contrast Agents
He, Rui1,2,3; Xing, Gengmei2; Wang, Xuxia1; Jiao, Yanhua3; Zhao, Hong3; Yuan, Hui2; Wang, Shukuan2; Dong, Jinquan2; Lei, Hao1
刊名JOURNAL OF NANOSCIENCE AND NANOTECHNOLOGY
2013-02-01
卷号13期号:2页码:1549-1554
关键词Metallofullerene Bingel-Hirsch Reaction Paramagnetic Contrast Agent Relaxivity
英文摘要Water-soluble malonate multiadducts of paramagnetic gadolinium endohedral metallofullerene, Gd@C-82[C(COOH)(2)](6) and Gd@C-82[C(COOH)(2)](8), were synthesized by Bingel-Hirsch reaction. Gd@C-82 was firstly reacted with diethyl bromomalonate in the presence of alkali metal hydride to produce malonic ester multiadducted derivatives, Gd@C-82[C(OOCH2CH3)(2)](x) (x = 3-8), by Bingel reaction. They were isolated and purified to obtain Gd@C-82[C(COOCH2CH3)(2)](6) and Gd@C-82[C(COOCH2CH3)(2)](8) by silica-gel column chromatography with a gradient elution method, which were subsequently hydrolyzed to yield water-soluble Gd@C-82[C(COOH)(2)](6) and Gd@C-82[C(COOH)(2)](8) by Hirsch reaction. The structures of the derivatives were characterized by Fourier transform infrared spectrometry and matrix assisted laser desorption ionization time-of-flight mass spectrometry. The longitudinal relaxivities of Gd@C-82[C(COOH)(2)](8) and Gd@C-82[C(COOH)(2)](6), in buffer solution, were found to be 18.20 and 11.08 mM(-1) s(-1) concentration range between 0.001-0.025 mM Gd, and to be 12.71 and 6.73 mM(-1) s(-1) between 0.050-0.200 mM Gd, respectively. The results showed that the measured relaxivities for malonate derivatives of Gd@C-82 were dependent on the concentration of these solutions and the number of hydrophilic carboxyl groups appended on the surface of the Gd@C-82 cage.
WOS标题词Science & Technology ; Physical Sciences ; Technology
类目[WOS]Chemistry, Multidisciplinary ; Nanoscience & Nanotechnology ; Materials Science, Multidisciplinary ; Physics, Applied ; Physics, Condensed Matter
研究领域[WOS]Chemistry ; Science & Technology - Other Topics ; Materials Science ; Physics
关键词[WOS]WATER-SOLUBLE METALLOFULLERENES ; IN-VIVO ; ENDOHEDRAL METALLOFULLERENOLS ; HIGH-RELAXIVITY ; DERIVATIVES ; GD-AT-C-82
收录类别SCI
语种英语
WOS记录号WOS:000318254500176
内容类型期刊论文
源URL[http://ir.wipm.ac.cn/handle/112942/806]  
专题武汉物理与数学研究所_磁共振基础研究部
作者单位1.Chinese Acad Sci, Wuhan Inst Phys & Math, State Key Lab Magnet Resonance & Atom & Mol Phys, Wuhan 430071, Peoples R China
2.Chinese Acad Sci, Inst High Energy Phys, Lab Bioenvironm Hlth Sci Nanoscale Mat, Beijing 100049, Peoples R China
3.Hangzhou Normal Univ, Res Ctr Biomed & Hlth, Hangzhou 311121, Zhejiang, Peoples R China
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He, Rui,Xing, Gengmei,Wang, Xuxia,et al. Synthesis and Evaluation of Bingel-Hirsch Multiadducts of Paramagnetic Gadofullerene as Potential Magnetic Resonance Imaging Contrast Agents[J]. JOURNAL OF NANOSCIENCE AND NANOTECHNOLOGY,2013,13(2):1549-1554.
APA He, Rui.,Xing, Gengmei.,Wang, Xuxia.,Jiao, Yanhua.,Zhao, Hong.,...&Lei, Hao.(2013).Synthesis and Evaluation of Bingel-Hirsch Multiadducts of Paramagnetic Gadofullerene as Potential Magnetic Resonance Imaging Contrast Agents.JOURNAL OF NANOSCIENCE AND NANOTECHNOLOGY,13(2),1549-1554.
MLA He, Rui,et al."Synthesis and Evaluation of Bingel-Hirsch Multiadducts of Paramagnetic Gadofullerene as Potential Magnetic Resonance Imaging Contrast Agents".JOURNAL OF NANOSCIENCE AND NANOTECHNOLOGY 13.2(2013):1549-1554.
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