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Design and Synthesis of Fluorinated Dendrimers for Sensitive 19F MRI

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成果类型:
期刊论文
作者:
Yu, Weijiang;Yang, Yuqi;Bo, Shaowei;Li, Yu;Chen, Shizhen;Yang, Zhigang;Zheng, Xing;Jiang, Zhong-Xing;Zhou, Xin
通讯作者:
Zhong-Xing Jiang
作者机构:
Key Laboratory of Combinatorial Biosynthesis and Drug Discovery (Wuhan University), Ministry of Education and Wuhan University School of Pharmaceutical Sciences, Wuhan 430071, China<&wdkj&>Key Laboratory of Magnetic Resonance in Biological Systems, State Key Laboratory for Magnetic Resonance and Atomic and Molecular Physics, National Center for Magnetic Resonance in Wuhan, Wuhan Institute of Physics and Mathematics, Chinese Academy of Sciences, Wuhan 430071, China<&wdkj&>Hunan Provincial Education Department, Approval no. 2014-405, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, Hengyang, 421001, China<&wdkj&>Institute of Pharmacy & Pharmacology, University of South China, Hengyang, 421001, China
[Li, Yu; Yu, Weijiang; Jiang, Zhong-Xing; Yang, Zhigang] daggerKey Laboratory of Combinatorial Biosynthesis and Drug Discovery (Wuhan University), Ministry of Education and Wuhan University School of Pharmaceutical Sciences, Wuhan 430071, China
[Yang, Yuqi; Zhou, Xin; Chen, Shizhen] double daggerKey Laboratory of Magnetic Resonance in Biological Systems, State Key Laboratory for Magnetic Resonance and Atomic and Molecular Physics, National Center for Magnetic Resonance in Wuhan, Wuhan Institute of Physics and Mathematics, Chinese Academy of Sciences, Wuhan 430071, China
[Jiang, Zhong-Xing; Bo, Shaowei; Zheng, Xing] section signHunan Provincial Education Department, Approval no. 2014-405, Hunan Province Cooperative Innovation Center for Molecular Target New Drug Study, Hengyang, 421001, China
通讯机构:
[Jiang, Zhong-Xing] Wuhan Univ, Key Lab Combinatorial Biosynth & Drug Discovery, Minist Educ, Wuhan 430071, Peoples R China.
Key Laboratory of Combinatorial Biosynthesis and Drug Discovery (Wuhan University), Ministry of Education and Wuhan University School of Pharmaceutical Sciences, Wuhan, China
语种:
英文
关键词:
Chemical equations - Dendritic molecule - Group protection - High sensitivity - Low concentrations - NMR peaks - Potential utility
期刊:
Journal of Organic Chemistry
ISSN:
0022-3263
年:
2015
卷:
80
期:
9
页码:
4443-4449
基金类别:
National Natural Science Foundation of China [21372181, 81227902, 21305156]
机构署名:
本校为其他机构
院系归属:
药学与生物科学学院
摘要:
To achieve high sensitivity for &lt;sup&gt;19&lt;/sup&gt;F MRI, a class of novel dendritic molecules with multiple pseudosymmetrical fluorines was designed and efficiently synthesized. Through iterative bromination and Williamson ether synthesis under mild conditions, a fluorinated dendrimer with 540 pseudosymmetrical fluorines was conveniently prepared without performing the group protection in a convergent way. The dendrimer is characterized by a strong &lt;sup&gt;19&lt;/sup&gt;F NMR peak and short relaxation times. Eventually, an appreciably enhanced &lt;sup&gt;19&lt;/sup&gt;F MRI at an extremely low concentration (18.5 &mu;M) was achieved, which demonstrated the potential utility of such dendritic molecules in highly sensitive &lt;sup&gt;19&lt;/sup&gt;F MRI. (Chemical Equation Presented). &copy;2015 American Chemical Society.

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