Small BODIPY Probes for Combined Dual 19F MRI and Fluorescence Imaging
Small BODIPY Probes for Combined Dual 19F MRI and Fluorescence Imaging
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DOI：
10.1002/cmdc.201600120
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发表时间：
2016-07-19
期刊：
影响因子：
3.4
通讯作者：
Jung, Gregor
中科院分区：
文献类型：
--
作者：
Anh Minh Huynh;Mueller, Andreas;Jung, Gregor
F-19磁共振成像（MRI）和荧光成像（FLI）这两种互补成像方式的组合具有很高的生物和医学应用潜力。在此，我们报告了用于双重F-19 MRI荧光检测的四种有前途的BODIPY染料的首次设计、合成、双重检测验证和细胞毒性测试。使用简单的Steglich反应，小的氟化醇很容易以高产率共价连接到BODIPY染料上，使其荧光特性不受影响。用各种技术分析合成的化合物，以证明它们在双重成像中的潜在效用。正如预期的那样，试剂的化学和磁性等效的三氟甲基基团表现出单一的NMR信号。所确定的纵向弛豫时间T-1和横向弛豫时间T-2，都在较低的第二范围内，使四种化合物在体外成像。最幸运的双F-19 MRI荧光剂也在小鼠死后在9.4 T小动物断层扫描仪中成功成像。人类细胞（原代HUVEC和HepG 2细胞系）的毒理学试验也表明了动物试验的可能性。
The combination of the two complementary imaging modalities F-19 magnetic resonance imaging (MRI) and fluorescence imaging (FLI) possesses high potential for biological and medical applications. Herein we report the first design, synthesis, dual detection validation, and cytotoxic testing of four promising BODIPY dyes for dual F-19 MRI-fluorescence detection. Using straightforward Steglich reactions, small fluorinated alcohols were easily covalently tethered to a BODIPY dye in high yields, leaving its fluorescence properties unaffected. The synthesized compounds were analyzed with various techniques to demonstrate their potential utility in dual imaging. As expected, the chemically and magnetically equivalent trifluoromethyl groups of the agents exhibited a single NMR signal. The determined longitudinal relaxation times T-1 and the transverse relaxation times T-2, both in the lower second range, enabled the imaging of four compounds in vitro. The most auspicious dual F-19 MRI-fluorescence agent was also successfully imaged in a mouse post-mortem within a 9.4 T small-animal tomograph. Toxicological assays with human cells (primary HUVEC and HepG2 cell line) also indicated the possibility for animal testing.