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Synthesis and biodistribution of novel dansyl derivative 11C-DSB

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Abstract

A novel 11C-labeled dansyl 1, 2-diphenylethene derivative for positron emission tomography (PET) imaging of β-amyloid (Aβ) plaques and apoptosis in the brain of Alzheimer’s disease (AD) was designed and synthesized. The 11C-labeled tracer, (E)-5-(dimethylamino)-N-(4-(4-11C-methoxystyryl)phenyl)-naphthalene-1-sulfonamide (11C-DSB), was synthesized. The decay-corrected radiochemistry yield was 20 ± 5% (n = 5) from 11C–CO2 within 20 min and the specific activity of 1.6 GBq/µmol. Moreover, in vivo biodistribution and preliminary PET imaging of normal mice were performed to show that 11C-DSB had moderate brain penetration and washout. But11C-DSB has high log P value, showing that its structure needs to be further improved to increase its water solubility. The results provide the basis for further research on PET and fluorescence dual-modality imaging of AD models.

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Acknowledgements

We would like to thank Prof. Shende Jiang,s group for their synthesis support, and also thank Prof. Chuan Bai and Dr. Gaoqian Xiao for providing physical parameters. This work was supported by the National Natural Science Foundation ((Nos. 81371584, 81571704, 81671719), the Science and Technology Foundation of Guangdong Province (Nos. 2016B090920087, 2014A020210008, 2013B021800264), the Science and Technology Planning Project Foundation of Guangzhou (Nos. 201604020169, 201510010145), and the Natural Science Foundation of Guangdong Province (No. 2015A030313067).

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Authors and Affiliations

  1. Department of Nuclear Medicine, The First Affiliated Hospital, Sun Yat-Sen University, Guangzhou, 510080, China

    Fuhua Wen, Shaoyu Liu, Caihua Tang, Zhanwen Zhang, Aixia Sun & Ganghua Tang

  2. Department of Radiation Oncology, The First Affiliated Hospital, Sun Yat-Sen University, Guangzhou, 510080, China

    Dahong Nie

  3. Guangdong Engineering Research Center for Translational Application of Medical Radiopharmaceuticals, The First Affiliated Hospital, Sun Yat-Sen University, Guangzhou, 510080, China

    Fuhua Wen, Shaoyu Liu, Dahong Nie, Xiaolan Tang, Caihua Tang, Zhanwen Zhang, Aixia Sun, Siyuan Gao & Ganghua Tang

  4. School of Materials and Energy, South China Agricultural University, Guangzhou, 510642, China

    Xiaolan Tang

  5. School of Pharmaceutical Science and Technology, Tianjin University, Tianjin, 300072, China

    Shende Jiang

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  1. Fuhua Wen
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  2. Shaoyu Liu
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Correspondence to Ganghua Tang.

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Wen, F., Liu, S., Nie, D. et al. Synthesis and biodistribution of novel dansyl derivative 11C-DSB. J Radioanal Nucl Chem 318, 1271–1278 (2018). https://doi.org/10.1007/s10967-018-6184-7

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  • DOI: https://doi.org/10.1007/s10967-018-6184-7

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