Synthesis of 8-[18F]fluoroguanine derivatives:: In vivo probes for imaging gene expression with positron emission tomography

被引:56
|
作者
Namavari, M
Barrio, JR
Toyokuni, T
Gambhir, SS
Cherry, SR
Herschman, HR
Phelps, ME
Satyamurthy, N [1 ]
机构
[1] Univ Calif Los Angeles, Sch Med, Dept Mol & Med Pharmacol, Div Nucl Med, Los Angeles, CA 90095 USA
[2] Univ Calif Los Angeles, DOE, Lab Struct Biol & Mol Med, Los Angeles, CA 90024 USA
[3] Univ Calif Los Angeles, Sch Med, Inst Mol Biol, Los Angeles, CA 90024 USA
[4] Univ Calif Los Angeles, Sch Med, Jonsson Comprehens Canc Ctr, Los Angeles, CA 90024 USA
关键词
8-[F-18]fluoroganciclovir; 8-[F-18]fluuropenciclovir; 8-[F-18]fluoroacyclovir; PET; gene expression;
D O I
10.1016/S0969-8051(99)00095-5
中图分类号
R8 [特种医学]; R445 [影像诊断学];
学科分类号
1002 ; 100207 ; 1009 ;
摘要
A new method for the preparation of 8-[F-18]fluoroguanine derivatives based on a direct radiofluorination reaction has been developed. The radiofluorination of ganciclovir (1a) with [F-18]F-2 was carried out in absolute ethanol in the presence of tetraethylammonium hydroxide at room temperature to give 8-[F-18]fluoroganciclovir (3a) in an approximately 1% radiochemical yield. Similarly, 8-[F-18]fluoropenciclovir (3b), 8-[F-18]fluoroacyclovir (3c), and 8-[F-18]fluoroguanosine (3d) were synthesized from penciclovir (1b), acyclovir (1c), and guanosine (1d), respectively, using [F-18]F-2. The structural analyses of the final products (3a, 3b, 3c, and 3d) were carried out after F-18 decay by H-1, C-13, and F-18 nuclear magnetic resonance and high resolution mass spectroscopy. NUCL MED BIOL 27;2:157-162, 2000. (C) 2000 Elsevier Science Inc. All rights reserved.
引用
收藏
页码:157 / 162
页数:6
相关论文
共 50 条
  • [31] Imaging of HSV-tk reporter gene expression:: Comparison between [18F]FEAU, [18F]FFEAU, and other Imaging probes
    Miyagawa, Tadashi
    Gogiberidze, George
    Serganova, Inna
    Cai, Shangde
    Balatoni, Julius A.
    Thaler, Howard T.
    Ageyeva, Lyudmila
    Pillarsetty, Nagavarakishore
    Finn, Ronald D.
    Blasberg, Ronald G.
    JOURNAL OF NUCLEAR MEDICINE, 2008, 49 (04) : 637 - 648
  • [32] Synthesis and evaluation of 18F-labeled 4-nitrobenzyl derivatives for imaging tumor hypoxia with positron emission tomography: Comparison of 2-[18F]fluoroethyl carbonate and 2-[18F]fluoroethyl carbamate
    Zhang, Zhengxing
    Lau, Joseph
    Kuo, Hsiou-Ting
    Zhang, Chengcheng
    Hundal-Jabal, Navjit
    Colpo, Nadine
    Benard, Francois
    Lin, Kuo-Shyan
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2016, 26 (02) : 584 - 588
  • [33] Noninvasive imaging of FAP expression using positron emission tomography: A comparative evaluation of a [18F]-labeled glycopeptide-containing FAPI with [18F]FAPI-42
    Jiawen Huang
    LiLan Fu
    XiaoJun Zhang
    Shun Huang
    Ye Dong
    Kongzhen Hu
    YanJiang Han
    Kemin Zhou
    Cao Min
    YanChao Huang
    Ganghua Tang
    European Journal of Nuclear Medicine and Molecular Imaging, 2023, 50 : 3363 - 3374
  • [34] Noninvasive imaging of FAP expression using positron emission tomography: A comparative evaluation of a [18F]-labeled glycopeptide-containing FAPI with [18F]FAPI-42
    Huang, Jiawen
    Fu, LiLan
    Zhang, XiaoJun
    Huang, Shun
    Dong, Ye
    Hu, Kongzhen
    Han, YanJiang
    Zhou, Kemin
    Min, Cao
    Huang, YanChao
    Tang, Ganghua
    EUROPEAN JOURNAL OF NUCLEAR MEDICINE AND MOLECULAR IMAGING, 2023, 50 (11) : 3363 - 3374
  • [35] Research progress of 18F labeled small molecule positron emission tomography (PET) imaging agents
    Zhang, Mingliang
    Li, Shufeng
    Zhang, Hang
    Xu, Haiwei
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2020, 205
  • [36] Imaging Chronic Tuberculous Lesions Using Sodium [18F]Fluoride Positron Emission Tomography in Mice
    Ordonez, Alvaro A.
    DeMarco, Vincent P.
    Klunk, Mariah H.
    Pokkali, Supriya
    Jain, Sanjay K.
    MOLECULAR IMAGING AND BIOLOGY, 2015, 17 (05) : 609 - 614
  • [37] Imaging Chronic Tuberculous Lesions Using Sodium [18F]Fluoride Positron Emission Tomography in Mice
    Alvaro A. Ordonez
    Vincent P. DeMarco
    Mariah H. Klunk
    Supriya Pokkali
    Sanjay K. Jain
    Molecular Imaging and Biology, 2015, 17 : 609 - 614
  • [38] Positron Emission Tomography Imaging With [18F]flortaucipir and Postmortem Assessment of Alzheimer Disease Neuropathologic Changes
    Fleisher, Adam S.
    Pontecorvo, Michael J.
    Devous, Michael D., Sr.
    Lu, Ming
    Arora, Anupa K.
    Truocchio, Stephen P.
    Aldea, Patricia
    Flitter, Matthew
    Locascio, Tricia
    Devine, Marybeth
    Siderowf, Andrew
    Beach, Thomas G.
    Montine, Thomas J.
    Serrano, Geidy E.
    Curtis, Craig
    Perrin, Allison
    Salloway, Stephen
    Daniel, Misty
    Wellman, Charles
    Joshi, Abhinay D.
    Irwin, David J.
    Lowe, Val J.
    Seeley, William W.
    Ikonomovic, Milos D.
    Masdeu, Joseph C.
    Kennedy, Ian
    Harris, Thomas
    Navitsky, Michael
    Southekal, Sudeepti
    Mintun, Mark A.
    JAMA NEUROLOGY, 2020, 77 (07) : 829 - 839
  • [39] Imaging of integrin αvβ3 expression in patients with malignant glioma by [18F] Galacto-RGD positron emission tomography
    Schnell, Oliver
    Krebs, Bjarne
    Carlsen, Janette
    Miederer, Isabelle
    Goetz, Claudia
    Goldbrunner, Roland H.
    Wester, Hans-Juergen
    Haubner, Roland
    Poepperl, Gabriele
    Holtmannspoetter, Markus
    Kretzschmar, Hans A.
    Kessler, Horst
    Tonn, Joerg-Christian
    Schwaiger, Markus
    Beer, Ambros J.
    NEURO-ONCOLOGY, 2009, 11 (06) : 861 - 870
  • [40] Dynamic Imaging of Chimeric Antigen Receptor T Cells with [18F]Tetrafluoroborate Positron Emission Tomography/Computed Tomography
    Sakemura, Reona
    Cox, Michelle J.
    Bansal, Aditya
    Roman, Claudia Manriquez
    Hefazi, Mehrdad
    Vernon, Cynthia J.
    Glynn, Dianna L.
    Pandey, Mukesh K.
    DeGrado, Timothy R.
    Siegler, Elizabeth L.
    Kenderian, Saad S.
    JOVE-JOURNAL OF VISUALIZED EXPERIMENTS, 2022, (180):