Literature DB >> 23416009

Synthesis and bioevaluation of [(18)F]4-fluoro-m-hydroxyphenethylguanidine ([(18)F]4F-MHPG): a novel radiotracer for quantitative PET studies of cardiac sympathetic innervation.

Keun Sam Jang1, Yong-Woon Jung, Phillip S Sherman, Carole A Quesada, Guie Gu, David M Raffel.   

Abstract

A new cardiac sympathetic nerve imaging agent, [(18)F]4-fluoro-m-hydroxyphenethylguanidine ([(18)F]4F-MHPG), was synthesized and evaluated. The radiosynthetic intermediate [(18)F]4-fluoro-m-tyramine ([(18)F]4F-MTA) was prepared and then sequentially reacted with cyanogen bromide and NH4Br/NH4OH to afford [(18)F]4F-MHPG. Initial bioevaluations of [(18)F]4F-MHPG (biodistribution studies in rats and kinetic studies in the isolated rat heart) were similar to results previously reported for the carbon-11 labeled analog [(11)C]4F-MHPG. The neuronal uptake rate of [(18)F]4F-MHPG into the isolated rat heart was 0.68ml/min/g wet and its retention time in sympathetic neurons was very long (T1/2 >13h). A PET imaging study in a nonhuman primate with [(18)F]4F-MHPG provided high quality images of the heart, with heart-to-blood ratios at 80-90min after injection of 5-to-1. These initial kinetic and imaging studies of [(18)F]4F-MHPG suggest that this radiotracer may allow for more accurate quantification of regional cardiac sympathetic nerve density than is currently possible with existing neuronal imaging agents.
Copyright © 2013 Elsevier Ltd. All rights reserved.

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Year:  2013        PMID： 23416009      PMCID： PMC3594138          DOI： 10.1016/j.bmcl.2013.01.106

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  25 in total

1.  Synthesis and preliminary evaluation of carbon-11-meta-hydroxyephedrine: a false transmitter agent for heart neuronal imaging.

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Review 2.  Cardiac neuronal imaging: application in the evaluation of cardiac disease.

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Journal:  J Nucl Cardiol       Date:  2008-04-16       Impact factor: 5.952

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Journal:  Eur J Pharmacol       Date:  1972-12       Impact factor: 4.432

4.  Synthesis of high-specific-radioactivity 4- and 6-[18F]fluorometaraminol-PET tracers for the adrenergic nervous system of the heart.

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Journal:  Bioorg Med Chem       Date:  2001-03       Impact factor: 3.641

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Journal:  J Med Chem       Date:  1967-11       Impact factor: 7.446

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Journal:  Br J Clin Pharmacol       Date:  1979-11       Impact factor: 4.335

7.  Tetrahydroisoquinoline based sulfonamide hydroxamates as potent matrix metalloproteinase inhibitors.

Authors:  Dawei Ma; Wengen Wu; Guoxin Yang; Jingya Li; Jia Li; Qizhuang Ye
Journal:  Bioorg Med Chem Lett       Date:  2004-01-05       Impact factor: 2.823

8.  Myocardial imaging with a radioiodinated norepinephrine storage analog.

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Journal:  J Nucl Med       Date:  1989-07       Impact factor: 10.057

10.  Neuronal mapping of the heart with 6-[18F]fluorometaraminol.

Authors:  D M Wieland; K C Rosenspire; G D Hutchins; M Van Dort; J M Rothley; S G Mislankar; H T Lee; C C Massin; D L Gildersleeve; P S Sherman
Journal:  J Med Chem       Date:  1990-03       Impact factor: 7.446
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  8 in total

Review 1.  Fluorine-18 patents (2009-2015). Part 1: novel radiotracers.

Authors:  Allen F Brooks; Lindsey R Drake; Megan N Stewart; Brian P Cary; Isaac M Jackson; Dale Mallette; Andrew V Mossine; Peter J H Scott
Journal:  Pharm Pat Anal       Date:  2015-12-16

2.  [18F]Fluoro-Hydroxyphenethylguanidines: Efficient Synthesis and Comparison of Two Structural Isomers as Radiotracers of Cardiac Sympathetic Innervation.

Authors:  Yong-Woon Jung; Keun Sam Jang; Guie Gu; Robert A Koeppe; Phillip S Sherman; Carole A Quesada; David M Raffel
Journal:  ACS Chem Neurosci       Date:  2017-03-27       Impact factor: 4.418

3.  Synthesis and evaluation of 4-[18F]fluoropropoxy-3-iodobenzylguanidine ([18F]FPOIBG): A novel 18F-labeled analogue of MIBG.

Authors:  Ganesan Vaidyanathan; Darryl McDougald; Eftychia Koumarianou; Jaeyeon Choi; Marc Hens; Michael R Zalutsky
Journal:  Nucl Med Biol       Date:  2015-04-20       Impact factor: 2.408

4.  Molecular Imaging-Derived Biomarker of Cardiac Nerve Integrity - Introducing High NET Affinity PET Probe 18F-AF78.

Authors:  Xinyu Chen; Rudolf A Werner; Kazuhiro Koshino; Naoko Nose; Saskia Mühlig; Steven P Rowe; Martin G Pomper; Constantin Lapa; Michael Decker; Takahiro Higuchi
Journal:  Theranostics       Date:  2022-05-24       Impact factor: 11.600

Review 5.  New horizons in cardiac innervation imaging: introduction of novel 18F-labeled PET tracers.

Authors:  Ryohei Kobayashi; Xinyu Chen; Rudolf A Werner; Constantin Lapa; Mehrbod S Javadi; Takahiro Higuchi
Journal:  Eur J Nucl Med Mol Imaging       Date:  2017-09-13       Impact factor: 9.236

6.  4-[18F]Fluoro-m-hydroxyphenethylguanidine: a radiopharmaceutical for quantifying regional cardiac sympathetic nerve density with positron emission tomography.

Authors:  Keun Sam Jang; Yong-Woon Jung; Guie Gu; Robert A Koeppe; Phillip S Sherman; Carole A Quesada; David M Raffel
Journal:  J Med Chem       Date:  2013-09-05       Impact factor: 7.446

7.  Initial Evaluation of AF78: a Rationally Designed Fluorine-18-Labelled PET Radiotracer Targeting Norepinephrine Transporter.

Authors:  Xinyu Chen; Alexander Fritz; Rudolf A Werner; Naoko Nose; Yusuke Yagi; Hiroyuki Kimura; Steven P Rowe; Kazuhiro Koshino; Michael Decker; Takahiro Higuchi
Journal:  Mol Imaging Biol       Date:  2020-06       Impact factor: 3.488

8.  N-(11)C-Methyl-Dopamine PET Imaging of Sympathetic Nerve Injury in a Swine Model of Acute Myocardial Ischemia: A Comparison with (13)N-Ammonia PET.

Authors:  Weina Zhou; Xiangcheng Wang; Yulin He; Yongzhen Nie; Guojian Zhang; Cheng Wang; Chunmei Wang; Xuemei Wang
Journal:  Biomed Res Int       Date:  2016-01-31       Impact factor: 3.411
  8 in total

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