[18F]Fluoro-Hydroxyphenethylguanidines: Efficient Synthesis and Comparison of Two Structural Isomers as Radiotracers of Cardiac Sympathetic Innervation
| Autor: | Robert A. Koeppe, Yong Woon Jung, Guie Gu, Phillip S. Sherman, Keun Sam Jang, Carole Quesada, David M. Raffel |
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| Rok vydání: | 2017 |
| Předmět: |
Physiology
Stereochemistry Chemistry Cognitive Neuroscience Kinetics Cell Biology General Medicine Pet imaging 030204 cardiovascular system & hematology Biochemistry 030218 nuclear medicine & medical imaging 03 medical and health sciences 0302 clinical medicine Nucleophile Cardiac sympathetic nerve Structural isomer Sympathetic innervation |
| Zdroj: | ACS Chemical Neuroscience. 8:1530-1542 |
| ISSN: | 1948-7193 |
| DOI: | 10.1021/acschemneuro.7b00051 |
| Popis: | Fluorine-18 labeled phenethylguanidines are currently under development in our laboratory as radiotracers for quantifying regional cardiac sympathetic nerve density using PET imaging techniques. In this study, we report an efficient synthesis of 18F-hydroxyphenethylguanidines consisting of nucleophilic aromatic [18F]fluorination of a protected diaryliodonium salt precursor followed by a single deprotection step to afford the desired radiolabeled compound. This approach has been shown to reliably produce 4-[18F]fluoro-m-hydroxyphenethylguanidine ([18F]4F-MHPG, [18F]1) and its structural isomer 3-[18F]fluoro-p-hydroxyphenethylguanidine ([18F]3F-PHPG, [18F]2) with good radiochemical yields. Preclinical evaluations of [18F]2 in nonhuman primates were performed to compare its imaging properties, metabolism, and myocardial kinetics with those obtained previously with [18F]1. The results of these studies have demonstrated that [18F]2 exhibits imaging properties comparable to those of [18F]1. Myocardial tracer ki... |
| Databáze: | OpenAIRE |
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