Facile synthesis and initial PET imaging of novel potential heart acetylcholinesterase imaging agents [11C]pyridostigmine and its analogs

Ji Quan Wang, Michael A. Miller, Xiangshu Fei, K. Lee Stone, John C. Lopshire, William Groh, Douglas P. Zipes, Gary Hutchins, Qi-Huang Zheng

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

A series of 11C-labeled analogs of the acetylcholinesterase (AChE) inhibitor pyridostigmine have been synthesized for evaluation as new potential positron emission tomography (PET) imaging agents for heart AChE. The appropriate precursors for radiolabeling were slightly modified from commercial reagents. The new tracers [11C]pyridostigmine (1), [ 11C]para-pyridostigmine (2) and [11C]ortho-pyridostigmine (3) were prepared by N-[11C]methylation of the precursors using [11C]methyl triflate. Pure target compounds were isolated by a solid-phase extraction (SPE) purification procedure with 60-85% radiochemical yields (decay corrected to end of bombardment), and a synthesis time of 10-15 min. The initial PET dynamic studies of compounds (1-3) in rat heart showed rapid heart uptake and blood pool clearance to give high quality heart images. These results suggest the new tracers delineate the heart very clearly and could be potential heart AChE imaging agents.

Original languageEnglish
Pages (from-to)957-964
Number of pages8
JournalNuclear Medicine and Biology
Volume31
Issue number7
DOIs
StatePublished - Oct 2004

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Pyridostigmine Bromide
Acetylcholinesterase
Positron-Emission Tomography
Cholinesterase Inhibitors
Solid Phase Extraction
Methylation

Keywords

  • [ C]ortho-pyridostigmine
  • [C]para-pyridostigmine
  • [C]pyridostigmine
  • Acetylcholinesterase
  • Heart
  • Positron emission tomography

ASJC Scopus subject areas

  • Cancer Research
  • Molecular Medicine
  • Radiology Nuclear Medicine and imaging

Cite this

Facile synthesis and initial PET imaging of novel potential heart acetylcholinesterase imaging agents [11C]pyridostigmine and its analogs. / Wang, Ji Quan; Miller, Michael A.; Fei, Xiangshu; Stone, K. Lee; Lopshire, John C.; Groh, William; Zipes, Douglas P.; Hutchins, Gary; Zheng, Qi-Huang.

In: Nuclear Medicine and Biology, Vol. 31, No. 7, 10.2004, p. 957-964.

Research output: Contribution to journalArticle

Wang, Ji Quan ; Miller, Michael A. ; Fei, Xiangshu ; Stone, K. Lee ; Lopshire, John C. ; Groh, William ; Zipes, Douglas P. ; Hutchins, Gary ; Zheng, Qi-Huang. / Facile synthesis and initial PET imaging of novel potential heart acetylcholinesterase imaging agents [11C]pyridostigmine and its analogs. In: Nuclear Medicine and Biology. 2004 ; Vol. 31, No. 7. pp. 957-964.
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