Synthesis of carbon-11 labeled biaryl 1,2,3,4-tetrahydroisoquinoline derivatives and conformationally flexible analogues as new potential PET glioma tumor imaging agents

Min Wang, Mingzhang Gao, Kathy D. Miller, George W. Sledge, Qi Huang Zheng

Research output: Contribution to journalArticle

Abstract

Carbon-11 labeled biaryl 1,2,3,4-tetrahydroisoquinoline derivatives and conformationally flexible analogues, 2-(2-(biphenyl-4-yl)ethyl)-6-[11C]methoxy-7-methoxy-1,2,3,4-tetrahydroisoquinoline ([11C]3); 1-(biphenyl-4-yl)methyl-6,7-dimethoxy-2-[11C]methyl-1,2,3,4-tetrahydroisoquinoline (N-[11C]7) and 1-(biphenyl-4-yl)methyl-6-[11C]methoxy-7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline (O-[11C]7); and 2-(biphenyl-4-yl)-N-(3,4-dimethoxy-phenethyl)-N-[11C]methyl-ethanamine (N-[11C]10) and 2-(biphenyl-4-yl)-N-(3-methoxy-4-[11C]methoxy-phenethyl)-N-methyl-ethanamine (O-[11C]10), have been synthesized as new potential positron emission tomography (PET) glioma tumor imaging agents, either by O-[11C]methylation or by N-[11C]methylation of the appropriate precursors using [11C]CH3OTf and isolated either by a simplified solid-phase extraction (SPE) purification procedure or by HPLC method in 30-55% radiochemical yields decay corrected to EOB, 15-25 min overall synthesis time, and 4.0-6.0 Ci/μmol specific activity at EOB.

Original languageEnglish (US)
Pages (from-to)1152-1159
Number of pages8
JournalApplied Radiation and Isotopes
Volume65
Issue number10
DOIs
StatePublished - Oct 1 2007

Keywords

  • Biaryl 1,2,3,4-tetrahydroisoquinoline derivatives
  • Carbon-11
  • Conformationally flexible analogues
  • Gliomas
  • Imaging
  • Positron emission tomography (PET)

ASJC Scopus subject areas

  • Radiation

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