Simple synthesis of carbon-11-labeled chromen-4-one derivatives as new potential PET agents for imaging of DNA-dependent protein kinase (DNA-PK) in cancer

Mingzhang Gao, Min Wang, Kathy Miller, Qi-Huang Zheng

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10 Citations (Scopus)

Abstract

Carbon-11-labeled chromen-4-one derivatives were synthesized as new potential PET agents for imaging of DNA repair enzyme DNA-dependent protein kinase (DNA-PK) in cancer. The target tracers, X-[ 11C]methoxy-2-morpholino-4H-chromen-4-ones (X=8, 7, 6, 5; [ 11C]4a-d), were prepared from their corresponding precursors, X-hydroxy-2-morpholino-4H-chromen-4-ones (X=8, 7, 6, 5; 5a-d), with [ 11C]CH 3OTf through O-[ 11C]methylation and isolated by a simplified solid-phase extraction (SPE) method using a C-18 Sep-Pak Plus cartridge. The radiochemical yields decay corrected to end of bombardment (EOB), from [ 11C]CO 2, were 40-60%. The specific activity at end of synthesis (EOS) was 185-370GBq/μmol.

Original languageEnglish
Pages (from-to)1558-1563
Number of pages6
JournalApplied Radiation and Isotopes
Volume70
Issue number8
DOIs
StatePublished - Aug 2012

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deoxyribonucleic acid
cancer
proteins
cartridges
methylation
carbon
synthesis
tracers
solid phases
enzymes
bombardment
methylidyne
decay

Keywords

  • Cancer
  • Carbon-11-labeled chromen-4-one derivatives
  • DNA-dependent protein kinase (DNA-PK)
  • Positron emission tomography (PET)
  • Radiosynthesis

ASJC Scopus subject areas

  • Radiation

Cite this

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title = "Simple synthesis of carbon-11-labeled chromen-4-one derivatives as new potential PET agents for imaging of DNA-dependent protein kinase (DNA-PK) in cancer",
abstract = "Carbon-11-labeled chromen-4-one derivatives were synthesized as new potential PET agents for imaging of DNA repair enzyme DNA-dependent protein kinase (DNA-PK) in cancer. The target tracers, X-[ 11C]methoxy-2-morpholino-4H-chromen-4-ones (X=8, 7, 6, 5; [ 11C]4a-d), were prepared from their corresponding precursors, X-hydroxy-2-morpholino-4H-chromen-4-ones (X=8, 7, 6, 5; 5a-d), with [ 11C]CH 3OTf through O-[ 11C]methylation and isolated by a simplified solid-phase extraction (SPE) method using a C-18 Sep-Pak Plus cartridge. The radiochemical yields decay corrected to end of bombardment (EOB), from [ 11C]CO 2, were 40-60{\%}. The specific activity at end of synthesis (EOS) was 185-370GBq/μmol.",
keywords = "Cancer, Carbon-11-labeled chromen-4-one derivatives, DNA-dependent protein kinase (DNA-PK), Positron emission tomography (PET), Radiosynthesis",
author = "Mingzhang Gao and Min Wang and Kathy Miller and Qi-Huang Zheng",
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T1 - Simple synthesis of carbon-11-labeled chromen-4-one derivatives as new potential PET agents for imaging of DNA-dependent protein kinase (DNA-PK) in cancer

AU - Gao, Mingzhang

AU - Wang, Min

AU - Miller, Kathy

AU - Zheng, Qi-Huang

PY - 2012/8

Y1 - 2012/8

N2 - Carbon-11-labeled chromen-4-one derivatives were synthesized as new potential PET agents for imaging of DNA repair enzyme DNA-dependent protein kinase (DNA-PK) in cancer. The target tracers, X-[ 11C]methoxy-2-morpholino-4H-chromen-4-ones (X=8, 7, 6, 5; [ 11C]4a-d), were prepared from their corresponding precursors, X-hydroxy-2-morpholino-4H-chromen-4-ones (X=8, 7, 6, 5; 5a-d), with [ 11C]CH 3OTf through O-[ 11C]methylation and isolated by a simplified solid-phase extraction (SPE) method using a C-18 Sep-Pak Plus cartridge. The radiochemical yields decay corrected to end of bombardment (EOB), from [ 11C]CO 2, were 40-60%. The specific activity at end of synthesis (EOS) was 185-370GBq/μmol.

AB - Carbon-11-labeled chromen-4-one derivatives were synthesized as new potential PET agents for imaging of DNA repair enzyme DNA-dependent protein kinase (DNA-PK) in cancer. The target tracers, X-[ 11C]methoxy-2-morpholino-4H-chromen-4-ones (X=8, 7, 6, 5; [ 11C]4a-d), were prepared from their corresponding precursors, X-hydroxy-2-morpholino-4H-chromen-4-ones (X=8, 7, 6, 5; 5a-d), with [ 11C]CH 3OTf through O-[ 11C]methylation and isolated by a simplified solid-phase extraction (SPE) method using a C-18 Sep-Pak Plus cartridge. The radiochemical yields decay corrected to end of bombardment (EOB), from [ 11C]CO 2, were 40-60%. The specific activity at end of synthesis (EOS) was 185-370GBq/μmol.

KW - Cancer

KW - Carbon-11-labeled chromen-4-one derivatives

KW - DNA-dependent protein kinase (DNA-PK)

KW - Positron emission tomography (PET)

KW - Radiosynthesis

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