Synthesis of new carbon-11-labeled 7-aroylaminoindoline-1-sulfonamides as potential PET agents for imaging of tubulin polymerization in cancers

Min Wang, Mingzhang Gao, Kathy Miller, George W. Sledge, Gary Hutchins, Qi-Huang Zheng

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

The tubulin polymerization is an attractive target for anticancer therapy and in the development of cancer imaging agents for use in biomedical imaging technique positron emission tomography (PET). 7-Aroyl-aminoindoline-1 -sulfonamides are a novel class of potent antitublin agents. Carbon-11 -labeled 7-aroyl-aminoindoline-1-sulfonamides have been synthesized as new potential PET agents for imaging of tubulin polymerization in cancers. The target tracers were prepared by O-[11C]methylation of their corresponding precursors using [11C]CH3OTf and isolated by a simplified solid-phase extraction purification procedure in 40-55% radiochemical yields based on [11C]CO2 and decay corrected to the end of bombardment (EOB), 15-20 min overall synthesis time from EOB, >98% radiochemical purity, and 74-111 GBq/μmol specific activity at the end of synthesis.

Original languageEnglish
Pages (from-to)6-11
Number of pages6
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume51
Issue number1
DOIs
StatePublished - Jan 2008

Fingerprint

Positron emission tomography
Sulfonamides
Tubulin
Polymerization
Positron-Emission Tomography
Carbon
Imaging techniques
Solid Phase Extraction
Methylation
Neoplasms
Purification
Therapeutics

Keywords

  • 7-aroyl-aminoindoline-1-sulfonamides
  • Cancer imaging
  • Carbon-11
  • PET
  • Tubulin polymerization

ASJC Scopus subject areas

  • Analytical Chemistry
  • Drug Discovery
  • Organic Chemistry
  • Clinical Biochemistry
  • Molecular Medicine
  • Pharmacology

Cite this

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title = "Synthesis of new carbon-11-labeled 7-aroylaminoindoline-1-sulfonamides as potential PET agents for imaging of tubulin polymerization in cancers",
abstract = "The tubulin polymerization is an attractive target for anticancer therapy and in the development of cancer imaging agents for use in biomedical imaging technique positron emission tomography (PET). 7-Aroyl-aminoindoline-1 -sulfonamides are a novel class of potent antitublin agents. Carbon-11 -labeled 7-aroyl-aminoindoline-1-sulfonamides have been synthesized as new potential PET agents for imaging of tubulin polymerization in cancers. The target tracers were prepared by O-[11C]methylation of their corresponding precursors using [11C]CH3OTf and isolated by a simplified solid-phase extraction purification procedure in 40-55{\%} radiochemical yields based on [11C]CO2 and decay corrected to the end of bombardment (EOB), 15-20 min overall synthesis time from EOB, >98{\%} radiochemical purity, and 74-111 GBq/μmol specific activity at the end of synthesis.",
keywords = "7-aroyl-aminoindoline-1-sulfonamides, Cancer imaging, Carbon-11, PET, Tubulin polymerization",
author = "Min Wang and Mingzhang Gao and Kathy Miller and Sledge, {George W.} and Gary Hutchins and Qi-Huang Zheng",
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T1 - Synthesis of new carbon-11-labeled 7-aroylaminoindoline-1-sulfonamides as potential PET agents for imaging of tubulin polymerization in cancers

AU - Wang, Min

AU - Gao, Mingzhang

AU - Miller, Kathy

AU - Sledge, George W.

AU - Hutchins, Gary

AU - Zheng, Qi-Huang

PY - 2008/1

Y1 - 2008/1

N2 - The tubulin polymerization is an attractive target for anticancer therapy and in the development of cancer imaging agents for use in biomedical imaging technique positron emission tomography (PET). 7-Aroyl-aminoindoline-1 -sulfonamides are a novel class of potent antitublin agents. Carbon-11 -labeled 7-aroyl-aminoindoline-1-sulfonamides have been synthesized as new potential PET agents for imaging of tubulin polymerization in cancers. The target tracers were prepared by O-[11C]methylation of their corresponding precursors using [11C]CH3OTf and isolated by a simplified solid-phase extraction purification procedure in 40-55% radiochemical yields based on [11C]CO2 and decay corrected to the end of bombardment (EOB), 15-20 min overall synthesis time from EOB, >98% radiochemical purity, and 74-111 GBq/μmol specific activity at the end of synthesis.

AB - The tubulin polymerization is an attractive target for anticancer therapy and in the development of cancer imaging agents for use in biomedical imaging technique positron emission tomography (PET). 7-Aroyl-aminoindoline-1 -sulfonamides are a novel class of potent antitublin agents. Carbon-11 -labeled 7-aroyl-aminoindoline-1-sulfonamides have been synthesized as new potential PET agents for imaging of tubulin polymerization in cancers. The target tracers were prepared by O-[11C]methylation of their corresponding precursors using [11C]CH3OTf and isolated by a simplified solid-phase extraction purification procedure in 40-55% radiochemical yields based on [11C]CO2 and decay corrected to the end of bombardment (EOB), 15-20 min overall synthesis time from EOB, >98% radiochemical purity, and 74-111 GBq/μmol specific activity at the end of synthesis.

KW - 7-aroyl-aminoindoline-1-sulfonamides

KW - Cancer imaging

KW - Carbon-11

KW - PET

KW - Tubulin polymerization

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