New Approaches to the Labeling of Estrogen Useful for PET.

Abstract

Positron Emission Tomography (PET) allows estrogen receptor-positive breast cancer to be diagnostically imaged using radiolabeled estrogens with the benefit of early detection, monitoring, and staging of breast cancer. In order to better target breast cancer, improved estrogen receptor imaging agents are sought. Three new estrogen receptor ligands were synthesized with a methoxy substituted at the 16 position. These compounds were obtained by utilizing the chemistry of methyl hypofluorite (MeOF). Conditions for reacting methyl hypofluorite and steroids were optimized overcoming solubility and solvent problems resulting in decreased formation of side products. Two of the three estradiol analogs were tested for their affinity to bind the estrogen receptor. The results predict these agents to be poor visualizers of breast tumors. The third estrogen, 16alpha-methoxyestradiol-17beta, is currently being tested and based on its structure is predicted to be the superior imaging agent of the three. Synthesis of this third compound required several modifications leaving it the last to be tested. If the binding affinity of this compound is found to be favorable, carbon-11 radiolabeling studies will be initiated to further evaluate the biological effectiveness.

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Document Details

Document Type
Technical Report
Publication Date
Jul 01, 1997
Accession Number
ADA344073

Entities

People

  • Michael J. Welch
  • Stephanie D. Johnson

Organizations

  • Washington University in St. Louis

Tags

DTIC Thesaurus Topics

  • Breast Cancer
  • Chemical Analysis
  • Chemical Compounds
  • Chemical Shifts
  • Chemical Synthesis
  • Chemistry
  • Chlorides
  • Chromatography
  • Column Chromatography
  • Halogens
  • Laboratory Equipment
  • Liquid Chromatography
  • Positron Emission Tomography
  • Positron Emissions
  • Sodium Compounds
  • Spectroscopy
  • Two Dimensional

Readers

  • Analytical Chemistry
  • Breast cancer cell signaling and growth regulation.
  • Medical Imaging.