Novel 7α-alkoxy-17α-(4′-halophenylethynyl)estradiols as potential SPECT/PET imaging agents for estrogen receptor expressing tumours: Synthesis and binding affinity evaluation

Carina Neto, Maria Cristina Oliveira, Lurdes Gano, Fernanda Marques, Takumi Yasuda, Thies Thiemann, Torsten Kniess, Isabel Santos

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

In order to develop potential radiolabelled probes for imaging estrogen receptor (ER) positive tumours, we have synthesized and characterized a series of novel 7α-alkoxy-17α-(4′-iodophenylethynyl)estra-1,3,5(10)- triene-3,17β-diols and 7α-alkoxy-17α-(4′- fluorophenylethynyl)estra-1,3,5(10)-triene-3,17β-diols. The fluoro-substituted compounds showed a higher ER binding affinity than the corresponding iodo-derivatives, where 7α-methoxy- and 17α-(4′- fluorophenylethynyl)estra-1,3,5(10)-triene-3,17β-diol showed the highest ER binding affinities (RBA = 80.9% and 78.9%, respectively), among the halophenylethynyl compounds studied and should be further explored as potential PET biomarkers for imaging of ER expressing tumours.

Original languageEnglish
Pages (from-to)1123-1132
Number of pages10
JournalSteroids
Volume77
Issue number11
DOIs
Publication statusPublished - Sep 2012

Keywords

  • Breast cancer
  • Estradiol
  • Estrogen receptor (ER)
  • Imaging
  • Positron emission tomography (PET)
  • Single photon emission computerized tomography (SPECT)

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Endocrinology
  • Pharmacology
  • Clinical Biochemistry
  • Organic Chemistry

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