Synthesis and radiosynthesis of 17α -[p-(iodophenylethynyl)]estra-3,17β-diols

Jian Wang, Masataka Watanabe, Shuntaro Mataka, Thies Thiemann, Goreti Ribeiro Morais, Fernanda Roleira, Elisiario Tavares Da Silva, Cristina Melo E Silva

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)


Estrones have been subjected to an addition reaction with [(4-ethynylphenyl)azo]pyrrolidine to provide 17 α -{4-[(pyrrolidin-1-yl)-azo]phenylethynyl}estra-3,17 β-diols. A subsequent iodination with iodotrimethylsilane, produced in situ from chlorotrimethylsilane and NaI, leads to 17α -(p-iodophenylethynyl)estra-3,17 β-diols. This reaction can also be carried out with Na125I to give radiolabelled estra-3,17 β-diols, which are potentially useful radiodiagnostic agents for the detection of estrogen positive breast cancer. The stability of the radiolabelled compounds is exemplified in a stability study of 3-O-methyl 17 α-(p-[125I]iodophenylethynyl)estra-1,3,5(10),6-tetraene-17 β-ol in acetonitrile.

Original languageEnglish
Pages (from-to)799-804
Number of pages6
JournalZeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Issue number8
Publication statusPublished - Aug 1 2003
Externally publishedYes


  • Radioiodination
  • Steroids
  • Triazenes

ASJC Scopus subject areas

  • General Chemistry


Dive into the research topics of 'Synthesis and radiosynthesis of 17α -[p-(iodophenylethynyl)]estra-3,17β-diols'. Together they form a unique fingerprint.

Cite this