Synthesis and radioiodination of 7-(3′-ammoniopropyl)-7,8-dicarba- nido-undecaborate(-1), (ANC)

Senait Ghirmai, Jonas Malmquist, Hans Lundquist, Vladimir Tolmachev, Stefan Sjöberg

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

Derivatives of nido-carborate have potential use in tumour targeting as hydrophilic boron-rich compounds for boron neutron capture therapy (BNCT) and as pendant groups for attachment of radiohalogens to tumour-seeking molecules. For this purpose, functionalized derivatives of nido-carborates that can be conjugated to biomolecules should be synthesized and evaluated. In this study, racemic 1, 7-(3′-ammoniopropyl)-7,8-dicarba-nido-undecaborate(-1) (acronym ANC) was obtained by degradation of the corresponding aminopropyl-o-carborane, which was synthesized in three steps from 1-tert-butyldimethylsilyl-2-(3- bromopropyl)-o-carborane, with sodium hydroxide in absolute ethanol. The racemate 1 was radioiodinated (125I) using the Chloramine-T method. Radio-TLC results showed that radiolabelling with 125I was achieved in a yield greater than 95%.

Original languageEnglish
Pages (from-to)557-569
Number of pages13
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume47
Issue number9
DOIs
Publication statusPublished - Aug 2004
Externally publishedYes

Keywords

  • 7-(3′-Ammoniopropyl)-7,8-dicarba-nido-undecaborate(-1)
  • I
  • ANC
  • Chloramine-T
  • Radioiodination

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Radiology Nuclear Medicine and imaging
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry

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