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

✍ Scribed by Senait Ghirmai; Jonas Malmquist; Hans Lundquist; Vladimir Tolmachev; Stefan Sjöberg

• Publisher: John Wiley and Sons
• Year: 2004
• Tongue: French
• Weight: 264 KB
• Volume: 47
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.840

✦ Synopsis

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 (^125^I) using the Chloramine‐T method. Radio‐TLC results showed that radiolabelling with ^125^I was achieved in a yield greater than 95%. Copyright © 2004 John Wiley & Sons, Ltd.