Synthesis and trypanocidal action of new adamantane substituted imidazolinesAna Koperniku, Ioannis Papanastasiou, George B. Foscolos, Andrew Tsotinis, Martin C. Taylor, John M. Kelly
- MedChemComm, January 2013, Royal Society of Chemistry
- DOI: 10.1039/c3md00081h
What is it about?
Introduction of the hydrophobic substituents cyclopentyl, cyclohexyl and phenyl into adamantane imidazolines was accomplished with the synthesis of compounds 4. Members of this series were found to display a range of activities against bloodstream forms of Trypanosoma brucei. It is clear from our results that introduction of the cyclopentyl or cyclohexyl lipophilic substituents into the scaffold of 5-(1-adamantyl)-2-imidazolines 2 increases efficacy against cultured bloodstream forms of the African trypanosome. Both the antiviral and the CNS activity of aminoadamantane derivatives is explainable in terms of their channel blocking properties. In T. brucei however, the precise target(s) of these compounds remain to be determined.