Synthesis, structural characterization and leishmanicidal activity evaluation of ferrocenyl N-heterocyclic compounds
- Autores: Campino L, Madureira J, Maia C, Marques M, Matos CP, Morais TS, Piedade MFM, Quintal S, Villa de Brito MJ, Robalo MP, Garcia MH
- Journal: Journal of Organometallic Chemistry
- Link: http://www.sciencedirect.com/science/article/pii/S0022328X13005512
New ferrocenyl derivatives with the general formula FcC(O)L [Fc = (η5-C5H5)Fe(η5-C5H4)], where L is an aminoquinoline or hydroxyaminoquinoline, have been synthesized for evaluation of their leishmanicidal properties. The compounds were designed with ferrocene coupled to the quinolines by an amide or ester bridge. Ferrocenyl component is intended to act as quinoline carrier and ROS producer after in vivo oxidation to Fe(III), while decreasing normal cell cytotoxicity of coupled quinolines. The bridge was chosen based on its known ability to undergo hydrolysis by the protease/esterase rich media in phagolysosomes, the target of the intracellular form of leishmania parasites.