Synthesis, Characterization, and Biological Activity of Ferrocenyl Analogues of the Anthelmintic Drug Monepantel
Jeannine Hess, Malay Patra, Vanessa Pierroz, Bernhard Spingler, Abdul Jabbar, Stefano Ferrari, Robin B Gasser, Gilles Gasser
ORGANOMETALLICS | AMER CHEMICAL SOC | Published : 2016
There is major demand for the development of structurally new anti-infectives using innovative approaches to circumvent multidrug resistance in parasites. Herein, we describe the synthesis and characterization of ferrocenyl precursors and derivatives (2-8) of an anthelmintic drug, monepantel. All compounds were isolated as their racemates and characterized by 1H, 13C, and 19F NMR spectroscopy, mass spectrometry, and IR spectroscopy. The purity of individual compounds was confirmed by elemental microanalysis. The molecular structures of three of the organometallic compounds (5-7) were also established by X-ray crystallography. The biological activities of these compounds were then evaluated i..View full abstract
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Awarded by Swiss National Science Foundation
This work was financially supported by the Swiss National Science Foundation (Professorship Nos. PP00P2_133568 and PP00P2_157545 to G.G.), the University of Zurich (G.G., S.F.), the Stiftung fur wissenschaftliche Forschung of the University of Zurich (G.G., S.F.), the Novartis Jubilee Foundation (G.G.), and the Kurt u. Senta Hermann Stiftung (S.F.). R.B.G.'s research program is supported by the Australian Research Council (ARC), the National Health and Medical Research Council (NHMRC), Melbourne Water Corporation, Yourgene Bioscience, the Alexander von Humboldt Foundation, and The University of Melbourne. R.B.G. is a grateful recipient of a Professorial Humboldt Research Award. The authors thank Dr Jacques Bouvier (Novartis Animal Health, St-Aubin, Switzerland) and Dr. Noelle Gauvry (Novartis Animal Health, Basel, Switzerland) for their help with the biological assays.