Antimalarial versus cytotoxic properties of dual drugs derived from 4-aminoquinolines and Mannich bases: Interaction with DNA
The synthesis and biological evaluation of new organic and organometallic dual drugs designed as potential antimalarial agents are reported. A series of 4-aminoquinoline-based Mannich bases with variations in the aliphatic amino side chain were prepared via a three-steps synthesis. These compounds w...
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| Hauptverfasser: | , , , , , , , , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
22 April 2010
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| In: |
Journal of medicinal chemistry
Year: 2010, Jahrgang: 53, Heft: 8, Pages: 3214-3226 |
| ISSN: | 1520-4804 |
| DOI: | 10.1021/jm9018383 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/jm9018383
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| Verfasserangaben: | Nicole I. Wenzel, Natascha Chavain, Yulin Wang, Wolfgang Friebolin, Louis Maes, Bruno Pradines, Michael Lanzer, Vanessa Yardley, Reto Brun, Christel Herold-Mende, Christophe Biot, Katalin Tóth, and Elisabeth Davioud-Charvet |
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| 520 | |a The synthesis and biological evaluation of new organic and organometallic dual drugs designed as potential antimalarial agents are reported. A series of 4-aminoquinoline-based Mannich bases with variations in the aliphatic amino side chain were prepared via a three-steps synthesis. These compounds were also tested against chloroquine-susceptible and chloroquine-resistant strains of Plasmodium falciparum and assayed for their ability to inhibit the formation of β-hematin in vitro using a colorimetric β-hematin inhibition assay. Several compounds showed a marked antimalarial activity, with IC50 and IC90 values in the low nM range but also a high cytotoxicity against mammalian cells, in particular a highly drug-resistant glioblastoma cell line. The newly designed compounds revealed high DNA binding properties, especially for the GC-rich domains. Altogether, these dual drugs seem to be more appropriate to be developed as antiproliferative agents against mammalian cancer cells than Plasmodium parasites. | ||
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