Abstract
Following our search for antimalarial compounds, novel series of ferrocenyl-substituted pyrrolo[1,2-a]quinoxalines 1-2 were synthesized from ferrocene-carboxaldehyde and tested for their in vitro activity upon the erythrocytic development of Plasmodium falciparum strains with different chloroquine-resistance status. The ferrocenic pyrrolo[1,2-a]quinoxalines 1-2 were prepared in 6 or 9 steps through a Barton-Zard reaction. Promising pharmacological results against FcB1, K1 and F32 strains were obtained with ferrocenyl pyrrolo[1,2-a]quinoxalines 1j-l linked by a bis-(3-aminopropyl)piperazine linker substituted by a nitrobenzyl moiety.
Copyright © 2011 Elsevier Masson SAS. All rights reserved.
MeSH terms
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Antimalarials / chemical synthesis
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Antimalarials / chemistry
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Antimalarials / pharmacology*
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Cell Line
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Cell Proliferation / drug effects
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Crystallography, X-Ray
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Dose-Response Relationship, Drug
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Drug Evaluation, Preclinical
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Ferrous Compounds / chemistry*
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Humans
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Metallocenes
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Models, Molecular
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Molecular Structure
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Parasitic Sensitivity Tests
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Plasmodium falciparum / drug effects*
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Pyrroles / chemical synthesis
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Pyrroles / chemistry
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Pyrroles / pharmacology*
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Quinoxalines / chemical synthesis
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Quinoxalines / chemistry
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Quinoxalines / pharmacology*
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Stereoisomerism
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Structure-Activity Relationship
Substances
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Antimalarials
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Ferrous Compounds
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Metallocenes
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Pyrroles
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Quinoxalines
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pyrrolo(1,2-a)quinoxaline
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ferrocene