Synthesis of plasmodione metabolites and 13 C-enriched plasmodione as chemical tools for drug metabolism investigation

Malaria is a tropical parasitic disease threatening populations in tropical and sub-tropical areas. Resistance to antimalarial drugs has spread all over the world in the past 50 years, thus new drugs are urgently needed. Plasmodione (benzylmenadione series) has been identified as a potent antimalari...

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Published in:Organic & biomolecular chemistry 2018-04, Vol.16 (15), p.2647-2665
Main Authors: Feng, Liwen, Lanfranchi, Don Antoine, Cotos, Leandro, Cesar-Rodo, Elena, Ehrhardt, Katharina, Goetz, Alice-Anne, Zimmermann, Herbert, Fenaille, François, Blandin, Stephanie A, Davioud-Charvet, Elisabeth
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cited_by cdi_FETCH-LOGICAL-c996-d21c5b735e0245511e088a9189bf36b4d2fe2245b71005190788945203307e7f3
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container_end_page 2665
container_issue 15
container_start_page 2647
container_title Organic & biomolecular chemistry
container_volume 16
creator Feng, Liwen
Lanfranchi, Don Antoine
Cotos, Leandro
Cesar-Rodo, Elena
Ehrhardt, Katharina
Goetz, Alice-Anne
Zimmermann, Herbert
Fenaille, François
Blandin, Stephanie A
Davioud-Charvet, Elisabeth
description Malaria is a tropical parasitic disease threatening populations in tropical and sub-tropical areas. Resistance to antimalarial drugs has spread all over the world in the past 50 years, thus new drugs are urgently needed. Plasmodione (benzylmenadione series) has been identified as a potent antimalarial early lead drug, acting through a redox bioactivation on asexual and young sexual blood stages. To investigate its metabolism, a series of plasmodione-based tools, including a fully 13C-labelled lead drug and putative metabolites, have been designed and synthesized for drug metabolism investigation. Furthermore, with the help of UHPLC-MS/MS, two of the drug metabolites have been identified from urine of drug-treated mice.
doi_str_mv 10.1039/C8OB00227D
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title Synthesis of plasmodione metabolites and 13 C-enriched plasmodione as chemical tools for drug metabolism investigation
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