The comparative antimalarial properties of weak base and neutral synthetic ozonides

Bioorganic & Medicinal Chemistry Letters
2010.0

Abstract

Thirty-three N-acyl 1,2,4-dispiro trioxolanes (secondary ozonides) were synthesized. For these ozonides, weak base functional groups were not required for high antimalarial potency against Plasmodium falciparum in vitro, but were necessary for high antimalarial efficacy in Plasmodium berghei-infected mice. A wide range of LogP/D(pH)(7.4) values were tolerated, although more lipophilic ozonides tended to be less metabolically stable.

Knowledge Graph

Similar Paper

The comparative antimalarial properties of weak base and neutral synthetic ozonides
Bioorganic & Medicinal Chemistry Letters 2010.0
The Structure−Activity Relationship of the Antimalarial Ozonide Arterolane (OZ277)
Journal of Medicinal Chemistry 2010.0
Comparative Antimalarial Activities and ADME Profiles of Ozonides (1,2,4-trioxolanes) OZ277, OZ439, and Their 1,2-Dioxolane, 1,2,4-Trioxane, and 1,2,4,5-Tetraoxane Isosteres
Journal of Medicinal Chemistry 2013.0
Structure–Activity Relationship of the Antimalarial Ozonide Artefenomel (OZ439)
Journal of Medicinal Chemistry 2017.0
Spiro and Dispiro-1,2,4-trioxolanes as Antimalarial Peroxides:  Charting a Workable Structure−Activity Relationship Using Simple Prototypes
Journal of Medicinal Chemistry 2005.0
Synthesis of Novel 2-Alkoxy-3-amino-3-arylpropan-1-ols and 5-Alkoxy-4-aryl-1,3-oxazinanes with Antimalarial Activity
Journal of Medicinal Chemistry 2009.0
Conjugation of N -acylhydrazone and 1,2,4-oxadiazole leads to the identification of active antimalarial agents
Bioorganic & Medicinal Chemistry 2016.0
Synthesis and profiling of benzylmorpholine 1,2,4,5-tetraoxane analogue N205: Towards tetraoxane scaffolds with potential for single dose cure of malaria
Bioorganic & Medicinal Chemistry 2018.0
Semi-synthetic and synthetic 1,2,4-trioxaquines and 1,2,4-trioxolaquines: synthesis, preliminary SAR and comparison with acridine endoperoxide conjugates
Bioorganic & Medicinal Chemistry Letters 2009.0
Orally Active 1,2,4-Trioxanes:  Synthesis and Antimalarial Assessment of a New Series of 9-Functionalized 3-(1-Arylvinyl)-1,2,5-trioxaspiro[5.5]undecanes against Multi-Drug-Resistant Plasmodium yoelii nigeriensis in Mice
Journal of Medicinal Chemistry 2006.0