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Bioorg Med Chem Lett. 2010 Jan 15;20(2):563-6. doi: 10.1016/j.bmcl.2009.11.088. Epub 2009 Nov 22.

The comparative antimalarial properties of weak base and neutral synthetic ozonides.

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  • 1College of Pharmacy, University of Nebraska Medical Center, 986025 Nebraska Medical Center, Omaha, NE, USA.


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.

Copyright 2009 Elsevier Ltd. All rights reserved.

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