Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 19, Issue 1, Pages 312-320Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2010.11.014
Keywords
Antimalarial; Endoperoxide; Plakortin; Knoevenagel reaction; Photooxygenation
Funding
- EU [18834-AntiMal]
- MIUR
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In our search for new antimalarial agents inspired by natural products, we describe herein the synthesis, the evaluation of in vitro antiplasmodial activity, and the SAR studies for a series of endoperoxide antimalarials based on the plakortin scaffold. These simplified analogues are characterized by: (i) a 3,6-dihydro-1,2-dioxin ring or a 1,2-dioxane ring disubstituted at C-4 and C-5; (ii) a pentyl substituent at C-6 ('western' alkyl side chain) and they have been prepared from commercially available material using simple reactions. (C) 2010 Elsevier Ltd. All rights reserved.
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