title: Antimalarial peroxide dyads from natural artemisinin and hydroxyalkylated 1,2,4-trioxanes.
abstract: Three synthetic approaches to highly antimalarial peroxide dyads that are composed of the natural artemisinin part (either as dihydroartemisinin or artesunic acid components) and synthetic 1,2,4-trioxanes linked by ether or ester bridges are described. Photooxygenation is the key step to introduce the trioxane group initially or at the end of the reaction sequence, respectively. Dihydroartemisinin or artesunate coupling to hydroxyethyltrioxanes are the two processes that use intact peroxide units from the beginning, whereas the dihydroartemisinin-coupling to an allylic alcohol is a postphotooxygenation route, where the second trioxane ring is installed in the last step of the procedure.
authors.affiliation: Department of Chemstry, Organic Chemistry, University of Cologne, Greinstrasse 4, 50939 Köln, Germany. griesbeck@uni-koeln.de
authors.forename: Axel G
authors.initials: AG
authors.lastname: Griesbeck
authors.forename: Jörg
authors.initials: J
authors.lastname: Neudörfl
authors.forename: Achim
authors.initials: A
authors.lastname: Hörauf
authors.forename: Sabine
authors.initials: S
authors.lastname: Specht
authors.forename: Angela
authors.initials: A
authors.lastname: Raabe
mesh_terms: D000962:Antimalarials / Q000138:chemical synthesis*; D037621:Artemisinins / Q000737:chemistry*; D004987:Ethers / Q000737:chemistry; D006573:Heterocyclic Compounds, 1-Ring / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry; D010545:Peroxides / Q000138:chemical synthesis*; D055668:Photochemical Processes; D012717:Sesquiterpenes / Q000737:chemistry
chemical_list: D000962:Antimalarials; D037621:Artemisinins; D004987:Ethers; D006573:Heterocyclic Compounds, 1-Ring; D010545:Peroxides; D012717:Sesquiterpenes; D010100:Oxygen