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Full-Text Articles in Medicine and Health Sciences
Structure–Activity Relationships Of The Antimalarial Agent Artemisinin 10. Synthesis And Antimalarial Activity Of Enantiomers Of Rac-5Β-Hydroxy-D-Secoartemisinin And Analogs: Implications Regarding The Mechanism Of Action, Mohamed Jahan, Francisco Leon, Frank R. Fronczek, Khaled M. Elokely
Structure–Activity Relationships Of The Antimalarial Agent Artemisinin 10. Synthesis And Antimalarial Activity Of Enantiomers Of Rac-5Β-Hydroxy-D-Secoartemisinin And Analogs: Implications Regarding The Mechanism Of Action, Mohamed Jahan, Francisco Leon, Frank R. Fronczek, Khaled M. Elokely
Faculty and Student Publications
An efficient synthesis of rac-6-desmethyl-5β–hydroxy-D-secoartemisinin 2, a tricyclic analog of R-(+)-artemisinin 1, was accomplished and the racemate was resolved into the (+)-2b and (−)-2a enantiomers via their Mosher Ester diastereomers. Antimalarial activity resided with only the artemisinin-like enantiomer R-(−)-2a. Several new compounds 9–16, 19a, 19b, 22 and 29 were synthesized from rac-2 but the C-5 secondary hydroxyl group was surprisingly unreactive. For example, the formation of carbamates and Mitsunobu reactions were unsuccessful. In order to assess the unusual reactivity of 2, a single crystal X-ray crystallographic analysis revealed a close intramolecular hydrogen bond from the C-5 alcohol to the oxepane …
Discovery Of Alternative Artemisinin Binding Sites In Plasmodium Falciparum Atpase-6, Shuneize Elizabeth Slater
Discovery Of Alternative Artemisinin Binding Sites In Plasmodium Falciparum Atpase-6, Shuneize Elizabeth Slater
Electronic Theses and Dissertations
Malaria is a fatal yet preventable and treatable disease. It is commonly spread through the bite of an infected Anopheles mosquito. Malaria parasites belong to the Plasmodium genus and can be caused by the falciparum, malariae, ovale, vivax, and knowlesi species. Artemisinin is an endoperoxide lactone extracted from qinghaosu (Artemisia annua L. or sweet wormwood). It and its derivatives possess uncharacteristically rapid action against Plasmodium falciparum. Artemisinin is unique in its effectiveness in deadly cerebral malaria. The endoperoxide bridge is crucial for its antimalarial activity; however, how it aids in killing the parasite is unknown. While there are multiple suggested …
Part A: Antimalarial Agents Modified At The C-16 Position Of Artemisinin; Part B: Lead Optimization Of Falcipain-2 And Falcipain-3 Inhibitors, Yunshan Wu
Electronic Theses and Dissertations
Part A: Antimalarial Agents modified at the C-16 position of Artemisinin. Malaria is a widespread tropical and subtropical parasitic disease which is caused by malarial parasites and transmitted by the infected anopheles mosquitoe. The natural product artemisinin and its derivatives are currently considered the most effective drugs against drug resistant plasmodium falciparum. However, its undesired physicochemical proprieties have limited its usage. In order to improve its effectiveness, scientists around the world have developed novel methodology to synthesize artemisinin derivatives on different positions of the artemisinin skeleton. Previous work in our group has shown that many analogues modified at the C-16 …