ORGN 126 |
Design and synthesis of antimalarial agents based on Manzamine A
| Allyn T. Londregan, Justin Ragains, and Jeffrey D. Winkler. Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104 |
| Manzamine A is a novel marine alkaloid that exhibits potent antimalarial activity (IC50 = 0.56 ng/ml against P. falciparum). Since its isolation in 1986, manzamine A has attracted a great deal of interest in the synthetic community. In 1998, our laboratory completed the first total synthesis of manzamine A based on an intramolecular vinylogous amide photocycloaddition-fragmentation-Mannich closure sequence. Our current work focuses on determining the structure-activity relationship of various partial structures of manzamine A against the malaria causing pathogen P. falciparum. We have designed and synthesized five manzamine A analogues of varying complexity. The biological activity of four of these analogues will be presented. 
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Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Materials, Molecular Recognition
8:00 PM-10:00 PM, Sunday, August 22, 2004 Pennsylvania Convention Center -- Hall D, Poster
Division of Organic Chemistry
The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004
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