ORGN 442 |
| Xuebin Liao, Hao Zhou, and James M. Cook. Department of Chemistry, University of Wisconsin at Milwaukee, 3210 N. Cramer St., Milwaukee, WI 53211 |
| A number of bisindole alkaloids isolated from Alstonia species have been shown to exhibit antimalarial activity against a drug resistant (K-1) strain of Plasmodia falciparum including villalstonine, macrocarpamine, and macralstonine O-methyl ether. Bisindoles are of special significance because they exhibit more potent biological activity than the monomeric units which comprise them, which is reminiscent of the potent antitumor activity of the Vinca alkaloids, vincristine and vinblastine. There are a number of other bisindoles in this series including alstomacrophylline 3, dispegatrine 2, macralstonidine 1 which have not been evaluated for antimalarial activity due to the paucity of isolable material. The interesting biological activity has stimulated a great deal of interest in the total synthesis of these alkaloid bases. Current efforts in this laboratory are directed toward the total synthesis of ring-A oxygenated bisindoles such as dispegatrine 2. |
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Total Synthesis, Asymmetric Reactions and Syntheses, Bioorganic
9:00 AM-11:00 AM, Wednesday, March 31, 2004 Anaheim Convention Center -- Hall C, Poster
Division of Organic Chemistry |
