Multi-step syntheses of the intermediates of Spirastrellolide A

ORGN 95

liza Shrestha, shresthal@berea.edu1, Ce Wang, cewang@chem.umn.edu2, and Craig J. Forsyth, forsyth@chem.umn.edu2. (1) Department of Chemistry, Berea College, CPO 1319, Berea, KY 40404, (2) Department of Chemistry, University of Minnesota, 207 Pleasant St. SE, Minneapolis, MN 55455
Anticancer treatments developed from natural products are found to be very effective, and this effectiveness has initiated the search for natural products with antimitotic activity. Spirastrellolide A, a natural product that can be isolated from a Caribbean marine sponge Spirastrellolide coccinea, is found to be the major antimitotic component and shows a potent activity in a cell based assay that detects mitotic arrest. This particular research focuses on the synthesis of the C30-C36, and C37-C40 fragments of the trioxadispiroketal domain. The syntheses of these fragments include the application of several oxidation-reduction, cyclization, protection and deprotection mechanisms. The final products of the reactions were characterized by NMR spectroscopy and the results verify that the desired compounds were successfully synthesized.
 

Asymmetric Reactions and Syntheses, Physical Organic Chemistry, Combinatorial Chemistry, Total Synthesis
8:00 PM-10:00 PM, Sunday, 26 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Sci-Mix

Division of Organic Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006