Bistramide A: Development of the pharmacophore model

ORGN 294

Syed Alipayam Rizvi, skozmin@uchicago.edu and Sergey A. Kozmin, skozmin@uchicago.edu. Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, IL 60637
Bistramide A is a highly potent antiproliferative marine natural product. We have previously established that bistramide A targeted monomeric actin in the cell with high specificity and potency. In order to establish the binding mode of the natural product, we crystallized the complex of bistramide A bound to actin. We then employed chemical synthesis in order to establish the pharmacophore model of the natural product, resulting in the assembly of several simplified bistramide-like compounds with potent bioactivity, which will be discussed.

 

Total Synthesis of Complex Molecules
1:00 PM-4:40 PM, Monday, March 26, 2007 McCormick Place East -- Room E352, Level 3, Oral

Division of Organic Chemistry

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007