Progress toward the total synthesis of Hibarimicin B

ORGN 564

Kwangho Kim and Gary A Sulikowski. Department of Chemistry, Texas A&M University, P. O. Box 30012, College Station, TX 77842
Hibarimicins A, B, C, D, and G are among the most complex aromatic polyketide dimeric microbial secondary metabolites isolated. In addition to unique structural features, the hibarimicins possess important biological activity, specifically inhibiting protein tyrosine kinase activity with little effect on protein kinases A and C. A common structural feature shared by HMP-Y1 and the more complex hibarimicins is the highly substituted AB and GH ring systems. In contemplating the development of a synthetic program directed toward the hibarimicins and related metabolites such as HMP-Y1 we considered the development of a highly substituted cis decalin 1. The details of synthesis of decalin 1 and further efforts to synthesize HMP-Y1 will be described.

 

Total Synthesis of Complex Molecules
1:00 PM-5:00 PM, Wednesday, August 25, 2004 Pennsylvania Convention Center -- 201B, Oral

Division of Organic Chemistry

The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004