Synthesis of 9-(S)-HPETE and the formation of group VI isoprostanes by radical cyclization

ORGN 171

Sashikala Sivendran, ssivendr@fit.edu1, John A. Lawson2, Garret. A. FitzGerald2, and Joshua Rokach1. (1) Claude Pepper Institute and Department of Chemistry, Florida Institute of Technology, 150 W. University Blvd., Melbourne, FL 32901, (2) The Center for Experimental Therapeutics, The University of Pennsylvania, Philadelphia, PA 19104
Isoprostanes are chemically stable prostaglandin like compounds produced by free-radical catalyzed peroxidation of arachidonic acid (AA) in phospholipids. 9-(S)-HPETE is a key intermediate in the AA biosynthetic pathway leading to isoprostanes. We will present the total synthesis of 9-(S)-HPETE and the planned studies for the formation of Group VI isoprostanes by radical cyclization.