Studies towards the total synthesis of an epoxy isoprostane phospholipid, a potent activator of endothelial cells.
We report studies toward the total synthesis of an epoxy isoprostane, namely the preparation of compound 9 which is an analogue of the elimination product 7 of the naturally occurring epoxy isoprostane 4 by a straightforward route using a three-component coupling, and have shown by several spectroscopic criteria that it closely resembles the natural material.
Jung
Michael E
ME
Department of Chemistry and Biochemistry, University of California, Los Angeles, 405 Hilgard Ave, Los Angeles, CA 90095, USA. jung@chem.ucla.edu
Kers
Annika
A
Subbanagounder
Ganesamoorthy
G
Berliner
Judith A
JA
D000818:Animals; D001161:Arteriosclerosis / Q000139:chemically induced; D004730:Endothelium, Vascular / Q000187:drug effects* / Q000473:pathology; D006801:Humans; D028421:Isoprostanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010743:Phospholipids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D028421:Isoprostanes; D010743:Phospholipids