Chemistry–A European Journal

Total Synthesis of 15??F2t??Isoprostane by Using a New Oxidative Cyclization of Distonic Radical Anions as the Key Step

U Jahn, E Dinca

Index: Jahn, Ullrich; Dinca, Emanuela Chemistry - A European Journal, 2009 , vol. 15, # 1 p. 58 - 62

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Citation Number: 26

Abstract

Isoprostanes (IsoPs) 3 are cyclic derivatives of arachidonic acid (1a) and are diastereomeric to the enzymatically formed prostaglandins (PGs) 2.[1] They form in vivo by a free-radical- induced cascade, which consists of peroxidation/double 5-exo radical cyclization/ oxygenation, predominately from membrane-or low-density lipoprotein (LDL)-bound arachidonic acid derivatives 1b and 1c, in much larger quantities than PGs (Scheme1).[2] ...