Formation of Aldehydic Phosphatidylcholines during the Anaerobic Decomposition of a Phosphatidylcholine Bearing the 9-Hydroperoxide of Linoleic Acid

Scheme 3

Proposed anaerobic pathways for conversion of PC-9-LA-OOH 11 to aldehyde-PCs other than 9-oxononanoyl-PC. Conversion of 32 to 33 may begin with Fe²⁺-mediated or spontaneous cleavage of 32 to the corresponding alkoxyl radical, which cyclizes to form an epoxy allylic radical, which adds a peroxide radical, whose decomposition affords 33.