Lactoperoxidase‐catalyzed lodination of arachidonic acid: Formation of macrolides

Abstract

In the presence of iodide and hydrogen peroxide, lactoperoxidase catalyzed the conversion of arachidonic acid into several iodinated products; the major one was previously identified as an iodo-delta-lactone. Two minor and less polar products have now been characterized as 15-iodo-14-hydroxyeicosatrienoic acid, omega-lactone and 14-iodo-15-hydroxyeicosatrienoic acid, omega-lactone, on the basis of 125I incorporation, mass spectrometry, proton magnetic resonance spectroscopy and chemical modifications.