5-9-12-octadecatrienoic-acid and Skin-Diseases

The metabolism of columbinic acid by various fatty acid oxidizing enzyme systems was studied. A cyclooxygenase product, 9-hydroxy-(5E,10E,12Z)-octadecatrienoic acid, was formed nearly quantitatively by ram seminal vesicle microsomes and in small amounts by washed human platelets. The major lipoxygenase product from washed human platelets, soybean lipoxygenase, and neonatal rat epidermal homogenate was 13-hydroxy-(5E,9Z,11E)-octadecatrienoic acid, although lesser quantities of other isomers differing in the double bond configurations were also identified by ultraviolet spectrophotometry and gas chromatography-mass spectroscopy. Topical application of the major lipoxygenase product to paws of essential fatty acid-deficient rats resulted in nearly as complete resolution of the scaly dermatitis as did the application of columbinic acid itself; the cyclooxygenase product was not at all effective.

Topics: 3-Hydroxyacyl CoA Dehydrogenases; Acetyl-CoA C-Acyltransferase; Administration, Topical; Animals; Blood Platelets; Carbon-Carbon Double Bond Isomerases; Chromatography, High Pressure Liquid; Enoyl-CoA Hydratase; Fatty Acids, Essential; Humans; Linolenic Acids; Lipoxygenase; Male; Multienzyme Complexes; Prostaglandin-Endoperoxide Synthases; Racemases and Epimerases; Rats; Seminal Vesicles; Sheep; Skin; Skin Diseases