LIPOXYGENASE PRODUCTS FROM PINOLENIC ACID

Pinolenic acid (5Z,9Z,12Z-octadecatrienoic acid), a well known compone nt of Pinaceae seed oil, is showen to be converted to new oxylipins by the soybean 15-lipoxygenase. The major product of lipoxygenase reacti on was identified as 13-hydroxy-5Z,9Z,11E-octadecatrienoic acid (80%), the by-products being 13-oxo-5Z,9Z,11E-octadecatrienoic acid (12%), 9 -hydroxy-5Z,10E,12Z-octadecatrienoic acid (6%) and 9-oxo-5Z,10E,12Z-oc tadecatrienoic acid (1,5%). All structural assignments were done with the use of H-1-NMR, UV and mass spectrometry of the above acids and th eir derivatives.