Keto fatty acids form Cuspidaria pterocarpa seed oil

Abstract

The seed oil of Cuspidaria pterocarpa contains three keto fatty acids with unusually long carbon chains: 15-oxo-cis-18-tetracosenoic (5.4%), 17-oxo-cis-20-hexacosenoic (13.4%), and 19-oxo-cis-22-octacosenoic (3.3%) acids. These acids were isolated by countercurrent distribution of the corresponding methyl esters. Their structures were established by oxidative degradation, by reduction to known compounds, and by nuclear magnetic resonance and infrared spectra. © 1966 American Oil Chemists' Society.