Fatty acids of Monnina emarginata seed oil

Abstract

The oil of Monnina emarginata St. Hill seed contains three unusual acids, 13 l-hydroxy-cis-9,trans-11-octadecadienoic [(S)-coriolic] acid (30% by weight), 13-oxo-(trans-9,(trans-11-octadecadienoic (0.9%) and 13-oxo-(trans-9-octadecenoic acids (0.2%), in addition to common long-chain fatty acids. Methyl esters of the oxygenated acids were separated from the other components by preparative thin-layer chromatography. Their structures were established by infrared, ultraviolet and NMR spectra; by oxidative degradation; and by hydrogenation and subsequent mass spectral analysis. The plain positive optical rotatory dispersion curve of the hydroxy ester requires that it have the l- or (S)-configuration. © 1970.