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Identification of nine acetylenic fatty acids, 9‐hydroxystearic acid and 9,10‐epoxystearic acid in the seed oil of Jodina rhombifolia hook et arn. (Santalaceae)
Author(s) -
Spitzer V.,
Bordig S. A. de L.,
Schenkel E. P.,
Marx F.
Publication year - 1994
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02541352
Subject(s) - chemistry , fatty acid , degree of unsaturation , gas chromatography , chromatography , thin layer chromatography , mass spectrometry , organic chemistry
In addition to some usual fatty acids, the seed oil of Jodina rhombifolia (Santalaceae) contains nine acetylenic fatty acids [9‐octadecynoic acid (stearolic acid) (1.1%), trans ‐10‐heptadecen‐8‐ynoic acid (pyrulic acid) (20.1%), 7‐hydroxy‐ trans ‐10‐heptadecen‐8‐ynoic acid (2.3%), trans ‐10,16‐heptadecadien‐8‐ynoic acid (0.7%), 7‐hydroxy‐ trans ‐10,16‐heptadecadien‐8‐ynoic acid (0.1%), trans ‐11‐octadecen‐9‐ynoic acid (ximenynic acid) (20.3%), 8‐hydroxy‐ trans ‐11‐octadecen‐9‐ynoic acid (12.2%), trans ‐11,17‐octadecadien‐9‐ynoic acid (1.5%), 8‐hydroxy‐ trans ‐11,17‐octadecadien‐9‐ynoic acid (1.3%), 9‐hydroxystearic acid (<0.1%) and 9,10‐epoxystearic acid (0.7%)]. The fatty acids have been analyzed by gas chromatography/mass spectrometry of their methyl ester and 4,4‐dimethyloxazoline derivatives. The hydroxy fatty acid methyl esters have been examined also as trimethyl‐silyl ethers. Furthermore, the fatty acid methyl esters (FAME) have been fractionated according to their polarity (FAME‐A: nonhydroxy; FAME‐B: hydroxy fatty acids) and to their degree of unsaturation (FAME‐A1/A2; FAME‐B1/B2) by preparative thin‐layer chromatography and argentation chromatography, respectively. All of these fractions have been analyzed by ultraviolet and infrared spectroscopy, and the fractions FAME‐A and FAME‐B have been analyzed further by nuclear magnetic resonance ( 1 H, 13 C, 2D H/C, attached proton test) spectroscopy and gas chromatography/mass spectrometry.