Identification of nine acetylenic fatty acids, 9-hydroxystearic acid and 9,10-epoxystearic acid in the seed oil ofJodina rhombifolia hook et arn. (Santalaceae) |
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Authors: | V Spitzer S A de L Bordignon E P Schenkel F Marx |
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Affiliation: | 1. Faculdade de Farmácia, Curso de Pós-Gradua??o, Universidade Federal do Rio Grande do Sul, Avenida Ipiranga, 2752, 90.610.000, Porto Alegre/RS, Brazil 2. Lehrstuhl für Lebensmittelwissenschaft und Lebensmittelchemie, Rheinische Friedrich Wilhelms-Universit?t, Endenicher Allee 11-13, 53115, Bonn 1, Germany
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Abstract: | In addition to some usual fatty acids, the seed oil ofJodina 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 (1H,13C, 2D H/C, attached proton test) spectroscopy and gas chromatography/mass spectrometry.
This work is dedicated to the 65th birthday of Prof. Dr. K. Pfeilsticker, Institut of Food Science, University Bonn (Germany). |
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Keywords: | Acetylenic fatty acids epoxy fatty acids gas chromatography/mass spectrometry of 4 4-dimethyloxazoline derivatives of acetylenic fatty acids hydroxy fatty acids Jodina rhombifolia NMR spectroscopy Santalaceae |
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