Analysis of hydroxylated fatty acids from plant oils |
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Authors: | Nikolaus Weber Klaus Vosmann Eberhard Fehling Kumar D Mukherjee Dieter Bergenthal |
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Affiliation: | 1. Institut für Biochemie und Technologie der Fette, H.P. Kaufmann-Institut, BAGKF, Piusallee 68, D-48147, Münster, Germany 2. Institut für Chemie und Physik der Fette, BAGKF, D-48147, Münster 3. Institut für Pharmazeutische Chemie der Universit?t Münster, D-48142, Münster, Germany
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Abstract: | A novel process has been described recently for the preparation of hydroxylated fatty acids (HOFA) and HOFA methyl esters
from plant oils. HOFA methyl esters prepared from conventional and alternative plant oils were characterized by various chromatographic
methods (thin-layer chromatography, high-performance liquid chromatography, and gas chromatography) and gas chromatography-mass
spectrometry as well as1H and13C nuclear magnetic resonance spectroscopy. HOFA methyl esters obtained fromEuphorbia lathyris seed oil, low-erucic acid rapeseed oil, and sunflower oil contain as major constituents methylthreo-9,10-dihydroxy octadecanoate (derived from oleic acid) and methyl dihydroxy tetrahydrofuran octadecanoates, e.g., methyl
9,12-dihydroxy-10,13-epoxy octadecanoates and methyl 10,13-dihydroxy-9,12-epoxy octadecanoates (derived from linoleic acid).
Other constituents detected in the products include methyl esters of saturated fatty acids (not epoxidized/derivatized) and
traces of methyl esters of epoxy fatty acids (not hydrolyzed). The products that contain high levels of monomeric HOFA may
find wide application in a variety of technical products. |
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Keywords: | Hydroxylated fatty acids dihydroxy tetrahydrofuran octadecanoic acids methyl 9 12-dihydroxy-10 13-epoxy octadecanoates methyl 10 13-dihydroxy-9 12-epoxy octadecanoates threo-9 10-dihydroxy octadecanoic acid (threo-9 10-dihydroxystearic acid) |
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