Abstract
In the search for non-traditional seed oils, physicochemical parameters, fatty acid (FA) and triacylglycerol (TAG) profiles for five Botswana seed oils, obtained by Soxhlet extraction, were determined. GC–MS and 1H-NMR analyses showed the FA profiles for mkukubuyo, Sterculia africana, and manketti, Ricinodendron rautanenii, seed oils dominated by linoleic and oleic acids, 26.1, 16.7 and 51.9, 24.4%, respectively, with S. africana containing significant amounts of cyclic FAs (19.9%). Mokolwane, Hyphaene petersiana, seed oil was typically lauric; 12:0 and 14:0 acids were 25.9 and 13.4%, respectively. Morama, Tylosema esculentum, seed oil resembled olive oil; 18:1 (47.3%) and 18:2 (23.4%) acids dominated. Moretologa-kgomo, Ximenia caffra, seed oil had 45.8% of 18:1 FA, plus significant amounts of very long chain FAs: 26:1 (5.8%), 28:1 (13.9%), 30:1 (3.9%), and acetylenic acids, 9a-18:1 (1.5%) and 9a, 11t-18:2 (16.0%). TAG classes and regiochemistry were determined with ESI-FTICR-MS, and 13C-NMR spectra, respectively. Morama showed seven major TAG classes with C54:4 and C54:3 dominating; mokolwane had 16 major classes with C32:0, C38:0 and C42:2 dominating; manketti had 11 major classes with C54:7, C54:6 and C54:4 dominating; mkukubuyo had 12 major classes with C52:4, C52:3 and C54:4 dominating; moretologa-kgomo had 30 major TAG classes with C64:5, C64:3 and C62:3 dominating. Saturated FAs were generally distributed over the sn-1(3) position for morama, manketti, and moretologa-kgomo but at the sn-2 position for mokolwane and mkukubuyo. These findings indicate that morama and manketti seed oils can be developed for food uses, whilst moretologa-kgomo and mkukubuyo seed oils only for nonfood uses.
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References
Gunstone FD (2005) Fatty acid production for human consumption. Inform 16(12):736–737
Holmback J (2000) Magnetic moments: NMR spectroscopy in lipid science, Dissertation, Royal Institute of Technology, Stockholm, pp 23–54
Fard AM, Turner AG, Willet GD (2003) High-resolution electrospray ionization Fourier transform ion cyclotron resonance and gas chromatography–mass spectrometry of macadamia nut oil. Aust J Chem 56:499–508
Vlahov G (1998) Regiospecific analysis of natural mixtures of triglycerides using quantitative 13C nuclear magnetic resonance of acyl chain carbonyl carbons. Magn Reson Chem 36:359–362
Dieffenbacher A, Pocklington WD (1987) Standard methods for the analysis of oils, fats, and derivatives. International Union of Pure and Applied Chemistry/Blackwell, Oxford
Sempore BG, Berzard A (1996) Analysis of neutral lipids: fatty acids. In: Nollet LML (ed) Handbook of food analysis, vol 1. Marcel Dekker, New York, pp 331–394
Destaillats F, Angers P (2002) One step methodology for the synthesis of fatty acid picolinyl esters from intact lipids. J Am Oil Chem Soc 79:253–256
Yeboah SO, Motshegwe SM, Holmback J (1998) General properties and fatty acid composition of the oil from the mophane caterpillar, Imbrasia belina. J Am Oil Chem Soc 75:725–728
Bower NK, Hertel K (1988) Nutritional evaluation of marama bean, Tylosema esculentum, Fabaceae: analysis of the seed. Econ Bot 42(4):533–540
Yeboah SO, Holmback J, Ketshajwang KK (1998) Quality and compositional studies of some edible Leguminosae seed oils in Botswana. J Am Oil Chem Soc 75(6):741–743
Kirk SR, Sawyer R (1991) Pearson’s composition and analysis of foods, 9th edn. Longman, UK, pp 609–651
Wretensjö I, Svensson L, Christie WW (1990) Gas chromatographic–mass spectrometric identification of fatty acids in borage oil using the picolinyl ester derivatives. J Chromatogr 521:89–97
Christie WW (2007) Mass spectra of picolinyl esters: part 2 monoenoic fatty acids. http://www.lipidlibrary.co.uk/ms/ms06/index.htm. Accessed Jan 2007
Christie WW (2007) Mass spectra of picolinyl esters: Part 3 dienoic fatty acids. http://www.lipidlibrary.co.uk/ms/ms07/index.htm. Accessed Jan 2007
Flider FJ (1995) Use of rapeseed oil in lubricants. Inform 6(9):1031–1035
Bockisch M (1998) Fats and oils handbook. AOCS, Champaign, pp 251–253
Chisholm MJ, Hopkins CY (1966) Kamlolenic acid and other conjugated fatty acids in certain seed oils. J Am Oil Chem Soc 43(6):390–392
Engelter C, Wehmeyer AS (1970) Fatty acid composition of oils of some edible seeds of wild plants. J Agric Food Chem 18:24–26
Kapseu C, Tchiegang C (1995) Chemical properties of Ricinodendron heudelotii (Bail) seed oil. J Food Lipids 2(2):87–98
Manga TK, Fondoun JM, Kengue J, Thiengang C (2000) Chemical composition of Ricinodendron heudelotii; an indigenous fruit tree in southern Cameroon. Afr Crop Sci J 8(2):195–201
PhytoTrade Africa. Mongongo/manketti from PhytoTrade Africa. http:www.phytotradeafrica.com/products/mongongo.htm Accessed April 2008
Miralles J, Bassene E, Gaydon EM (1993) Determination of cyclopropenoid fatty acids in sterculia seeds from Senegal. J Am Oil Chem Soc 70:205–206
Aitzetmüller K (1996) Intended use of Malvales seed oils in novel food formulations. J Am Oil Chem Soc 73:1737–1738
Summers LKM, Fielding BA, Herd SL, Ilic V, Clark ML, Quinlan PT, Frayn KN (1999) Use of structured triacylglycerols containing predominantly stearic and oleic acids to probe early events in metabolic processing of dietary fat. J Lipid Res 40:1890–1898
Hunter JE (2001) Studies on effects of dietary fatty acids as related to their position on triglycerides. Lipids 36:655–668
El-Handy AH, El-Fizga N (1995) Detection of olive oil adulteration by measuring its authenticity factor using reversed-phase high performance liquid chromatography. J Chromatogr 708:351–355
Stoll N, Schmidt E, Thurow K (2006) Isotope pattern evaluation for the reduction of elemental compositions assigned to high-resolution mass spectral data from electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry. J Am Soc Mass Spectrom 17:1692–1699
Vlahov G, Chepkwony PK, Ndalut PK (2002) 13C NMR characterization of Moringa oleifera seed oil: an “oleic-vaccenic acid” oil. J Agric Food Chem 50:970–975
Sacchi R, Addeo F, Paolillo L (1997) 1H and 13C NMR of virgin olive oil: an overview. Magn Reson Chem 35:133–145
Acknowledgments
We would like to thank the Office of Research and Development, University of Botswana, for partial funding. Yulita Mitei would like to thank the German Academic Exchange Service (DAAD) for sponsoring her Ph.D. studies.
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Mitei, Y.C., Ngila, J.C., Yeboah, S.O. et al. NMR, GC–MS and ESI-FTICR-MS Profiling of Fatty Acids and Triacylglycerols in Some Botswana Seed Oils. J Am Oil Chem Soc 85, 1021–1032 (2008). https://doi.org/10.1007/s11746-008-1301-3
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DOI: https://doi.org/10.1007/s11746-008-1301-3