Analysis of phytosterols in foods.

Phytosterols are bioactive compounds, one of their most studied and outstanding properties being their cholesterol-lowering activity. This explains the growing interest in the phytosterol contents of foods as either intrinsic or added components. The different steps (extraction, saponification, clean up, chromatographic determination) of plant sterol determination are reviewed, and emphasis is placed on the methods used to assay different phytosterols in food.

[1]  S. Abidi,et al.  Chromatographic analysis of plant sterols in foods and vegetable oils. , 2001, Journal of chromatography. A.

[2]  J. King,et al.  Preparative-scale supercritical fluid extraction/supercritical fluid chromatography of corn bran , 2002 .

[3]  J L Weihrauch,et al.  Sterol content of foods of plant origin. , 1978, Journal of the American Dietetic Association.

[4]  C. Macku,et al.  Analysis of plant sterol and stanol esters in cholesterol-lowering spreads and beverages using high-performance liquid chromatography-atmospheric pressure chemical ionization-mass spectroscopy. , 2003, Journal of agricultural and food chemistry.

[5]  S P Kochhar,et al.  Influence of processing on sterols of edible vegetable oils. , 1983, Progress in lipid research.

[6]  D. Firestone,et al.  Official methods and recommended practices of the American Oil Chemists' Society , 1990 .

[7]  J. Taljaard,et al.  A Comparative Study of the Effects of Cholesterol, Beta-Sitosterol, Beta-Sitosterol Glucoside, Dehydro-epiandrosterone Sulphate and Melatonin on In Vitro Lipid Peroxidation , 2000, Metabolic Brain Disease.

[8]  G. List,et al.  Effect of genetic modification on the distribution of minor constituents in canola oil , 1999 .

[9]  J. Folch,et al.  A simple method for the isolation and purification of total lipides from animal tissues. , 1957, The Journal of biological chemistry.

[10]  V. Piironen,et al.  Gas chromatographic determination of major sterols in edible oils and fats using solid-phase extraction in sample preparation , 1998 .

[11]  B. Nagel.  Standard methods for the analysis of oils, fats and derivatives. 7th Revised and enlarged edition. Oxford, London, Edinburgh, Boston, Palo Alto, Melbourne: Blackwell Scientific Publication, 1987. 347 pp. 55 Ł, ISBN 0‐632‐01586‐1 , 1988 .

[12]  L. Elviri,et al.  Liquid chromatography-UV determination and liquid chromatography-atmospheric pressure chemical ionization mass spectrometric characterization of sitosterol and stigmasterol in soybean oil. , 2001, Journal of chromatography. A.

[13]  N. Peek,et al.  Dietary constituents affecting plasma and liver cholesterol in cholesterol-fed chicks. , 1953, The Journal of nutrition.

[14]  T. Kuuranne,et al.  Analysis of free and esterified sterols in fats and oils by flash chromatography, gas chromatography and electrospray tandem mass spectrometry. , 2001, Journal of chromatography. A.

[15]  J. Weststrate,et al.  Spreads enriched with three different levels of vegetable oil sterols and the degree of cholesterol lowering in normocholesterolaemic and mildly hypercholesterolaemic subjects , 1999, European Journal of Clinical Nutrition.

[16]  G. Bonn,et al.  Simultaneous determination of carotenoids, tocopherols, and gamma-oryzanol in crude rice bran oil by liquid chromatography coupled to diode array and mass spectrometric detection employing silica C30 stationary phases. , 2005, Journal of separation science.

[17]  J. King,et al.  Concentration of phytosterols for analysis by supercritical fluid extraction , 1999 .

[18]  O. Pollak,et al.  Reduction of Blood Cholesterol in Man , 1953, Circulation.

[19]  M. Meurens,et al.  Spelt (Triticum spelta L.) and winter wheat (Triticum aestivum L.) wholemeals have similar sterol profiles, as determined by quantitative liquid chromatography and mass spectrometry analysis. , 2004, Journal of agricultural and food chemistry.

[20]  Naomi Nakamura,et al.  Sterols of Cajanus cajan and three other leguminosae seeds , 1992 .

[21]  H. Mohamed,et al.  The use of sesame oil unsaponifiable matter as a natural antioxidant , 1998 .

[22]  S. Taylor,et al.  Optimization of the extraction and fractionation of corn bran oil using analytical supercritical fluid instrumentation. , 2000, Journal of chromatographic science.

[23]  Robert A. Moreau,et al.  Phytosterols and Phytostanols: Functional Food Cholesterol Busters , 2001 .

[24]  P. Dutta.  Phytosterols as functional food components and nutraceuticals , 2003 .

[25]  K. Engel,et al.  Rapid detection of vegetable oils in milk fat by on‐line LC‐GC analysis of β‐sitosterol as marker , 2002 .

[26]  W. Lindner,et al.  Concept of sequential analysis of free and conjugated phytosterols in different plant matrices. , 2002, Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.

[27]  A. Rao,et al.  The role of dietary phytosterols in colon carcinogenesis. , 1992, Nutrition and cancer.

[28]  P. Ghosh,et al.  Triterpene alcohols and 3-oxo steroids of nine Leguminosae seeds , 1994 .

[29]  N. O'Brien,et al.  Fatty acid profile, tocopherol, squalene and phytosterol content of walnuts, almonds, peanuts, hazelnuts and the macadamia nut , 2004, International journal of food sciences and nutrition.

[30]  M. Bosner,et al.  Percent cholesterol absorption in normal women and men quantified with dual stable isotopic tracers and negative ion mass spectrometry. , 1999, Journal of lipid research.

[31]  C. Parrish,et al.  Lipids Classes, Fatty Acids, and Sterols in Seafood from Gilbert Bay, Southern Labrador , 2004 .

[32]  P. Laakso.  Analysis of sterols from various food matrices , 2005 .

[33]  M. Ashraf-khorassani,et al.  ANALYSIS OF STERYL GLUCOSIDES IN FOODS AND DIETARY SUPPLEMENTS BY SOLID‐PHASE EXTRACTION AND GAS CHROMATOGRAPHY , 2005 .

[34]  R. Evershed,et al.  Strategy for the analysis of steryl esters from plant and animal tissues. , 1987, Journal of chromatography.

[35]  P. Dutta,et al.  Plant sterols in vegetables and fruits commonly consumed in Sweden , 1999, European journal of nutrition.

[36]  K. M. Phillips,et al.  Free and Esterified Sterol Composition of Edible Oils and Fats , 2002 .

[37]  T. Mauriala,et al.  Quantitative determination of cholesterol, sitosterol, and sitostanol in cultured Caco-2 cells by liquid chromatography-atmospheric pressure chemical ionization mass spectrometry. , 2005, Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.

[38]  V. Piironen,et al.  Factors affecting sample preparation in the gas chromatographic determination of plant sterols in whole wheat flour , 2000 .

[39]  R. Koratkar,et al.  Anticarcinogenic Effects of Saponins and Phytosterols , 1997 .

[40]  Miss A.O. Penney.  (b) , 1974, The New Yale Book of Quotations.

[41]  B. Knights.  The quantitative analysis of plant sterols , 1982, Lipids.

[42]  M. Potin-Gautier,et al.  Improved routine speciation of organotin compounds in environmental samples by pulsed flame photometric detection. , 2000, Journal of chromatography. A.

[43]  D. Buss,et al.  Intakes and major dietary sources of cholesterol and phytosterols in the British diet , 1995 .

[44]  D. G. Lindsay,et al.  Plant sterols: biosynthesis, biological function and their importance to human nutrition. , 2000 .

[45]  G. Contarini,et al.  Quantitative analysis of sterols in dairy products: experiences and remarks , 2002 .

[46]  Y. Chen,et al.  beta-Sitosterol inhibits growth of HT-29 human colon cancer cells by activating the sphingomyelin cycle. , 1998, Anticancer research.

[47]  R. Heupel,et al.  Biosynthesis of ergosta-6(7),8(14),22(23)-trien-3β-ol by Gibberella fujikuroi: its importance to Ergosterol's metabolic pathway , 1985 .

[48]  G. Savage,et al.  Lipid composition and oxidative stability of oils in hazelnuts (Corylus avellana L.) grown in New Zealand , 1997 .

[49]  C. Ortíz,et al.  A rapid chromatographic method for simultaneous determination of β-sitosterol and tocopherol homologues in vegetable oils , 2006 .

[50]  N. Unklesbay,et al.  Plant sterols in soybean hulls. , 1990 .

[51]  M. Meurens,et al.  Phytosterol analysis and characterization in spelt (Triticum aestivum ssp spelta L.) and wheat (T aestivum L.) lipids by LC/APCI-MS , 2003 .

[52]  C. Domeño,et al.  Determination of sterols in biological samples by SPME with on-fiber derivatization and GC/FID , 2005, Analytical and bioanalytical chemistry.

[53]  D. Peterson,et al.  Effect of Soybean Sterols in the Diet on Plasma and Liver Cholesterol in Chicks , 1951, Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine.

[54]  R. Thompson,et al.  A simplified alternative to the AOAC official method for cholesterol in multicomponent foods. , 1993, Journal of AOAC International.

[55]  J. Boatella,et al.  Analysis of olive and hazelnut oil mixtures by high-performance liquid chromatography-atmospheric pressure chemical ionisation mass spectrometry of triacylglycerols and gas-liquid chromatography of non-saponifiable compounds (tocopherols and sterols). , 2000, Journal of chromatography. A.

[56]  D. Kritchevsky,et al.  Phytosterols—health benefits and potential concerns: a review , 2005 .

[57]  R. Schothorst,et al.  Capillary gas-chromatographic method for determining non-derivatized sterols – some results for duplicate 24 h diet samples collected in 1994 , 1998 .

[58]  G. Patterson.  Physiology and Biochemistry of Sterols , 1992 .

[59]  M. Hashim,et al.  Application of supercritical fluid chromatography in the quantitative analysis of minor components (carotenes, vitamin E, sterols, and squalene) from palm oil , 2005, Lipids.

[60]  R. Roy,et al.  β-sitosterol, a plant sterol, induces apoptosis and activates key caspases in MDA-MB-231 human breast cancer cells , 2003 .

[61]  M. Kovacs.  Determination of cholesterol in pasta products using gas-liquid chromatography , 1990 .

[62]  K. B. Hicks,et al.  Phytosterols, phytostanols, and their conjugates in foods: structural diversity, quantitative analysis, and health-promoting uses. , 2002, Progress in lipid research.

[63]  W. Luf,et al.  Determination of cholesterol oxides in processed food using high-performance liquid chromatography-mass spectrometry with atmospheric pressure chemical ionisation. , 2000, Journal of chromatography. A.

[64]  V. Piironen,et al.  Plant Sterols in Cereals and Cereal Products , 2002 .

[65]  D. Ruggio,et al.  Precise quantitative determination of phytosterols, stanols, and cholesterol metabolites in human serum by capillary gas-liquid chromatography. , 1999, Journal of chromatography. B, Biomedical sciences and applications.

[66]  E. Lorbeer,et al.  Determination of tocopherols and sterols in vegetable oils by solid-phase extraction and subsequent capillary gas chromatographic analysis. , 1999, Journal of chromatography. A.

[67]  W. Horwitz.  Official Methods of Analysis , 1980 .

[68]  L. Goad,et al.  Analysis of Sterols , 1997 .

[69]  H. Fiebig,et al.  Analysis of sterol content and composition in fats and oils by capillary-gas liquid chromatography using an internal standard. Comments on the German sterol method , 1998 .

[70]  R. Mensink,et al.  Metabolic effects of plant sterols and stanols (Review). , 2003, The Journal of nutritional biochemistry.

[71]  J. Kesselmeier,et al.  High Performance Liquid Chromatography of Molecular Species from Free Sterols and Sterylglycosides Isolated from Oat Leaves and Seeds , 1985 .

[72]  W. J. Dyer,et al.  A rapid method of total lipid extraction and purification. , 1959, Canadian journal of biochemistry and physiology.

[73]  J. McGill,et al.  Gastrointestinal absorption and plasma kinetics of soy Delta(5)-phytosterols and phytostanols in humans. , 2002, American journal of physiology. Endocrinology and metabolism.

[74]  B. Didomenico,et al.  Mechanism of azole antifungal activity as determined by liquid chromatographic/mass spectrometric monitoring of ergosterol biosynthesis. , 2002, Journal of mass spectrometry : JMS.

[75]  Robert A. Moreau,et al.  Extraction and Quantitative Analysis of Oil from Commercial Corn Fiber , 1996 .

[76]  H. Campbell,et al.  Diet , 1906, The Hospital.

[77]  Magdalena Rafecas,et al.  Fatty acid, tocopherol and sterol content of some hazelnut varieties (Corylus avellana L.) harvested in Oregon (USA) , 1998 .

[78]  B. McManus,et al.  Proatherogenic and antiatherogenic effects of probucol and phytosterols in apolipoprotein E-deficient mice: possible mechanisms of action. , 1999, Circulation.

[79]  S. Ghosal.  Steryl glycosides and acyl steryl glycosides from Musa paradisiaca , 1985 .

[80]  Endalkachew Sahle-Demessie,et al.  Thermal gradient fractionation of glyceride mixtures under supercritical fluid conditions , 1997 .

[81]  M. Fenton.  Chromatographic separation of cholesterol in foods. , 1992, Journal of chromatography.

[82]  P. Bouic,et al.  The role of phytosterols and phytosterolins in immune modulation: a review of the past 10 years , 2001, Current opinion in clinical nutrition and metabolic care.

[83]  G. G. Stokes.  "J." , 1890, The New Yale Book of Quotations.

[84]  V. Piironen,et al.  Determination of Sterols in Foods: Recovery of Free, Esterified, and Glycosidic Sterols , 2001 .

[85]  P. Dutta,et al.  Capillary column gas–liquid chromatographic separation of Δ5-unsaturated and saturated phytosterols 1 Partly presented as a poster at the Second Workshop COST 916 – Bioactive Inositol Phosphates and Phytosterols in Foods, Göteborg, 23–25 October 1997. 1 , 1998 .

[86]  G. Savage,et al.  Oxidative stability and lipid composition of macadamia nuts grown in New Zealand , 2000 .

[87]  P. Dutta,et al.  Saturated Sterols (Stanols) in Unhydrogenated and Hydrogenated Edible Vegetable Oils and in Cereal Lipids , 1996 .

[88]  P. Volin.  Analysis of steroidal lipids by gas and liquid chromatography. , 2001, Journal of chromatography. A.

[89]  K. Phillips,et al.  Phytosterol composition of nuts and seeds commonly consumed in the United States. , 2005, Journal of agricultural and food chemistry.

[90]  Susanne Bryngelsson,et al.  The Phytosterol Content of Some Cereal Foods Commonly Consumed in Sweden and in the Netherlands , 2002 .

[91]  T. A. Beek,et al.  Rapid analysis of apolar low molecular weight constituents in wood using high pressure liquid chromatography with evaporative light scattering detection , 2000 .

[92]  V. Piironen,et al.  Natural sources of dietary plant sterols. , 2000 .

[93]  G. Meijer,et al.  Spreads enriched with plant sterols, either esterified 4,4-dimethylsterols or free 4-desmethylsterols, and plasma total- and LDL-cholesterol concentrations , 1999, British Journal of Nutrition.

[94]  D. Peterson,et al.  Some relationships among dietary sterols, plasma and liver cholesterol levels, and atherosclerosis in chicks. , 1952, The Journal of nutrition.

[95]  S. Nagy,et al.  Distribution of free and conjugated sterols in orange and tangor juice sacs , 1971, Lipids.

[96]  K. Peru,et al.  Mass spectrometric determination of ergosterol in a prairie natural wetland. , 2002, Journal of chromatography. A.

[97]  R. Goldbohm,et al.  Plant sterol intakes and colorectal cancer risk in the Netherlands Cohort Study on Diet and Cancer. , 2001, The American journal of clinical nutrition.