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Sterols and the phytosterol content in oilseed rape - Journal of Cell ...

Sterols and the phytosterol content in oilseed rape - Journal of Cell ...

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ich diets may thus, result <strong>in</strong> symptoms analogue to<br />

<strong>phytosterol</strong>emia, hereditary metabolic disorder<br />

characterised by elevated <strong>phytosterol</strong> level <strong>in</strong> blood<br />

<strong>and</strong> tissue. Additional esterification <strong>of</strong> <strong>phytosterol</strong>s<br />

<strong>and</strong> stanols with long cha<strong>in</strong> <strong>of</strong> mono- or<br />

polyunsaturated fatty acids will <strong>in</strong>crease <strong>the</strong>ir lipid<br />

solubility, facilitat<strong>in</strong>g <strong>the</strong>ir <strong>in</strong>corporation <strong>in</strong>to <strong>the</strong> food,<br />

at <strong>the</strong> same time.<br />

A new <strong>rape</strong>seed margar<strong>in</strong>e Benecol, obta<strong>in</strong>ed from<br />

<strong>rape</strong>seed oil by phytostanols trans-esterification<br />

(Miett<strong>in</strong>en, 2001) <strong>and</strong> enriched with sitostanol-esters<br />

was first launched <strong>in</strong> ’95 <strong>in</strong> F<strong>in</strong>l<strong>and</strong> (Miett<strong>in</strong>en et al.,<br />

1995) <strong>and</strong> by <strong>the</strong> end <strong>of</strong> ’99 already <strong>in</strong>troduced <strong>in</strong><br />

several o<strong>the</strong>r European countries <strong>and</strong> worldwide (Law,<br />

2000). Functional spreadable oils <strong>and</strong> fats, with<br />

correspond<strong>in</strong>g products like: margar<strong>in</strong>e, milk <strong>and</strong><br />

yoghurt, first appeared <strong>in</strong> Germany <strong>in</strong> July 2002,<br />

under <strong>the</strong> product name “Becel pro-activ”. It was<br />

found that 3 g/day <strong>of</strong> phytostanol ester margar<strong>in</strong>e, like<br />

Benecol, could actually reduce <strong>the</strong> LDL cholesterol<br />

level up to 14-22 %, decreas<strong>in</strong>g <strong>the</strong> amount <strong>of</strong><br />

<strong>Sterols</strong> <strong>and</strong> <strong>phytosterol</strong>s <strong>in</strong> <strong>oilseed</strong> <strong>rape</strong> 77<br />

Table 1. Trivial <strong>and</strong> scientific names <strong>of</strong> selected sterols from <strong>the</strong> sterol biosyn<strong>the</strong>tic pathway (adapted from Grunwald, 1980)<br />

Trivial Name Scientific Name Sterol Class<br />

Cycloartenol 9beta,19-cyclo-24-lanosten-3beta-ol 4,4-dimethyl<br />

24-Methylene Lophenol 4-alpha-Methyl-5-alpha-ergosta-7,24-dien-3-beta-ol 4-methyl<br />

Avenasterol 24-ethylcholesta-5,24(28)Z-dien-3‚-ol 4-desmethyl<br />

Cholesterol cholest-5-en-3‚-ol 4-desmethyl<br />

Campesterol 24·-methyl-5-cholestern-3‚-ol 4-desmethyl<br />

Brassicasterol 5,22-cholestadien-24‚-methyl-3‚-ol 4-desmethyl<br />

Sitosterol 24·-ethylcholest-5-en-3‚-ol 4-desmethyl<br />

Stigmasterol 5,22-cholestadien-24·-ethyl-3‚-ol 4-desmethyl<br />

Table 2. Variation <strong>of</strong> <strong>phytosterol</strong> <strong>content</strong> <strong>in</strong> six different vegetable oils (g/kg <strong>of</strong> oil) (adapted from Piironen et al., 2000)<br />

Oil Type Brassicasterol Campesterol Stigmasterol Sitosterol Avenasterol Total Phytosterols<br />

Corn * 2.59 0.98 9.89 0.36 8.09-15.57<br />

Rapeseed 0.55-0.73 1.59-2.48 0.02-0.04 2.84-3.59 0.13-0.19 5.13-9.79<br />

Sunflower - 0.69 0.75 4.65 0.28 3.74-7.25<br />

Cottonseed * 0.26 * 4.00 0.05 4.31-5.39<br />

Soybean - 0.62-0.76 0.45-076 1.22-2.31 - 2.29-4.59<br />

Olive (Extra Virg<strong>in</strong>) - 0.05 0.01 1.18-1.21 0.17-0.18 1.41-1.50<br />

*found <strong>in</strong> traces<br />

-not available<br />

absorbed cholesterol up to 65 % (Law 2000; Miett<strong>in</strong>en<br />

et al., 1995; Miett<strong>in</strong>en, 2001; Jones et al., 1999). The<br />

reduction <strong>of</strong> LDL cholesterol level up to 20 % was,<br />

accord<strong>in</strong>g to Gyll<strong>in</strong>g et al. (1997), achieved with <strong>the</strong><br />

<strong>rape</strong>seed margar<strong>in</strong>e (5 %) <strong>and</strong> with <strong>the</strong> sitostanol<br />

esters (15 %) present <strong>in</strong> that margar<strong>in</strong>e. In this study, it<br />

has been also proven that consumption <strong>of</strong> roughly 2 g<br />

a day <strong>of</strong> <strong>phytosterol</strong>-enriched margar<strong>in</strong>es can decrease<br />

<strong>the</strong> coronary mortality, by about 25 %. Fur<strong>the</strong>rmore,<br />

latest experimental studies have shown that dietary<br />

<strong>phytosterol</strong>s may be used also as prevention for<br />

several types <strong>of</strong> cancer e.g. stomach <strong>and</strong> colon cancer<br />

(Normen et al., 2001).<br />

Genetic variation <strong>and</strong> modification<br />

Gordon <strong>and</strong> Miller (1997) have published results <strong>of</strong> a<br />

steryl ester composition <strong>in</strong> 10 different oil types: corn,<br />

<strong>rape</strong>seed, groundnut, olive, soybean, safflower, oleic<br />

sunflower, l<strong>in</strong>oleic sunflower, cottonseed <strong>and</strong> palm oil.<br />

They have discovered that <strong>rape</strong>seed had, after <strong>the</strong> corn

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