Identification of New Steroidal Hydrocarbons in Refined Oils and the Role of Hydroxy Sterols as Possible Precursors
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文摘
The dehydration of sterols during the refining process of vegetable oils results in the formation ofsteroidal hydrocarbons (sterenes or steradienes) with two double bonds in the ring system. Othersteroidal hydrocarbons whose structures were in agreement with the presence of three double bondsin the ring system were detected in the sterene fractions of refined vegetable oils. The 5s/gifchars/alpha.gif" BORDER=0>-, 7s/gifchars/alpha.gif" BORDER=0>-, and7s/gifchars/beta2.gif" BORDER=0 ALIGN="middle">-hydroxy derivatives of cholesterol and phytosterols have been dehydrated in n-butanol/H3PO4to form steroidal hydrocarbons with three double bonds at the 2, 4, and 6 positions in the ringsystem. These hydrocarbons had the same relative retention time and mass spectra as those presentin the sterene fractions of refined oils. The dehydration of the hydroxy sterols dissolved in extravirgin olive oil and in the presence of 1% bleaching earths at 80 s/entities/deg.gif">C for 1 h results in the formationof the same steroidal hydrocarbons found in the refined oils.Keywords: Steroidal hydrocarbons; sterenes; steratrienes; hydroxy sterols; refined oils; gaschromatography/mass spectrometry; bleaching

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