Characterization of sn-2 Alk-1 '-Enyl Ethers of Glycerol from Rice Bran Oil

National Institute for Interdisciplinary Science and Technology, Kerala, India.
Journal of oleo science (Impact Factor: 0.97). 10/2010; 59(10):521-6. DOI: 10.5650/jos.59.521
Source: PubMed


Ether lipids have biological applications which would dissipated as an important constituent in cell membranes. These are mostly found in animal tissues and rare in plant origin. Alk-1'-enyl ethers are class of ether lipid forming aldehydes on cleavage of ether bonds. The present study enrolled the presence of aldehyde in unsaponifiable matter of rice bran oil (RBO) and hence the identification of source of aldehydes in RBO was conducted. With respect to the earlier reports the investigation turned to major lipid constituents such as triacylglycerols, diacylglycerols etc. Using the column chomatographic method lipid fractions are separated, recolumned, purified and analyzed by spectrochemical methods such as FT-IR, (1)HNMR, (13)CNMR, Mass spectrometry and confirmed the presence of ether lipids. The sn-2 position was confirmed by enzymatic hydrolysis using pancreatic lipase. Moreover the formation of aldehyde from these ether lipids was also confirmed by spectrometric methods.

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    ABSTRACT: Rice Bran Oil contains a variety of Unsaponifiable Constituents (USC) that are presumed to contribute to the high value of Unsaponifable Matter (USM). The objectives of the present study were to identify and quantify the constituents in USM. The changes that the unsaponifiables undergo during saponification were also quantitatively investigated. While analyzing the percentage of all constituents, the percentage of sterol get increased from 22.46 to 23.77 in USM of crude rice bran oil (CRBO) and 33.42 to 36.79 in USM of refined rice bran oil (RRBO). Oryzanol that comprised 34% of the unsaponifiable in the crude oil by direct estimation was almost eliminated in USM and same in refined oil. The results also revealed the presence of four additional classes of compounds that were quantified in USM (policosanol, fatty aldehydes, triterpene alcohols and potassium salt of oryzanols). Among the four classes of compounds, policosanol contributed high percentage in USM, (43.39% in CRBO and 28.46% in RRBO). Fatty aldehydes, triterpene alcohols and potassium salt of oryzanols together contributed 27.68% and 25.13% of USM from CRBO and RRBO respectively. The HPTLC method employed here thus, accounted for 96.75% by wt of the USM of CRBO and 92.00% by wt of the USM of RRBO.
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