Submitted to: American Chemical Society Abstracts
Publication Type: Abstract Only
Publication Acceptance Date: May 11, 1995
Publication Date: N/A
Technical Abstract: Esters of sterols and ferulic or p-coumaric acids are found, among others, in seeds of the cereal grains corn, wheat, rye, triticale and rice. There is increasing interest in the group due to studies showing these compounds in rice bran oil to be involved in lowering blood cholesterol levels. Because these compounds can exist as both cis and trans isomers of the cinnamic acid derivative (CAD), can be esterified to various plant sterols and at least two CADS, HPLC separation of this group is difficult. Separation of the trans forms of more than 16 of these compounds by HPLC has been accomplished using acetonitrile:n-butanol:acetic acid:water (94:3:2:1) with a reverse phase C18 column. Delta Bond columns showed much greater sensitivity to water concentration than others and allowed greater flexibility in analysis. Composition and retention times, relative to ergosterol and cholesteryl cinnamate, for over twenty steryl CADs have been derived. Sitosteryl, sitostanyl, stigmasteryl, campesteryl, campestanyl and delta7-sitosteryl, and delta7- campesteryl ferulates, have been identified in corn bran. The ferulates of cycloartenol, 24-methylenecycloartenol, cyclobranol, sitosterol, sitostanol, campesterol and campestanol have been identified in rice bran and gamma-oryzanol. Investigation of additional members of the Gramineae suggest a wider distribution for this group of lipids than previously reported.