Abstract
Alcohol-C, obtained by saponification of oryzanol-C, is related to cycloartenol. Ozonolysis of alcohol-C acetate gave formaldehyde and demethyl-oxo-alcohol-C acetate (IV). Wolff-Kishner reduction of (IV) yielded cycloartanol while reduction of carbonyl group of (IV) to the corresponding hydroxyl compound, followed by dehydration, gave cycloartenyl acetate. (IV) was converted to trisnorcycloartanolic acid (X) by Bayer-Villiger oxidation. From the result of these reactions, alcohol-C would be represented as 24-methylenecycloartanol (III).
