Structure and intraglyceride distribution of coriolic acid
- 1 September 1968
- Vol. 3 (5) , 425-430
- https://doi.org/10.1007/bf02531282
Abstract
Coriolic [(R)‐13‐hydroxy‐cis‐9,trans‐11‐octadecadienoic] acid (III, R=Z=H) was isolated as the methyl ester from twoCoriaria seed oils in 66 and 68% yields. The double bonds and hydroxyl group were located by periodate‐permanganate oxidation before, and chromic acid oxidation after, hydrogenation of the double bonds. Alternatively the positions of the functional groups were indicated by a convenient micro‐ozonolysis‐gas‐liquid chromatographic procedure. Determination of products from partial hydrolysis of theCoriaria oils with pancreatic lipase (EC 3.1.1.3) revealed a preference of the corioloyl group for the 1,3‐positions in triglyceride molecules. The possible significance of coriolic acid as an intermediate in the biogenetic conversion of linoleic acid to conjugated trienoic acids is discussed.Keywords
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