New long-chain hydroxy acids from Grevillea decora

Abstract

In addition to the ω-5 olefinic acids found in other Grevillea species, about 10% of the acyl groups of G. decora seed oil contain a hydroxy group and an ω-5 double bond. The chainlengths of these acids are from C22 to C30, with the largest concentration at the C26 and C28 chainlengths. The hydroxy group is located on odd carbons from carbon-5 through carbon-13. These acids previously were unknown in nature. The most abundant of these are 7-hydroxy-cis-17-docosenoic, 7-hydroxy-cis-19-tetracosenoic, 9-hydroxy-cis-19-tetracosenoic, 9-hydroxy-cis-21-hexacosenoic, 11-hydroxy-cis-21-hexacosenoic, and 13-hydroxy-cis-23-octacosenoic acids. The oil also contains the largest known concentration of the unoxygenated C26 and C28 ω-5 monoenes. © 1985 American Oil Chemists' Society.