New sources of 9-d-hydroxy-cis-12-octadecenoic acid

Abstract

9-d-Hydroxy-cis-12-octadecenoic acid has been isolated from 3 seed oils of the family Apocynaceae:Holarrhena antidysenterica (73%), Nerium oleander (11%) and Nerium indicum (8%). The known occurrence of this acid was previously limited to the genus Strophanthus (9-15%). A mixture of unusual tetra-acid glycerides was isolated from N. oleander oil by thin layer chromatography. Pancreatic lipase hydrolysis of the glyceride mixture showed that 9-d-acetoxy-cis-12-octadecenoic acid is esterified exclusively at an α-glycerol position and that normal fatty acids occupy the remaining 2 glycerol positions. A portion of the hydroxy acid in N. indicum oil was also acetylated, however, no acetate was found in either H. antidysenterica or Strophanthus hispidus oils. © 1969 The American Oil Chemists' Society.