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Optically active trihydroxy acids of Chamaepeuce seed oils
Author(s) -
Mikolajczak K. L.,
Smith C. R.
Publication year - 1967
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02532566
Subject(s) - chemistry , clinical chemistry , lipidology , oxidative cleavage , specific rotation , botany , organic chemistry , biology , biochemistry , catalysis
Two trihydroxy acids have been isolated from Chamaepeuce afra (Jacq.) DC, seed oil and identified as (+)‐ threo ‐9,10,18‐trihydroxyoctadecanoic (phloionolic) acid (9%) and (+)‐ threo ‐9,10‐,18‐trihydroxy‐ cis ‐12‐octadecenoic acid (14%). The unsaturated acid has not previously been found in nature. Nuclear magnetic resonance, infrared, thin‐layer chromatography, optical rotation, and identification of the oxidative cleavage products show that these two trihydroxy components have the structures indicated. Chamaepeuce hispanica DC. seed oil and the seed oil of an unidentified Chamaepeuce species apparently contain these same two acids but in different proportions from C. afra oil.