Gas Chromatographic Separation and Identification of Jacaric and Punicic 2-Ethyl-1-Hexyl Esters

The present study demonstrates the separation of a critical pair of conjugated linolenic acid (CLN) isomers—jacaric acid (JA; c8, t10, c12-18:3) and punicic acid (PA;c9, t11, c13-18:3)—on a 60-m conventional Supelcowax 10 column. The alkyl esters of different alcohols (C1–C8) of JA and PA were prepared and analyzed isothermally at 220, 230 and 240 °C. The adequacy of their separation was determined from the separation factors (α) and peak resolutions (Rs). Acceptable resolution (Rs = 1.01) of JA and PA was obtained with their 2-ethyl-1-hexyl ester derivatives at a column temperature of 230 °C. In addition, the Gibbs energy of transfer from solution to gas of the three double bonds (gslnGu) could be used to describe the interactions of the double bond with the stationary phase. Characterization of 2-ethyl-1-hexyl esters of Jacaranda mimosifolia seed oil at 230 °C demonstrates that the oil contains JA and α- and
β-calendic acid as a CLN without the presence of PA. The results suggested that JA could be resolved from PA on a 60-m Supelcowax 10 column as the ethyl hexyl ester.