Journal of the American Oil Chemists’ Society

, Volume 72, Issue 9, pp 1037–1042

The structure of the triacylglycerols, containing punicic acid, in the seed oil ofTrichosanthes kirilowii

  • Yong-Goe Joh
  • Seung-Jin Kim
  • William W. Christie
Article

DOI: 10.1007/BF02660718

Cite this article as:
Joh, Y., Kim, S. & Christie, W.W. J Am Oil Chem Soc (1995) 72: 1037. doi:10.1007/BF02660718

Abstract

Triacylglycerols of the seed oil ofTrichosanthes kirilowii have been resolved by high-performance liquid chromatography (HPLC) in the silver-ion and reverse-phase modes. The fatty acids were identified by gas chromatography/mass spectrometry as the picolinyl esters. The main components arecis,cis-C18:2n-6 (38.2 mole%), C18:39c,11t,13c (punicic acid, 38.0 mole%), andcis-C18:1n-9 (11.8 mole%). Small amounts of C18:39c,11t,13t (α-eleostearic acid) and C18:39t,11t,13c (catalpic acid) were detected. Silver-ion HPLC exhibited excellent resolution in which fractions were resolved on the basis of the number and configuration of double-bonds. In this instance, the strength of interaction of a conjugated trienoic double-bond system with silver ions seemed to be between that of dienoic and monoenoic double bond systems. The triacylglycerols were also separated into 20 fractions by reverse-phase HPLC, and the fractionation was achieved according to the partition number in which a conjugated trienoic double bond was not equivalent to three monoenoic double bonds in a molecule with a given chainlength. The principal triacylglycerol species are (C18:2n-6) (C18:39c,11t,13c)2 (28.3 mol% of total), (C18:1n-9)(C18:2n-6) (C18: 39c,11t,13c) (19.0 mol%), and (C18:2n-6)2(C18:39c,11t,13c) (16.2 mol%), while simple triacylglycerols such as (C18:39c11t,13c)3 and (C18:2n-6)3 were present as minor components only (<1.0 mol%). Species esterified with conjugated trienoic acids comprise more than 96% of the total.

Stereospecific analysis gave rise to insurmountable difficulties, but it is evident that there is some asymmetry in the distribution of fatty acids in the molecules.

Key Words

α-Eleostearic acidpunicic acidreverse-phase HPLCsilver-ion HPLCstereospecific analysisTrichosanthes kirilowii

Copyright information

© AOCS Press 1995

Authors and Affiliations

  • Yong-Goe Joh
    • 1
  • Seung-Jin Kim
    • 1
  • William W. Christie
    • 2
  1. 1.Department of Food Science and NutritionDong-A UniversityPusanKorea
  2. 2.The Scottish Crop Research Institute, InvergowrieDundeeScotland, UK