Liposomes composed of partially hydrogenated egg phosphatidylcholines: fatty acid composition, thermal phase behavior and oxidative stability

Chem Phys Lipids. 1990 Mar;53(1):91-101. doi: 10.1016/0009-3084(90)90137-g.

Abstract

Partially hydrogenated egg phosphatidylcholines (PHEPC) represent a new class of raw materials for liposome-based drug products. PHEPC were manufactured from native egg phosphatidylcholine (EPC) to iodine values (IV) 40, 30, 20, 10, and 1. Hydrogenation resulted in a complete loss of arachidonic acid (20:4) and docosahexaenoic acid (22:6) in IV 40 EPC and a progressive conversion of linoleic (18:2) and oleic acid (18:1) to stearic acid (18:0) at higher degrees of hydrogenation (IV 30, 20, 10, 1). Hydrogenation lead to formation of trans-fatty acid isomers maximally 18.5 mol% in IV 20 EPC. Liposomes made from IV 20, IV 10 and IV 1 EPC had marked phase transitions between 20 and 60 degrees C. PHEPC showed increased resistance to oxidation as measured by oxygen uptake during 2,2'-azobis-(2-amidinopropane) hydrochloride (AAPH) initiated accelerated oxidation. Various applications of these new materials in the manufacture of liposomes and liposome based drug products are discussed.

MeSH terms

  • Chemical Phenomena
  • Chemistry, Physical
  • Chromatography, Gas
  • Drug Stability
  • Eggs
  • Fatty Acids / analysis
  • Hot Temperature
  • Liposomes*
  • Oxidation-Reduction
  • Phosphatidylcholines*
  • Stereoisomerism

Substances

  • Fatty Acids
  • Liposomes
  • Phosphatidylcholines