Synthesis of lipids for development of multifunctional lipid-based drug-carriers

Bioorg Med Chem Lett. 2011 Nov 1;21(21):6370-5. doi: 10.1016/j.bmcl.2011.08.103. Epub 2011 Sep 8.

Abstract

A simple approach to synthesize phospholipids to modulate drug release and track lipid-based particulate drug-carriers is described. We synthesized two ether lipids, 1 1-O-hexadecyl-2-pentadenoyl-sn-glycerol-3-phosphocholine (C(31)PC) and 2 1-O-hexadecyl-2-pentadenoyl-sn-glycerol-3-phosphomethanol (C(31)PM), and examined their ability to alter enzymatically triggered release of 6-carboxyfluorescein from liposomes incubated in TRIS buffer or fetal bovine serum solutions. Further, we demonstrated that odd-chain lipids, for example, C(31)PC, could be identified in rat plasma without interference of endogenous lipids. This approach can be adapted to synthesize a variety of lipids for use in developing and optimizing multifunctional drug-carriers.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Drug Carriers*
  • Lipids / chemical synthesis*
  • Mass Spectrometry
  • Rats

Substances

  • Drug Carriers
  • Lipids