One-pot synthesis of polyunsaturated fatty acid amides with anti-proliferative properties

  • Bioorg Med Chem Lett. 2014 Dec 15;24(24):5635-5638. doi: 10.1016/j.bmcl.2014.10.084.
Hugo Tremblay  1 Catherine St-Georges  1 Marc-André Legault  1 Caroline Morin  2 Samuel Fortin  2 Eric Marsault  1
Affiliations
  • 1. Institut de Pharmacologie de Sherbrooke, 3001, 12e av nord, Sherbrooke (Qc) J1H 5N4, Canada.
  • 2. SCF Pharma, Ste Luce (Qc) G0K 1P0, Canada.
Abstract

A one-pot environmentally friendly transamidation of ω-3 fatty acid ethyl esters to amides and mono- or diacylglycerols was investigated via the use of a polymer-supported Lipase. The method was used to synthesize a library of fatty acid monoglyceryl esters and amides. These new derivatives were found to have potent growth inhibition effects against A549 lung Cancer cells.

Keywords
Environmentally friendly synthesis; Growth inhibition; Polyunsaturated fatty acid amides; Transamidation.
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