Triacylglycerols based on 2-(N-tert-butoxycarbonylamino)oleic acid are potent inhibitors of pancreatic lipase

J Med Chem. 2004 Jan 15;47(2):288-91. doi: 10.1021/jm034202s.

Abstract

A novel class of potent human pancreatic lipase (HPL) inhibitors was developed. Triacylglycerol analogues containing 2-(N-tert-butoxycarbonylamino) fatty acids were synthesized, and their ability to form stable films at the air/water interface was studied. The inhibition of human digestive lipases by the compounds synthesized was studied by the monolayer technique, and the triesters of glycerol and 2-methylglycerol with 2-(N-tert-butoxycarbonylamino)oleic acid were found to be potent inhibitors of HPL.

MeSH terms

  • Humans
  • Lipase / antagonists & inhibitors*
  • Lipase / chemistry
  • Oleic Acids / chemical synthesis*
  • Oleic Acids / chemistry
  • Pancreas / chemistry*
  • Stomach / chemistry
  • Structure-Activity Relationship
  • Triglycerides / chemical synthesis*
  • Triglycerides / chemistry*

Substances

  • Oleic Acids
  • Triglycerides
  • Lipase