Synthesis and activity of 2-oxoamides containing long chain beta-amino acids

J Pept Sci. 2005 Jul;11(7):431-5. doi: 10.1002/psc.628.

Abstract

2-Oxoamides based on long chain beta-amino acids were synthesized. 1-Benzyl substituted long chain amines, needed for such synthesis, were synthesized starting from Boc-phenylalaninol. The oxidative conversion of a phenyl group to a carboxyl group was used as the key transformation synthetic step. The compounds synthesized were studied for their activity against GIVA PLA(2), and were proven to be weak inhibitors.

Publication types

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

MeSH terms

  • Amino Acids / metabolism*
  • Formic Acid Esters / metabolism
  • Phenylalanine / analogs & derivatives
  • Phenylalanine / metabolism
  • Phospholipases A / metabolism
  • Pyridines / chemical synthesis*

Substances

  • Amino Acids
  • Formic Acid Esters
  • Pyridines
  • t-butyloxycarbonyl group
  • phenylalaninol
  • Phenylalanine
  • oxoamide
  • Phospholipases A