412353-17-4Relevant articles and documents
N-Acyl-l-phenylalanine derivatives as potent VLA-4 antagonists that mimic a cyclic peptide conformation
Chen, Li,Tilley, Jefferson,Trilles, Richard V.,Yun, Weiya,Fry, David,Cook, Charles,Rowan, Karen,Schwinge, Virginia,Campbell, Robert
, p. 137 - 140 (2007/10/03)
A series of N-benzylpyroglutamyl-l-phenylalanine derivatives bearing carbamoyl substituents in the 3- or 4-positions was prepared and assayed for inhibition of the interaction between VCAM and VLA-4. Potent inhibition was observed in a number of analogues with substitution in the 4-position favored over the 3-position. A crystal structure of the key intermediate 25 indicates that it accesses a low energy conformation which closely matches key pharmacophores of a structurally characterized cyclic peptide.
