Analogues of both Leu- and Met-enkephalin containing a constrained dipeptide isostere prepared from a Baylis-Hillman adduct

作者：Galeazzi Roberta; Martelli Gianluca; Marcucci Eleonora; Orena Mario^*; Rinaldi Samuele; Lattanzi Roberta; Negri Lucia

来源：Amino Acids, 2010, 38(4): 1057-1065.

DOI：10.1007/s00726-009-0314-z

• Isostere
• Dipeptide
• Conformational restriction
• Baylis-Hillman
• Activity

An efficient route was developed for the synthesis of the Fmoc-protected dipeptide 4, isostere of Gly-Gly containing an alpha-methylene beta-amino acid; the conformationally restricted analogues of Leu-enkephalin, 3a, and Met-enkephalin, 3b, respectively, were prepared by changing 4 for Gly(2)-Gly(3) in the native compounds 3a and 3b whose biological activities were significantly lower than the parent compounds.

• 出版日期2010-4