Potent non-nitrile dipeptidic dipeptidyl peptidase IV inhibitors

Bioorg Med Chem Lett. 2007 Dec 1;17(23):6476-80. doi: 10.1016/j.bmcl.2007.09.090. Epub 2007 Oct 1.


The synthesis and structure-activity relationships of novel dipeptidyl peptidase IV inhibitors replacing the classical cyanopyrrolidine P1 group with other small nitrogen heterocycles are described. A unique potency enhancement was achieved with beta-branched natural and unnatural amino acids, particularly adamantylglycines, linked to a (2S,3R)-2,3-methanopyrrolidine based scaffold.

Publication types

  • Comparative Study
  • Validation Study

MeSH terms

  • Dipeptides / chemistry*
  • Dipeptides / pharmacology
  • Dipeptidyl-Peptidase IV Inhibitors* / chemistry*
  • Dipeptidyl-Peptidase IV Inhibitors* / pharmacology
  • Drug Evaluation, Preclinical
  • Humans
  • Nitriles / chemistry
  • Nitriles / pharmacology
  • Structure-Activity Relationship


  • Dipeptides
  • Dipeptidyl-Peptidase IV Inhibitors
  • Nitriles