Design and synthesis of potent and selective 1,3,4-trisubstituted-2-oxopiperazine based melanocortin-4 receptor agonists

Bioorg Med Chem Lett. 2006 Sep 1;16(17):4668-73. doi: 10.1016/j.bmcl.2006.05.087.

Abstract

The design and synthesis of a series of potent 1,3,4-trisubstituted-2-oxopiperazine based MC4 agonists are described. The tripeptidomimetic analogs (12a,b and 23) and the dipeptidomimetic 27 displayed single-nanomolar binding affinity and agonist potency for MC4R and excellent selectivity for MC4R relative to MC1R.

MeSH terms

  • Drug Design*
  • Guanidines / chemical synthesis
  • Guanidines / chemistry*
  • Guanidines / pharmacology*
  • Molecular Structure
  • Piperazines / chemical synthesis
  • Piperazines / chemistry*
  • Piperazines / pharmacology*
  • Receptor, Melanocortin, Type 4 / agonists*
  • Receptor, Melanocortin, Type 4 / metabolism
  • Structure-Activity Relationship

Substances

  • Guanidines
  • Piperazines
  • Receptor, Melanocortin, Type 4