Design and synthesis of a highly selective EP4-receptor agonist. Part 2: 5-thia and 9beta-haloPG derivatives with improved stability

Bioorg Med Chem Lett. 2001 Aug 6;11(15):2033-5. doi: 10.1016/s0960-894x(01)00365-1.

Abstract

Further chemical modification to identify more chemically stabilized EP4-receptor selective agonists was continued. As a result, a further two EP4-receptor selective agonists 5-thiaPGE(1) 2a, 10 and 9beta-chloroPGF(2) analogue 11 were discovered.

MeSH terms

  • Animals
  • Binding Sites
  • CHO Cells / metabolism
  • Cricetinae
  • Cyclic AMP / agonists
  • Cyclopentanes / chemical synthesis*
  • Cyclopentanes / pharmacology*
  • Drug Design
  • Halogens / chemistry*
  • Humans
  • Ligands
  • Mice
  • Receptors, Prostaglandin E / agonists*
  • Receptors, Prostaglandin E, EP4 Subtype
  • Sensitivity and Specificity
  • Sulfur / chemistry
  • Sulfur Compounds / chemical synthesis*
  • Sulfur Compounds / pharmacology*
  • Thiophenes / chemical synthesis
  • Thiophenes / pharmacology*

Substances

  • 2-(1-adamantylmethyloxycarbonylamino)-3-aminopropioninc acid
  • Cyclopentanes
  • Halogens
  • Ligands
  • PTGER4 protein, human
  • Ptger4 protein, mouse
  • Receptors, Prostaglandin E
  • Receptors, Prostaglandin E, EP4 Subtype
  • Sulfur Compounds
  • Thiophenes
  • Sulfur
  • Cyclic AMP