Characterization of the recombinant human prostanoid DP receptor and identification of L-644,698, a novel selective DP agonist

Br J Pharmacol. 1998 Apr;123(7):1317-24. doi: 10.1038/sj.bjp.0701708.

Abstract

1. A human embryonic kidney cell line [HEK 293(EBNA)] stably expressing the human recombinant prostaglandin D2 (PGD2) receptor (hDP) has been characterized with respect to radioligand binding and signal transduction properties by use of prostanoids and prostanoid analogues. Radioligand binding studies included saturation analyses, the effects of nucleotide analogues, the initial rate of ligand-receptor association and equilibrium competition assays. In addition, adenosine 3':5'-cyclic monophosphate (cyclic AMP) generation in response to ligand challenge was also measured, as this is the predominant hDP signalling pathway. 2. L-644,698 ((4-(3-(3-(3-hydroxyoctyl)-4-oxo-2-thiazolidinyl) propyl) benzoic acid) (racemate)) was identified as a novel ligand having high affinity for hDP with an inhibitor constant (Ki) of 0.9 nM. This Ki value was comparable to the Ki values obtained in this study for ligands that have previously shown high affinity for DP: PGD2 (0.6 nM), ZK 110841 (0.3 nM), BW245C (0.4 nM), and BW A868C (2.3 nM). 3. L-644,698 was found to be a full agonist with an EC50 value of 0.5 nM in generating cyclic AMP following activation of hDP. L-644,698 is, therefore, comparable to those agonists with known efficacy at the DP receptor (EC50): PGD2 (0.5 nM), ZK 110841 (0.2 nM) and BW245C (0.3 nM). 4. L-644,698 displayed a high degree of selectivity for hDP when compared to the family of cloned human prostanoid receptors: EP1 (> 25,400 fold), EP2 (approximately 300 fold), EP3-III (approximately 4100 fold), EP4 (approximately 10000 fold), FP (> 25,400 fold), IP (> 25,400 fold) and TP (> 25,400 fold). L-644,698 is, therefore, one of the most selective DP agonists as yet described. 5. PGJ2 and delta12-PGJ2, two endogenous metabolites of PGD2, were also tested in this system and shown to be effective agonists with Ki and EC50 values in the nanomolar range for both compounds. In particular, PGJ2 was equipotent to known DP specific agonists with a Ki value of 0.9 nM and an EC50 value of 1.2 nM.

MeSH terms

  • Adenine Nucleotides / pharmacology
  • Benzoates / pharmacology*
  • Binding, Competitive
  • Cell Line
  • Cyclic AMP / biosynthesis
  • Dinoprostone / metabolism
  • Guanine Nucleotides / pharmacology
  • Humans
  • Kinetics
  • Receptors, Immunologic*
  • Receptors, Prostaglandin / agonists
  • Receptors, Prostaglandin / genetics
  • Receptors, Prostaglandin / metabolism*
  • Recombinant Proteins / agonists
  • Recombinant Proteins / genetics
  • Recombinant Proteins / metabolism
  • Thiazoles / pharmacology*
  • Thiazolidines
  • Tritium

Substances

  • Adenine Nucleotides
  • Benzoates
  • Guanine Nucleotides
  • L 644698
  • Receptors, Immunologic
  • Receptors, Prostaglandin
  • Recombinant Proteins
  • Thiazoles
  • Thiazolidines
  • Tritium
  • Cyclic AMP
  • Dinoprostone
  • prostaglandin D2 receptor