Comparative biological activities of the four synthetic (5,6)-dihete isomers

  • Prostaglandins. 1989 Dec;38(6):635-44. doi: 10.1016/0090-6980(89)90046-4.
A Muller  1 ,  E Rechencq ,  C Kugel ,  J P Lellouche ,  J P Beaucourt ,  G Niel ,  J P Girard ,  J C Rossi ,  C Bonne
Affiliations
  • 1. Laboratoire de Physiologie Cellulaire, Faculté de Pharmacie, Université Montpellier I, France.
PMID: 2633210 DOI: 10.1016/0090-6980(89)90046-4
Abstract

(5,6)-dihydroxy-7,9-trans-11,14-cis-eicosatetraenoic acids [5,6)-DiHETEs) were synthesized and separated into four pure diastereoisomers. They were tested for comparative binding affinities to leukotriene receptors (LTC4, LTD4, LTB4) in guinea pig lung membranes. Only (5S,6R)-DiHETE was recognized by the LTD4 receptor, the Other receptors interacted with neither of the four isomers. (5S,6R)-DiHETE also contracted ileum in vitro and this effect was inhibited by the LTD4 receptor antagonists ICI 198,615 and SKF104,353. These data suggest that the bioproduct (5S,6R)-DiHETE generated by enzymatic conversion of LTA4 could have some LTD4-like activity when produced in large concentrations.

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