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

A. Muller, E. Rechencq, C. Kugel, J. P. Lellouche, J. P. Beaucourt, G. Niel, J. P. Girard, J. C. Rossi, C. Bonne

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7 Scopus citations

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 ling 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 inihibited by the LTD4 receptor antagonists ICI 198,615 and SKF104,353. These data suggest that the biproduct (5S,6R)-DiHETE generated by enzymatic conversion of LTA4 could have some LTD4-like activity when produced in large concentrations.

Original languageEnglish
Pages (from-to)635-644
Number of pages10
JournalProstaglandins
Volume38
Issue number6
DOIs
StatePublished - Dec 1989
Externally publishedYes

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