Inhibition of the release of slow‐reacting substance of anaphylaxis by inhibitors of lipoxygenase activity

@article{WALKER1980InhibitionOT,
  title={Inhibition of the release of slow‐reacting substance of anaphylaxis by inhibitors of lipoxygenase activity},
  author={J. R. WALKER and J. Boot and B. Cox and W. Dawson},
  journal={Journal of Pharmacy and Pharmacology},
  year={1980},
  volume={32}
}
  • J. R. WALKER, J. Boot, +1 author W. Dawson
  • Published 1 September 1980
  • Chemistry, Medicine
  • Journal of Pharmacy and Pharmacology
Recent evidence has suggested that both 5-hydroxy-6glutathionyl-eicosatetraenoic acid (leukotriene C) and its probable degradation product 5-hydroxy-6-cysteinylglycine eicosatetraenoic acid (leukotriene D) contribute to the biological activity hitherto referred to as slowreacting substance of anaphylaxis (SRS-A) (Orning et al 1980; Morris et a1 1980b). These compounds are believed to derive from 5-hydroperoxy-eicosatetraenoic acid (5-HPETE) produced from the oxygenation of arachidonic acid by a… Expand

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References

SHOWING 1-10 OF 11 REFERENCES
EFFECTS OF MODULATORS OF ARACHIDONIC ACID METABOLISM ON THE SYNTHESIS AND RELEASE OF SLOW‐REACTING SUBSTANCE OF ANAPHYLAXIS
TLDR
The results suggest that a lipoxygenase is important in the synthesis and release by SRS‐A, and both monocytes (macrophages) and mast cells appear to be involved in the production and release of the substance. Expand
Structure of slow-reacting substance of anaphylaxis from guinea-pig lung
TLDR
The first spectroscopic and analytical protein chemical data on intact SRS-A are reported which allow us to define unequivocally the complete covalent structure of this immunologically generated material as the novel peptidolipid 5-hydroxy-6-cysteinyl glycinyl-7, 9, 11, 14-eicosatetraenoic acid. Expand
Leukotriene D: a slow reacting substance from rat basophilic leukemia cells.
A slow reacting substance produced by rat basophilic leukemia cells, treated with ionophore A23187, was characterized by spectroscopic methods, enzymatic conversions, and chemical degradations asExpand
The role of arachidonate lipoxygenase in the release of SRS-A from guinea-pig chopped lung.
The immunological release of SRS-A was investigated in guinea-pig chopped lung. A number of unsaturated fatty acids, all of which are substrates for arachidonate lipoxygenase were found to potentiateExpand
A new approach to anti-inflammatory drugs.
TLDR
2-pyrazoline inhibits both pathways of arachidonic acid metabolism in vitro and causes a dose-dependent reduction in carrageenin-induced oedema in the rat paw, and BW755C reduces prostaglandin concentration in inflammatory exudates and has a significantly greater effect on leukocyte migration than indomethacin. Expand
Effect of inhibitors of prostaglandin synthesis and prostaglandins E2 and F2alpha on the immunologic release of mediators of inflammation from actively sensitized guinea-pig lung.
  • M. Hitchcock
  • Chemistry, Medicine
  • The Journal of pharmacology and experimental therapeutics
  • 1978
TLDR
The results suggest that histamine and SRS-A release from guinea-pig lung is regulated in part by the de novo synthesis of prostaglandins and that S RS-A synthesis and release is influenced by a metabolite of arachidonic acid produced by a metabolic pathway other than cyclooxygenase. Expand
Piroxicam, a potent inhibitor of prostaglandin production in cell culture. Structure-activity study.
TLDR
Comparison of the PG biosynthesis inhibitory activity of piroxicam with other NSAI drugs in these experiments ranks piroXicam as among the most potent agents of this type now known. Expand
Introduction of a nomenclature: leukotrienes.
TLDR
It is proposed that SRS is formed from a previously described unstable epoxide intermediate in the formation of dihydroxylated arachidonic acid metabolites in leukocytes and introduced for compounds which like SRS are non-cyclized C20 carboxylic acids with one or two oxygen substituents and three conjugated double bonds. Expand
The pharmacology of benoxaprofen (2‐[4‐chlorophenyl]‐α‐methyl‐5‐benzoxazole acetic acid), LRCL 3794, a new compound with anti‐inflammatory activity apparently unrelated to inhibition of prostaglandin synthesis
TLDR
Benoxaprofen has analgesic activity in tests where pain is accompanied by inflammation but not in other experimental models of pain, and its low ulcerogenic potential in animal models may be related to its relative inability to inhibit PG synthetase. Expand
On the formation of thromboxane B2 and 12l-hydroxy-5,8,10,14-eicosatetraenoic acid (12 ho-20:4) in tissues from the guinea pig.
  • M. Hámberg
  • Chemistry, Medicine
  • Biochimica et biophysica acta
  • 1976
TLDR
5,8,11,14-Eicostetraynoic acid and nordihydroguaiaretic acid inhibited 12ho-20:4 formation in spleen homogenates whereas indomethacin and arachidonic acid stimulated it. Expand
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