SK&F 86002: A structurally novel anti-inflammatory agent that inhibits lipoxygenase- and cyclooxygenase-mediated metabolism of arachidonic acid

Don E. Griswold, Paul J. Marshall, Edward F. Webb, Richard Godfrey, John Newton, Michael J. DiMartino, Henry M. Sarau, John G. Gleason, George Poste, Nabil Hanna

Research output: Contribution to journalArticlepeer-review

82 Scopus citations

Abstract

The effects of SK&F 86002 [5-(4-pyridyl)-6 (4-fluorophenyl)-2,3-dihydroimidazo (2,1-b) thiazole] on the generation of eicosanoids in vitro and on inflammatory responses in vivo are described and compared to other non-steroidal anti-inflammatory drugs. SK&F 86002 inhibited prostaglandin H2 (PGH2) synthase activity (ic50 120 μM) as well as prostanoid production by rat basophilic leukemia (RBL-1) cells (ic50 70 μM) and its sonicate (ic50 100 μM) and human monocytes (ic50 1μM). In addition, SK&F 86002 inhibited the generation of dihydroxyeicosatetraenoic acid (diHETE) and 5-hydroxyeicosatetraenoic acid (5-HETE) by a high speed supernatant fraction of RBL-1 cells (ic50 10 μM). Cellular production of 5-lipoxygenase products was inhibited by SK&F 86002 as measured by leukotriene B4 (LTB4) generation from human neutrophils (ic50 20 μM), leukotriene C4 (LTC4) generation by human monocytes (ic50 20 μM), and 5-HETE production by RBL-1 cells (ic50 40 μM). The in vivo profile of anti-inflammatory activity of SK&F 86002 supports the dual inhibition of arachidonate metabolism as indicated by its activity in inflammation models that are insensitive to selective cyclooxygenase inhibitors. The responses of arachidonic-acid-induced edema in the mouse ear and rat paw, as well as the cell infiltration induced by carrageenan in the mouse peritoneum and by arachidonic acid in the rat air pouch, were inhibited by SK&F 86002 and phenidone but not by the selective cyclooxygenase inhibitors naproxen and indomethacin.

Original languageEnglish (US)
Pages (from-to)3463-3470
Number of pages8
JournalBiochemical Pharmacology
Volume36
Issue number20
DOIs
StatePublished - Oct 15 1987
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Pharmacology

Fingerprint

Dive into the research topics of 'SK&F 86002: A structurally novel anti-inflammatory agent that inhibits lipoxygenase- and cyclooxygenase-mediated metabolism of arachidonic acid'. Together they form a unique fingerprint.

Cite this