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Vol. 287, Issue 2, 779-790, November 1998
Center for Experimental Therapeutics and Reperfusion Injury,
Department of Anesthesia, Brigham and Women's Hospital and Harvard
Medical School, Boston, Massachusetts (N.C., T.T., C.B.C., C.N.S.),
Department of Chemistry, University of Southern California, Los
Angeles, California (N.A.P), and
Division of Medicinal Chemistry and
Pharmaceutics, College of Pharmacy, University of Kentucky, Lexington,
Kentucky (H.-H.T.)
Aspirin (ASA) triggers the formation of 15-epi-lipoxins (15-epi-LXs or
ATL [ASA-triggered LX]), which are potent bioactive eicosanoids that
may contribute to the therapeutic impact of ASA. To elucidate the role
of these new compounds in vivo, it is essential to establish
quick and sensitive detection methods. To this end, we prepared an
enzyme-linked immunosorbent assay specific for 15-epi-LXA4
that proved to be highly sensitive (IC50 ~ 50 pg, minimum
detection ~ 3.5 pg) and stereoselective. The amounts of 15-epi-LXA4 generated by human neutrophils from peripheral
blood of healthy volunteers using this enzyme-linked immunosorbent
assay were in agreement with those values obtained by liquid
chromatography. Formation of 15-epi-LXA4 was cell
ratio-dependent during THP-1 (a monocytic leukemia cell
line)-neutrophil interactions with ASA-treated cells, and
15-epi-LXA4 was not detected with either cell type alone.
Generation of 15-epi-LXA4 was also examined in murine
peritonitis with ASA administration. Exudates from ASA-treated mice
showed increased production of 15-epi-LXA4 that was
diminished by indomethacin, a blocker of ASA-dependent acetylation of
prostaglandin G/H synthase. A cytochrome P450 inhibitor administered in
the presence of ASA did not prevent 15-epi-LXA4 formation,
which suggests that P450 does not significantly contribute to formation
of 15-epi-LXA4 in this murine model. These results indicate
that the new enzyme-linked immunosorbent assay is both sensitive and
selective for 15-epi-LXA4 and that 15-epi-LXA4
is produced by human leukocyte-leukocyte interactions. In addition,
15-epi-LXA4 is generated by inflammatory exudates when ASA
is administered during murine peritonitis and when prostaglandin G/H
synthase is upregulated and acetylated. This assay should provide rapid
means to investigate 15-epi-LXA4 generation in both
cellular and animal models.
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