Lipoxin B4 regulates human monocyte/neutrophil adherence and motility: design of stable lipoxin B4 analogs with increased biologic activity
作者： Jane F. Maddox , Sean P. Colgan , Clary B. Clish , Nicos A. Petasis , Valery V. Fokin
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摘要: Lipoxins are biologically active products of arachidonic acid that formed via cell–cell interactions, particularly those involving leukocytes. Lipoxin A4 and lipoxin B4 (LXB4), within similar concentration ranges, each inhibit human neutrophil, activate monocyte adherence motility, rapidly converted by initial dehydrogenation to other inactive metabolites monocytes. Here, we exposed LXB4 isolated recombinant 15-hydroxyprostaglandin dehydrogenase (15-PGDH) found it was a good substrate for the enzyme (Km=6.9 μM); identified major product as 5-oxo-LXB4 physical methods including liquid chromatography/tandem mass spectrometry. This is first evidence 15-PGDH converting hydroxyl group at position than ω-6 carbon. Based on these observations, several analogs were designed prepared total organic synthesis test stable mimetics: 5(S)-methyl-LXB4-me, 5(R)-methyl-LXB4-me, 15-epi-LXB4-me (the aspirin-triggered form of...
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