Lam B K, Hirai A, Yoshida S, Tamura Y, Wong P Y
Biochim Biophys Acta. 1987 Feb 23;917(3):398-405. doi: 10.1016/0005-2760(87)90118-4.
15-Hydroperoxy[1-14C]eicosapentaenoic acid derived from eicosapentaenoic acid (EPA) was incubated with suspensions of porcine leukocytes. Incubation with porcine leukocytes resulted in the formation of seven dihydroxy compounds, one monohydroxy and one hydroxyepoxy compound. After separation by reverse-phase and straight-phase HPLC, GC/MS analysis revealed that these metabolites were four isomers of 8,15-diHEPEs, two isomers of 14,15-diHEPEs, one isomer of 5,15-diHEPE, 15-HEPE and an epoxyalcohol: 13-hydroxy-14,15-epoxyeicosatetraenoic acid. In addition to the above metabolites, two trihydroxytetraene derivatives were also isolated. GC/MS and ultraviolet spectroscopy identified the two trihydroxypentaene derivatives as 5,6,15-trihydroxy-7,9,11,13,17-eicosapentaenoic acid (lipoxin A5) and 5,14,15-trihydroxy-6,8,10,12,17-eicosapentaenoic acid (lipoxin B5). This study demonstrated that the 15-hydroperoxide of EPA can be actively converted to various hydroxylated products via the 5-, 12- and 15-lipoxygenase as well as epoxyisomerase pathways in the porcine leukocytes.
将源自二十碳五烯酸（EPA）的15-氢过氧[1-¹⁴C]二十碳五烯酸与猪白细胞悬液一起孵育。与猪白细胞孵育导致形成七种二羟基化合物、一种单羟基化合物和一种羟基环氧化合物。通过反相和正相高效液相色谱分离后，气相色谱/质谱分析表明，这些代谢物是8,15-二羟基二十碳五烯酸（diHEPEs）的四种异构体、14,15-二羟基二十碳五烯酸的两种异构体、5,15-二羟基二十碳五烯酸的一种异构体、15-羟基二十碳五烯酸（15-HEPE）和一种环氧醇：13-羟基-14,15-环氧二十碳四烯酸。除了上述代谢物外，还分离出两种三羟基四烯衍生物。气相色谱/质谱和紫外光谱鉴定这两种三羟基五烯衍生物为5,6,15-三羟基-7,9,11,13,17-二十碳五烯酸（脂氧素A5）和5,14,15-三羟基-6,8,10,12,17-二十碳五烯酸（脂氧素B5）。本研究表明，EPA的15-氢过氧化物可通过猪白细胞中的5-、12-和15-脂氧合酶以及环氧异构酶途径被积极转化为各种羟基化产物。
