Detail of "54845-95-3"

Reference

Analysis of leukotrienes, prostaglandins, and other oxygenated metabolites of arachidonic acid by high-performance liquid chromatography

Analysis of leukotrienes, prostaglandins, and other oxygenated metabolites of arachidonic acid by high-performance liquid chromatography. Henke, David C.; Kouzan, Serge; Eling, Thomas E. (Lab. Mol. Biophys., Natl. Inst. Environ. Health Sci., Research Triangle Park, NC 27709, USA). Anal. Biochem., 140(1), 87-94 (English) 1984. CODEN: ANBCA2. ISSN: 0003-2697. DOCUMENT TYPE: Journal CA Section: 2 (Mammalian Hormones) HPLC procedures were developed which sep. leukotrienes, hydroxy-fatty acids (HETEs), prostaglandins, the stable metabolite of prostacyclin (6-keto-PGF1a [58962-34-8]), the stable metabolite of TXA2 (TXB2 [54397-85-2]), 12-hydroxyheptadecatrienoic acid (HHT) [67870-51-3], and arachidonic acid (AA) [506-32-1]. Two methods employing reverse-phase columns are described. One method uses a radial compression system and the other a conventional steel column and both systems employ MeOH and buffered water as solvents. The radial compression system requires 60 min for sepn. of the AA metabolites, and the conventional system requires 100 min. Both methods provide good sepn. and recovery of 6-keto-PGF1a, TXB2, PGE2 [363-24-6], PGF2a [551-11-1], PGD2 [41598-07-6], LTC4 [72025-60-6], LTB4 [71160-24-2], LTD4 [73836-78-9], LTE4 [75715-89-8], 15-HETE [54845-95-3], 12-HETE [54397-83-0], 5-HETE [70608-72-9], HHT, and AA. 5S,12S-Dihydroxy-6-trans, 8-cis, 10-trans, 14-cis-eicosatetraenoic acid (5S,12S-diHETE) [79056-01-2], a stereoisomer of LTB4, coelutes with LTB4. To det. the applicability of the methods to biol. systems, AA metab. was studied in 2 models (guinea pig lung microsomes and rat alveolar macrophages). Both HPLC systems demonstrated good recovery and resoln. of eicosanoids from the biol. systems. A simple evapn. technique for HPLC sample prepn., which avoids the use of chromatog. and other time-consuming methodol., is also described.

Differential effects of putative lipoxygenase inhibitors on arachidonic acid metabolism in cell-free and intact cell preparations

Differential effects of putative lipoxygenase inhibitors on arachidonic acid metabolism in cell-free and intact cell preparations. Chang, Joseph; Skowronek, Maureen D.; Cherney, Mary Lou; Lewis, Alan J. (Dep. Exp. Ther., Wyeth Lab., Inc., Philadelphia, PA 19101, USA). Inflammation (N. Y.), 8(2), 143-55 (English) 1984. CODEN: INFLD4. ISSN: 0360-3997. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) The effects of nordihydroguairetic acid (NDGA) [500-38-9], BW755c (3-amino-1-trifluoromethyl-)-phenyl-2-pyrazoline) [66000-40-6], eicosatetraynoic acid (ETYA) [1191-85-1], phenidone [92-43-3], quercetin [117-39-5], and indomethacin (INDO) [53-86-1] on the synthesis of 15-hydroxyeicosatatetraenoic acid (15-HETE) [54845-95-3] from soybean 15-lipoxygenase [82249-77-2], leukotriene B4 [71160-24-2] from 5-lipoxygenase [80619-02-9], and PGE2 [363-24-6] from cyclooxygenase [39391-18-9] enzymes of rat neutrophils and mouse peritoneal macrophages were investigated. All of the drugs caused a dose-related inhibition of increased O consumption by soybean 15-lipoxygenase in the presence of arachidonic acid [506-32-1] and the rank order of potency was phenidone 3 BW755c > ETYA > quercetin > NDGA > indomethacin. The redn. in O consumption correlated with a redn. of 15-HETE formation as identified by high-performance liq. chromatog. Apart from indomethacin, these drugs were also effective against the rat neutrophil 5-lipoxygenase, although the rank order of potency did not correlate with that obtained with soybean 15-lipoxygenase. Furthermore, in both A23187-activated rat neutrophils and zymosan-activated mouse peritoneal macrophages the synthesis of prostaglandins was inhibited by all of these drugs. In the neutrophils, the rank order of potency was INDO > ETYA > BW755c > quercetin > NDGA > phenidone, whereas in mouse peritoneal macrophages, the order was INDO > ETYA > BW755c > NDGA > quercetin > phenidone. Thus, putative lipoxygenase inhibitors exhibit both qual. and quant. differences in their effects on both lipoxygenases and cyclooxygenases.