Liquid Chromatography-Tandem Mass Spectrometry Assay Suitable for Quantifying Omega-3 Epoxy-Fatty Acid Analogs in Mouse Brain and Plasma

References

• Agarwal, S.; Sane, R.; Oberoi, R.; Ohlfest, J. R.; Elmquist, W. F. Delivery of Molecularly Targeted Therapy to Malignant Glioma, A Disease of the Whole Brain. Expert. Rev. Mol. Med. 2011, 13, e17.
   PubMed Web of Science ®Google Scholar
• Freund, L. Y.; Vedin, I.; Cederholm, T.; Basun, H.; Faxén, I. G.; Eriksdotter, M.; Hjorth, E.; Schultzberg, M.; Vessby, B.; Wahlund, L. O. Transfer of Omega-3 Fatty Acids Across the Blood-brain Barrier after Dietary Supplementation with a Docosahexaenoic Acid-rich Omega-3 Fatty Acid Preparation in Patients with Alzheimer’s Disease: the OmegAD study. J. Intern. Med. 2013, 275 (4), 428–436.
   Web of Science ®Google Scholar
• Ouellet, M.; Emond, V.; Chen, C. T.; Julien, C.; Bourasset, F.; Oddo, S.; LaFerla, F.; Bazinet, R. P.; Calon, F. Diffusion of Docosahexaenoic and Eicosapentaenoic Acids through the Blood–Brain Barrier: An In Situ Cerebral Perfusion Study. Neurochem. Int. 2009, 55 (7), 476–482.
   PubMed Web of Science ®Google Scholar
• Hawcroft, G.; Loadman, P. M.; Belluzzi, A.; Hull, M. A. Effect of Eicosapentaenoic Acid on E-type Prostaglandin Synthesis and EP4 Receptor Signaling in Human Colorectal Cancer Cells. Neoplasia (New York, NY) 2010, 12 (8), 618.
   PubMed Web of Science ®Google Scholar
• Brown, M. D.; Hart, C. A.; Gazi, E.; Bagley, S.; Clarke, N. W. Promotion of Prostatic Metastatic Migration towards Human Bone Marrow Stoma by Omega 6 and its Inhibition by Omega 3 PUFAs. Br. J. Cancer 2006, 94 (6), 842–853.
   PubMed Web of Science ®Google Scholar
• Szymczak, M.; Murray, M.; Petrovic, N. Modulation of Angiogenesis by ω-3 Polyunsaturated Fatty Acids is Mediated by Cyclooxygenases. Blood 2008, 111 (7), 3514–3521.
   PubMed Web of Science ®Google Scholar
• Cui, P. H.; Petrovic, N.; Murray, M. The ω‐3 Epoxide of Eicosapentaenoic Acid Inhibits Endothelial Cell Proliferation by p38 MAP Kinase Activation and Cyclin D1/CDK4 Down‐regulation. Br. J. Pharmacol. 2011, 162 (5), 1143–1155.
   PubMed Web of Science ®Google Scholar
• Zhang, G.; Panigrahy, D.; Mahakian, L. M.; Yang, J.; Liu, J.-Y.; Lee, K. S. S.; Wettersten, H. I.; Ulu, A.; Hu, X.; Tam, S. Epoxy Metabolites of Docosahexaenoic Acid (DHA) Inhibit Angiogenesis, Tumor Growth, and Metastasis. Proc. Natl. Acad. Sci. U.S.A. 2013, 110 (16), 6530–6535.
   PubMed Web of Science ®Google Scholar
• Dyari, H. R. E.; Rawling, T.; Bourget, K.; Murray, M. Synthetic ω-3 Epoxyfatty Acids as Anti-proliferative and Pro-apoptotic Agents in Human Breast Cancer Cells. J Med Chem. 2014, 57 (17), 7459–7464.
   PubMed Web of Science ®Google Scholar
• Kökoglu, E.; Tüter, Y.; SandIkçI, K. S.; YazIcI, Z.; Ulakoglu, E. Z.; Sönmez, H.; Özyurt, E. Prostaglandin E2 Levels in Human Brain Tumor Tissues and Arachidonic Acid Levels in the Plasma Membrane of Human Brain Tumors. Cancer Lett. 1998, 132 (1–2), 17–21.
   PubMed Web of Science ®Google Scholar
• Newman, J. W.; Watanabe, T.; Hammock, B. D. The Simultaneous Quantification of Cytochrome P450 Dependent Linoleate and Arachidonate Metabolites in Urine by HPLC-MS/MS. J Lipid Res. 2002, 43 (9), 1563–1578.
   PubMed Web of Science ®Google Scholar
• Kempen, E. C.; Yang, P.; Felix, E.; Madden, T.; Newman, R. A. Simultaneous Quantification of Arachidonic Acid Metabolites in Cultured Tumor Cells Using High-performance Liquid Chromatography/Electrospray Ionization Tandem Mass Spectrometry. Anal Biochem. 2001, 297 (2), 183–190.
   PubMed Web of Science ®Google Scholar
• Mal, M.; Koh, P. K.; Cheah, P. Y.; Chan, E. C. Ultra-pressure Liquid Chromatography/Tandem Mass Spectrometry Targeted Profiling of Arachidonic Acid and Eicosanoids in Human Colorectal Cancer. Rapid Commun. Mass Spectrom. 2011, 25 (6), 755–764.
   PubMed Web of Science ®Google Scholar
• Cui, P. H.; Zhang, W. V.; Hook, J.; Tattam, B. N.; Duke, C. C.; Murray, M. Synthesis and NMR Characterization of the Methyl Esters of Eicosapentaenoic Acid Monoepoxides. Chem. Phys. Lipids. 2009, 159 (1), 30–37.
   PubMed Web of Science ®Google Scholar
• Viswanathan, C. T.; Bansal, S.; Booth, B.; DeStefano, A. J.; Rose, M. J.; Sailstad, J.; Shah, V. P.; Skelly, J. P.; Swann, P. G.; Weiner, R. Workshop/Conference Report—Quantitative Bioanalytical Methods Validation and Implementation: Best Practices for Chromatographic and Ligand Binding Assays. Am. Assoc. Pharm. Sci. 2007, 9 (1), E30–E42.
   Google Scholar
• Masoodi, M.; Mir, A. A.; Petasis, N. A.; Serhan, C. N.; Nicolaou, A. Simultaneous Lipidomic Analysis of Three Families of Bioactive Lipid Mediators Leukotrienes, Resolvins, Protectins and Related Hydroxy-fatty Acids by Liquid Chromatography/Electrospray Ionisation Tandem Mass Spectrometry. Rapid Commun. Mass. Spectrom. 2008, 22 (2), 75–83.
   PubMed Web of Science ®Google Scholar
• Yue, H.; Jansen, S. A.; Strauss, K. I.; Borenstein, M. R.; Barbe, M. F.; Rossi, L. J.; Murphy, E. A Liquid Chromatography/Mass Spectrometric Method for Simultaneous Analysis of Arachidonic Acid and its Endogenous Eicosanoid Metabolites Prostaglandins, Dihydroxyeicosatrienoic Acids, Hydroxyeicosatetraenoic Acids, and Epoxyeicosatrienoic Acids in Rat Brain Tissue. J. Pharm. Biomed. Anal. 2007, 43 (3), 1122–1134.
   PubMed Web of Science ®Google Scholar
• USFDA. Guidance for Industry: Bioanalytical Method Validation. US Department of Health and Human Services. http://www.fda.gov/downloads/Drugs/GuidanceComplianceRegulatoryInformation/Guidances/ucm070107.pdf (Accessed 2014)
   Google Scholar