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2013 | 60 | 4 |

Tytuł artykułu

Identification of lipid derivatives in Hep G2 cells

Warianty tytułu

Języki publikacji

EN

Abstrakty

EN
Metabolism of polyunsaturated fatty acids results in biosynthesis of mediators with different physiological effects. These metabolites include prostaglandins, prostacyclins, isoprostanes and others that are important signalling molecules and regulate a variety of physiological and pathophysiological processes including inflammation. Prostaglandins and isoprostanes are produced by either non-enzymatic lipid peroxidation or by enzyme-induced peroxidation (cyclooxygenases and lipoxygenases). They are used as biomarkers of oxidative stress. The aim of our study was to assess the effect of eicosapentaenoic acid (EPA) supplementation with added benzo(a)pyrene (BaP) on HepG2 cells by using a UHPLC/MS-TOF method. This rapid and simple method was developed for the identification, separation and quantification of 8-iPGF3α, PGF3α, 8-isoPGF2α and 5-iPF2α in cultured cells. The UHPLC/MS-TOF method was validated. The calculated limit of detection was in the range of 0.16-0.50 ng/mL, precision (% RSD): 1.2-2.1% and recoveries better than 88%. This method empowered qualitative and quantitative analysis of the selected individual prostaglandins derived from arachidonic acid and eicosapentaenoic acid from cell extracts.

Słowa kluczowe

Wydawca

-

Rocznik

Tom

60

Numer

4

Opis fizyczny

p.811-815,fig.,ref.

Twórcy

  • Jagiellonian University, Medical College, Faculty of Pharmacy, Department of Radioligands, Krakow, Poland
autor
  • Jagiellonian University, Faculty of Chemistry, Laboratory of Forensic Chemistry, Krakow, Poland
  • Jagiellonian University, Medical College, Faculty of Pharmacy, Department of Radioligands, Krakow, Poland
  • Jagiellonian University, Faculty of Chemistry, Laboratory of Forensic Chemistry, Krakow, Poland
autor
  • Jagiellonian University, Medical College, Faculty of Pharmacy, Department of Food Chemistry and Nutrition, Krakow, Poland
autor
  • Jagiellonian University, Medical College, Faculty of Medicine, Infections Disease Clinic, Krakow, Poland

Bibliografia

  • Brooks JD, Milne GL, Yin H, Sanchez SC, Porter ND, Morrow JD (2008) Formation of highly reactive cyclopentenone isoprostane compounds (A3/J3-Isoprostanes) in vivo from eicosapentaenoic acid. J Biol Chem 283: 12043-12055.  
  • Cadet J, Douki T, Ravanat JL (2010) Oxidatively generated base damage to cellular DNA. Free Radic Biol Med 49: 9-21.  
  • Casado FL, Singh KP, Gasiewicz TA (2010) The aryl hydrocarbon receptor: Regulation of hematopoiesis and involvement in the progression of blood diseases. Blood Cells Mol Dis 44: 199-206.  
  • Cao H, Xiao L, Park GY, Wang X, Azim AC, Christman JW, van Breemen RB (2008) An improved LC-MS/MS method for the quantification of prostaglandins E2 and D2 production in biological fluids. Anal Biochem 372: 41-51.  
  • Circu ML, Aw TY (2010) Reactive oxygen species, cellular redox systems, and apoptosis. Free Rad Biol Med 48: 749-762.  
  • Connor KM, SanGiovanni JP, Lofqvist C, Aderman CM, Chen J, Higuchi A, Hong S, Pravda EA, Majchrzak S, Carper D, Hellstrom A, Kang JX, Chew EY, Salem N Jr, Serhan CN, Smith LE (2007) Increased dietary intake of n-3-polyunsaturated fatty acids reduces pathological retinal angiogenesis. Nat Med 13: 868-873.  
  • Dahl JH, van Breemen RB (2010) Rapid quantitative analysis of 8-iso-prostaglandin-F2α using liquid chromatography-tandem mass spectrometry and comparison with an enzyme immunoassay method. Anal Biochem 404: 211-216. 
  • Dendelé B, Tekpli X, Hardonniere K, Holme JA, Debure L, Catheline D, Arlt VM, Nagy E, Phillips DH, Ovrebø S, Mollerup S, Poet M, Chevanne M, Rioux V, Dimanche-Boitrel MT, Sergent O, Lagadic-Gossmann D (2013) Protective action of n-3 fatty acids on benzo[a]pyrene-induced apoptosis through the plasma membrane remodeling-dependent NHE1 pathway. Chem Biol Interact http://dx.doi.org/10.1016/j.cbi.2013.11.002 (in press). 
  • Davidson J, Rotondo D, Rizzo MT, Leaver HA (2012) Therapeutic implications of disorders of cell death signalling: membranes, micro-environment, and eicosanoid and docosanoid metabolism. B J Pharmacol 166: 1193-1210. 
  • Duan H, Jiang Y, Zhang H, Wu Y (2010) MiR-320 and miR-494 affect cell cycles of primary murine bronchial epithelial cells exposed to benzo[a]pyrene. Toxicol in Vitro 24: 928-935.  
  • Eyster KM (2007) The membrane and lipids as integral participants in signal transuction: lipid signal transduction for the non-lipid biochemist. Advan Physiol Educ 31: 5-16. 
  • Gao L, Yin H, Milne GL, Porter NA, Morrow JD (2006) Formation of F-ring isoprostane-like compounds (F3-isoprostanes) in vivo from eicosapentaenoic acid. J Biol Chem 281: 14092-14099. 
  • Guichardant M, Lagarde M (2009) Analysis of biomarkers from lipid peroxidation: A comparative study. Eur J Lipid Sci Technol 111: 75-82.
  • Hanzalova K, Rossner P Jr, Sram RJ (2010) Oxidative damage induced by carcinogenic polycyclic aromatic hydrocarbons and organic extracts from urban air particulate matter. Mutation Res 696: 114-121.  
  • Hwang JA, Lee JA, Cheong SW, Youn HJ, Park JH (2007) Benzo(a)pyrene inhibits growth and functional differentiation of mouse bone marrow - derived dendritic cells, Downregulation of RelB and eIF3 p170b by benzo(a)pyrene. Toxicol Lett 169: 82-90. 
  • Kang Y, Cheung KC, Wong MH (2010) Polycyclic aromatic hydrocarbons (PAHs) in different indoor dusts and their potential cytotoxicity based on two human cell lines. Environ Int 36: 542-547.  
  • Kelley DJ, Mestre JR, Subbaramaiah K, Sacks PG, Schantz SP, Tanabe T, Inoue H, Ramonetti JT, Dannenberg AD (1997) Benzo[a]pyrene up-regulates cyclooxygenase-2 gene expression in oral epithelial cells. Carcinogenesis 18: 795-799.  
  • Kitz R, Rose MA, Schubert R, Beermann C, Kaufmann A, Böhles HJ, Schulze J, Zielen S (2010) Omega-3 polyunsaturated fatty acids and bronchial inflammation in grass pollen allergy after allergen challenge. Respir Med 104: 1793-1798. 
  • Kung T, Murphy KA, White LA (2009) The aryl hydrocarbon receptor (AhR) pathway as a regulatory pathway for cell adhesion and matrix metabolism. Biochem Pharmacol 77: 536-546. 
  • Milne GL, Sanchez SC, Musiek ES, Morrow JD (2006) Quantification of F2-isoprostanes as a biomarker of oxidative stress. Nat Protoc 2: 221-226. 
  • Nguyen NT, Hanieh H, Nakahama T, Kishimoto T (2013) The roles of aryl hydrocarbon receptor in immune responses. Int Immunol 25: 335-343.  
  • Parrish AR, Alejandro NF, Bowes III RC, Ramos KS (1998) Cytotoxic response profiles of cultured renal epithelial and mesenchymal cells to selected aromatic hydrocarbons. Toxicol in Vitro 12: 219-232. 
  • Paśko P, Bukowska-Strakova K, Gdula-Argasińska J, Tyszka-Czochara M (2013) Rutabaga (Brassica napus L. var. napobrassica) seeds, roots, and sprouts: a novel kind of food with antioxidant properties and proapoptotic potential in Hep G2 hepatoma cell line. J Med Food 16: 749-759. 
  • Pleil JD, Stiegel MA, Sobus JR, Tabucchi S, Ghio AJ, Madden MC (2010) Cumulative exposure assessment for trace-level polycyclic aromatic hydrocarbons (PAHs) using human blood and plasma analysis. J Chromatogr B 878: 1753-1760.  
  • Puga A, Ma C, Marlowe JL (2009) The aryl hydrocarbon receptor cross-talks with multiple signal transduction pathways. Biochem Pharmacol 77: 713-722. 
  • Schober W, Pusch G, Oeder S, Reindl H, Behrendt H, Buters JT (2010) Metabolic activation of phenanthrene by human and mouse cytochromes P450 and pharmacokinetics in CYP1A2 knockout mice. Chem Biol Interact 183: 57-66.  
  • Serhan CN, Petasis NA (2011) Resolvins and protectins in inflammation resolution. Chem Rev 111: 5922-5943. 
  • Taylor AW, Traber MG (2010) Quantitation of plasma total 15-series F2-isoprostanes by sequential solid phase and liquid-liquid extraction. Anal Biochem 396: 319-321. 
  • Song WL, Paschos G, Fries S, Reilly MP, Yu Y, Rokach Y, Chang CT, Patel P, Lawson JA, FitzGerald GA (2009) Novel eicosapentaenoic acid-derived f3-isoprostanes as biomarkers of lipid peroxidation. J Biol Chem 284: 23636-23643. 
  • Teranishi M, Toyooka T, Ohura T, Masuda S, Ibuki Y (2010) Benzo[a]pyrene exposed to solar-simulated light inhibits apoptosis and augments carcinogenicity. Chem Biol Interact 185: 4-11.  
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Typ dokumentu

Bibliografia

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Identyfikator YADDA

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