Journal of Environmental Health Sciences (한국환경보건학회지)

Korean Society of Environmental Health (한국환경보건학회)
권호 표지
DOI QR코드

DOI QR Code

Determination of 8-iso-PGF2α as Oxidative Stress Marker in Human Urine by High Performance Liquid Chromatography with Tandem Mass Spectrometry

LC/MS/MS를 이용한 산화성 스트레스 지표로써 소변 중 8-iso-PGF2α 분석

  • Received : 2009.11.04
  • Accepted : 2010.01.05
  • Published : 2010.02.28
Download PDF
⟨ Previous Next ⟩

Abstract

This study aimed to develop analytical method for 8-isoprostanes as biomarkers for oxidative stress with LC/MS/MS technique and to apply the method for human urine samples. Analyzed compounds for urinary oxidative stress markers were 7 stereo-isomers of prostaglandins and the internal standard (iso-$PGF_{2{\alpha}}-d_4$) was used to adjust the recovery rate. The method for determining urinary iso-$PGF_{2{\alpha}}$ consisted of solid phase extraction and LC/MS/MS detection. Separation of isomers of prostaglandins completed by porous graphitic carbon column and buffer solution. Detection limits for urinary markers of oxidative stress, iso-$PGF_{2{\alpha}}$ with LC/MS/MS were 0.01 ng/ml by S/N ratio 3 and 0.028 ng/ml by calculated as to FDA method. The recovery (92.8~101.9%) and precision (8.8~20.7%) of analysis were feasible for detecting iso-$PGF_{2{\alpha}}$ in real human urine samples. We detected 4 isomers of prostaglandins in human urine samples. Mean (standard deviation) of urinary iso-$PGF_{2{\alpha}}$ concentration were 0.231 (0.117) ng/mg creatinine for smoking group and 0.154 (0.082) ng/mg creatinine for non-smoking group.

Keywords

References

  1. Block, G., Dietrich, M., Norkus, E. P., Morrow, J. D., Hudes, M., Caan, B., Packer, L. : Factors associated with oxidative stress in human populations. American Journal of Epidemiology, 156(3), 274-285, 2002. https://doi.org/10.1093/aje/kwf029
  2. Mukai, F. F., Goldstein, B. D. : Mutagenicity of malonaldehyde, a decomposition product of peroxidized polyunsaturated fatty acids. Science, 191, 868-869, 1976. https://doi.org/10.1126/science.766187
  3. Reilly, M., Delanty, N., Lawson, J. A., FitzGerald, G. A. : Modulation of oxidant stress in vivo in chronic cigarette smokers. Circulation, 94(1), 19-25, 1996. https://doi.org/10.1161/01.CIR.94.1.19
  4. Dimopoulos, N., Piperi, C., Psarra, V., Lea, R. W., Kalofoutis, A. : Increased plasma levels of 8-iso- PGF2$\alpha$ and IL-6 in an elderly population with depression. Psychiatry Research, 161, 59-66, 2008. https://doi.org/10.1016/j.psychres.2007.07.019
  5. Cavalca, V., Minardi, F., Scurati, S., Guidugli, F., Squellerio, I., Veglia, F., Dainese, L., Guarino, A., Tremoli, E., Caruso, D. : Simultaneous quantification of 8-iso-prostaglandin-F2$\alpha$ and 11-dehydro thromboxane B2 in human urine by liquid chromatography tandem mass spectrometry. Analytical Biochemistry, 397, 168-174, 2010. https://doi.org/10.1016/j.ab.2009.10.014
  6. Roxach, J., Khanapure, S. P., Hwang, S.-W., Adiyaman, M., Lawson, J. A., FitzGerald, G. A. : The isoprostanes: A perspective. Prostaglandins, 54, 823- 851, 1997. https://doi.org/10.1016/S0090-6980(97)00183-4
  7. Morrow, J. D., Harris, T. M., Roberts, L. J. : Noncyclooxygenase oxidative formation of a series of novel prostaglandins: Analytical ramifications for measurement of eicosanoids. Analytical Biochemistry, 184(1), 1-10, 1990. https://doi.org/10.1016/0003-2697(90)90002-Q
  8. Favreau, F., Petit-Paris, I., Hauet, T., Dutheil, D., Papet, Y., Mauco, G., Tallineau, C. : Cyclooxygenase 1-dependent production of F2-isoprostane and changes in redox status during warm renal ischemiareperfusion. Free Radical Biology and Medicine, 36(8), 1034-1042, 2004. https://doi.org/10.1016/j.freeradbiomed.2004.01.010
  9. Hozawa, A., Ebihara, S., Ohmori, K., Kuriyama, S., Ugajin, T., Koizumi, Y., Suzuki, Y., Matsui, T., Arai, H., Tsubono, Y., Sasaki, H., Tsuji, I. : Increased plasma 8-isoprostane levels in hypertensive subjects: the tsurugaya project. Hypertension Research, 27(8), 557- 561, 2004. https://doi.org/10.1291/hypres.27.557
  10. Reilly, M. P., Barry, P., Lawson, J. A., FitzGerald, G. : Urinary 8-EPI PGF2$\alpha$: an index of oxidant stress in vivo. Fibrinolysis and Proteolysis, 11, 81-84, 1997. https://doi.org/10.1016/S0268-9499(97)80029-X
  11. Ahmadzadehfar, H., Oguogho, A., Efthimiou, Y., Kritz, H., Sinzinger, H. : Passive cigarette smoking increases isoprostane formation. Life Sciences, 78(8), 894-897, 2006. https://doi.org/10.1016/j.lfs.2005.05.099
  12. Helmersson, J., Larsson, A., Vessby, B., Basu, S. : Active smoking and a history of smoking are associated with enhanced prostaglandin F2$\alpha$, interleukin-6 and F2-isoprostane formation in elderly men. Atherosclerosis, 181(1), 201-207, 2005. https://doi.org/10.1016/j.atherosclerosis.2004.11.026
  13. Hill, D. B., Awad, J. A. : Increased urinary F2-isoprostane excretion in alcoholic liver disease. Free Radical Biology and Medicine, 26(5-6), 656-660, 1999. https://doi.org/10.1016/S0891-5849(98)00250-0
  14. Irizarry, M. C. : Biomarkers of alzheimer disease in plasma. NeuroRX, 1(2), 226-234, 2004. https://doi.org/10.1602/neurorx.1.2.226
  15. Pratico, D., Rokach, J., Lawson, J., FitzGerald, G. A. : F2-isoprostanes as indices of lipid peroxidation in inflammatory diseases. Chemistry and Physics of Lipids, 128(1-2), 165-171, 2004. https://doi.org/10.1016/j.chemphyslip.2003.09.012
  16. Montuschi, P., Collins, J. V., Ciabattoni, G., Lazzeri, N., Corradi, M., Kharitonov, S. A., Barnes, P. J. : Exhaled 8-Isoprostane as an in vivo biomarker of lung oxidative stress in patients with COPD and healthy smokers. American Journal of Respiratory and Critical Care Medicine, 162, 1175-1177, 2000. https://doi.org/10.1164/ajrccm.162.3.2001063
  17. Hong, Y., Park, E., Park, M., Ko, J.A., Oh, S., Kim, H., Lee, K., Leem, J., Ha, E. : Community level exposure to chemicals and oxidative stress in adult population. Toxicology Letters, 184, 139-144, 2009. https://doi.org/10.1016/j.toxlet.2008.11.001
  18. Park, E., Hong, Y., Lee, K., Im, M., Ha, E, Kim, Y, Ha, M. : Maternal exposure to environmental tobacco smoke, GSTM1/T1 polymorphisms and oxidative stress. Reproductive Toxicology, 26, 197-202, 2008. https://doi.org/10.1016/j.reprotox.2008.08.010
  19. Shin, M., Lee, J., Jang, Y., Park, E., Oh, J., Chung, J., Chung, N. : Insulin resistance, adipokines, and oxidative stress in nondiabetic, hypercholesterolemic patients: leptin as an 8-epi-prostaglandin F2$\alpha$ determinant. Metabolism, 55, 918-922, 2006. https://doi.org/10.1016/j.metabol.2006.02.020
  20. Kim, K., Jung, B., Paeng, K., Kim, I., Chung, B. : Increased urinary F2-isoprostanes levels in the patients with Alzheimer's disease. Brain Research Bulletin, 64, 47-51, 2004. https://doi.org/10.1016/j.brainresbull.2004.04.016
  21. Kim, K., Paeng, K., Hahm, J., Kim, D., Chung, B. : Elevated urinary 8-isoprostaglandin F2$\alpha$ in females with Graves' hyperthyroidism, Prostaglandins. Leukotrienes and Essential Fatty Acids, 71, 143-147, 2004. https://doi.org/10.1016/j.plefa.2004.01.005
  22. Lawson, J. A., Rokach, J., FitzGerald, G. A. : Isoprostanes: formation, analysis and use as indices of lipid peroxidation in vivo. Journal of Biological Chemistry, 274(35), 24441-24444, 1999. https://doi.org/10.1074/jbc.274.35.24441
  23. Devaraj, S., Hirany, S. V., Burk, R. F., Jialal, I. : Divergence between LDL oxidative susceptibility and urinary F2-isoprostanes as measures of oxidative stress in type 2 diabetes. Clinical Chemistry, 47(11), 1974-1979, 2001.
  24. Il'yasova, D., Morrow, J. D., Ivanova, A., Wagenknecht, L. E. : Epidemiological marker for oxidant status: comparison of the ELISA and the gas chromatography/ mass spectrometry assay for urine 2,3-dinor- 5,6-dihydro-15-F2t-isoprostane. Annals of Epidemiology, 14(10), 793-797, 2004. https://doi.org/10.1016/j.annepidem.2004.03.003
  25. Proudfoot, J., Barden, A., Mori, T. A., Burke, V., Croft, K. D., Beilin, L. J., Puddey, I. B. : Measurement of urinary F(2)-isoprostanes as markers of in vivo lipid peroxidation-A comparison of enzyme immunoassay with gas chromatography/mass spectrometry. Analytical Biochemistry, 272(2), 209-215, 1999. https://doi.org/10.1006/abio.1999.4187
  26. Davies, S. S., Zackert, W., Luo, Y., Cunningham, C. C., Frisard, M., Roberts, L. J. : Quantification of dinor,dihydro metabolites of F2-isoprostanes in urine by liquid chromatography/tandem mass spectrometry. Analytical Biochemistry, 348(2), 185-191, 2006. https://doi.org/10.1016/j.ab.2005.10.012
  27. Ohashi, N., Yoshikawa, M. : Rapid and sensitive quantification of 8-isoprostaglandin F2$\alpha$ in human plasma and urine by liquid chromatography?electrospray ionization mass spectrometry. Journal of Chromatography B: Biomedical Sciences and Applications, 746(1), 17-24, 2000. https://doi.org/10.1016/S0378-4347(00)00201-2
  28. Liang, Y., Wei, P., Duke, R. W., Reaven, P. D., Harman, S. M., Cutler, R. G., Heward, C. B. : Quantification of 8-iso-prostaglandin-F2$\alpha$ and 2,3-dinor-8-isoprostaglandin- F2$\alpha$ in human urine using liquid chromatography- tandem mass spectrometry. Free Radical biology & Medicine, 34(4), 409-418, 2003. https://doi.org/10.1016/S0891-5849(02)01018-3
  29. Bohnstedt, K. C., Karlberg, B., Wahlund, L.-O., Jonhagen, M. E., Basun, H., Schmidt, S. : Determination of isoprostanes in urine samples from Alzheimer patients using porous graphitic carbon liquid chromatography- tandem mass spectrometry. Journal of Chromatography B, 796, 11-19, 2003. https://doi.org/10.1016/S1570-0232(03)00600-7
  30. FDA, 1998, Validation of analytical procedures: Methodology, recommended for implementation at step 7 of the VICH process on 22 October 1998 by the VICH steering committee, FDA, DHHS.
  31. Mucha, I., Riutta, A. : Determination of 9$\alpha$,11$\beta$-prostaglandin F2 in human urine. Combination of solidphase extraction and radioimmunoassay, Prostaglandins. Leukotrienes and Essential Fatty Acids, 65(5-6), 271-280, 2001. https://doi.org/10.1054/plef.2001.0325
  32. Dillon, S. A., Billington, D., Rahman, K. : Dietary supplementation with aged garlic extract reduces plasma and urine concentrations of 8-iso-prostaglandin F2 in smoking and nonsmoking men and women. Human Nutrition and Metabolism Research Communication, 132, 168-171, 2002.
  33. Lee, C. J., Jenner, A. M., Halliwel, B. : Rapid preparation of human urine and plasma samples for analysis of F2-isoprostanes by gas chromatography-mass spectrometry. Biochemical and Biophysical Research Communications, 320, 696-670, 2004. https://doi.org/10.1016/j.bbrc.2004.06.015