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Chemical Compound Review

AC1NQZQY     (Z)-7-[(1S,2S,3R,5S)-3,5- dihydroxy-2-[(E...

Synonyms: SureCN64966, BSPBio_001483, CHEBI:34505, HMDB05083, BML2-B04, ...
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Disease relevance of LMFA03110001


Psychiatry related information on LMFA03110001

  • Interestingly, in sporadic CJD patients, high CSF levels of PGE2, but not 8-epi-PGF2alpha, correlated with short survival time, suggesting that the inflammatory response correlates with the clinical duration of disease [5].
  • The rabbit model of arteriogenic ED demonstrated decreased intracavernous blood flow, erectile dysfunction, loss of smooth muscle relaxation, decreased endothelial NOS and neuronal NOS, increased inducible NOS expression, diffused cavernous fibrosis and increased cavernous levels of the oxidative product isoprostane 8-epi-prostaglandin F2alpha [6].

High impact information on LMFA03110001


Chemical compound and disease context of LMFA03110001


Biological context of LMFA03110001


Anatomical context of LMFA03110001

  • There was no difference in the amniotic fluid concentration of 8-iso-PGF2alpha between the normal and the diabetic group [12].
  • The antiaggregatory effects of both the NO donor NOR-3 (basal, 21.4+/-4.6%; with 8-epi-PGF2alpha, 30.8+/-6.9%; n=14, P<0.05) and endothelial cells that release NO (basal, 18.5+/-4.6%; with 8-epi-PGF2alpha, 30.7+/-5.3%; n=15, P<0.001) were also reduced [14].
  • Increased immunoreactivity to 15-F2t-IsoP (8-iso-PGF2alpha) or to isoketal protein adducts was found in epithelial cells 24 h after the first aerosol challenge and at 5 days in macrophages [17].
  • METHODS AND RESULTS: We measured the MMP activity and the level of 8-iso-prostagandin F2alpha (8-iso-PGF2alpha), a specific and quantitative maker of oxidant stress, in the pericardial fluid (PF) in 47 consecutive patients with coronary artery disease who underwent coronary artery bypass surgery [18].
  • In conclusion, although 8-iso-PGF2alpha production from rat brain synaptosomes is independent from aging in the basal state, aging renders neurons more vulnerable to amyloid beta-peptide-induced oxidative toxicity [19].

Associations of LMFA03110001 with other chemical compounds


Gene context of LMFA03110001


Analytical, diagnostic and therapeutic context of LMFA03110001


  1. Elevated levels of 8-iso-prostaglandin F2alpha in pericardial fluid of patients with heart failure: a potential role for in vivo oxidant stress in ventricular dilatation and progression to heart failure. Mallat, Z., Philip, I., Lebret, M., Chatel, D., Maclouf, J., Tedgui, A. Circulation (1998) [Pubmed]
  2. Enhanced lipid peroxidation in patients positive for antiphospholipid antibodies. Iuliano, L., Praticò, D., Ferro, D., Pittoni, V., Valesini, G., Lawson, J., FitzGerald, G.A., Violi, F. Blood (1997) [Pubmed]
  3. Developmental damage, increased lipid peroxidation, diminished cyclooxygenase-2 gene expression, and lowered prostaglandin E2 levels in rat embryos exposed to a diabetic environment. Wentzel, P., Welsh, N., Eriksson, U.J. Diabetes (1999) [Pubmed]
  4. 8-Isoprostane as a biomarker of oxidative stress in interstitial lung diseases. Montuschi, P., Ciabattoni, G., Paredi, P., Pantelidis, P., du Bois, R.M., Kharitonov, S.A., Barnes, P.J. Am. J. Respir. Crit. Care Med. (1998) [Pubmed]
  5. Increased brain synthesis of prostaglandin E2 and F2-isoprostane in human and experimental transmissible spongiform encephalopathies. Minghetti, L., Greco, A., Cardone, F., Puopolo, M., Ladogana, A., Almonti, S., Cunningham, C., Perry, V.H., Pocchiari, M., Levi, G. J. Neuropathol. Exp. Neurol. (2000) [Pubmed]
  6. Oxidative stress in arteriogenic erectile dysfunction: prophylactic role of antioxidants. Azadzoi, K.M., Schulman, R.N., Aviram, M., Siroky, M.B. J. Urol. (2005) [Pubmed]
  7. GM-CSF-deficient mice are susceptible to pulmonary group B streptococcal infection. LeVine, A.M., Reed, J.A., Kurak, K.E., Cianciolo, E., Whitsett, J.A. J. Clin. Invest. (1999) [Pubmed]
  8. Generation of 8-epiprostaglandin F2alpha by human monocytes. Discriminate production by reactive oxygen species and prostaglandin endoperoxide synthase-2. Praticó, D., FitzGerald, G.A. J. Biol. Chem. (1996) [Pubmed]
  9. Oxidative stress in systemic lupus erythematosus and allied conditions with vascular involvement. Ames, P.R., Alves, J., Murat, I., Isenberg, D.A., Nourooz-Zadeh, J. Rheumatology (Oxford, England) (1999) [Pubmed]
  10. Vitamin E in relation to lipid peroxidation in experimental septic shock. Basu, S., Eriksson, M. Prostaglandins Leukot. Essent. Fatty Acids (2000) [Pubmed]
  11. Systemic Oxidative Stress is Associated With Visceral Fat Accumulation and the Metabolic Syndrome. Fujita, K., Nishizawa, H., Funahashi, T., Shimomura, I., Shimabukuro, M. Circ. J. (2006) [Pubmed]
  12. Increased rate of lipid peroxidation and protein carbonylation in experimental diabetic pregnancy. Cederberg, J., Basu, S., Eriksson, U.J. Diabetologia (2001) [Pubmed]
  13. Oxidative stress could precede endothelial dysfunction and insulin resistance in Indian Mauritians with impaired glucose metabolism. Gopaul, N.K., Manraj, M.D., Hébé, A., Lee Kwai Yan, S., Johnston, A., Carrier, M.J., Anggård, E.E. Diabetologia (2001) [Pubmed]
  14. The F2-isoprostane 8-epiprostaglandin F2alpha increases platelet adhesion and reduces the antiadhesive and antiaggregatory effects of NO. Minuz, P., Andrioli, G., Degan, M., Gaino, S., Ortolani, R., Tommasoli, R., Zuliani, V., Lechi, A., Lechi, C. Arterioscler. Thromb. Vasc. Biol. (1998) [Pubmed]
  15. Aldosterone blockade attenuates urinary monocyte chemoattractant protein-1 and oxidative stress in patients with type 2 diabetes complicated by diabetic nephropathy. Takebayashi, K., Matsumoto, S., Aso, Y., Inukai, T. J. Clin. Endocrinol. Metab. (2006) [Pubmed]
  16. Free-radical-generated F2-isoprostane stimulates cell proliferation and endothelin-1 expression on endothelial cells. Yura, T., Fukunaga, M., Khan, R., Nassar, G.N., Badr, K.F., Montero, A. Kidney Int. (1999) [Pubmed]
  17. Oxidant stress modulates murine allergic airway responses. Talati, M., Meyrick, B., Peebles, R.S., Davies, S.S., Dworski, R., Mernaugh, R., Mitchell, D., Boothby, M., Roberts, L.J., Sheller, J.R. Free Radic. Biol. Med. (2006) [Pubmed]
  18. Correlation of oxidative stress with activity of matrix metalloproteinase in patients with coronary artery disease. Possible role for left ventricular remodelling. Kameda, K., Matsunaga, T., Abe, N., Hanada, H., Ishizaka, H., Ono, H., Saitoh, M., Fukui, K., Fukuda, I., Osanai, T., Okumura, K. Eur. Heart J. (2003) [Pubmed]
  19. Aging increases amyloid beta-peptide-induced 8-iso-prostaglandin F2alpha release from rat brain. Brunetti, L., Michelotto, B., Orlando, G., Recinella, L., Di Nisio, C., Ciabattoni, G., Vacca, M. Neurobiol. Aging (2004) [Pubmed]
  20. Cardiopulmonary bypass as a cause of free radical-induced oxidative stress and enhanced blood-borne isoprostanes in humans. Ulus, A.T., Aksoyek, A., Ozkan, M., Katircioglu, S.F., Basu, S. Free Radic. Biol. Med. (2003) [Pubmed]
  21. Eight-epi-PGF2alpha: a possible marker of lipid peroxidation in term infants with severe pulmonary disease. Goil, S., Truog, W.E., Barnes, C., Norberg, M., Rezaiekhaligh, M., Thibeault, D. J. Pediatr. (1998) [Pubmed]
  22. Novel genomic targets in oxidant-induced vascular injury. Partridge, C.R., Williams, E.S., Barhoumi, R., Tadesse, M.G., Johnson, C.D., Lu, K.P., Meininger, G.A., Wilson, E., Ramos, K.S. J. Mol. Cell. Cardiol. (2005) [Pubmed]
  23. Generation of the isoprostane 8-epi-prostaglandin F2alpha in vitro and in vivo via the cyclooxygenases. Klein, T., Reutter, F., Schweer, H., Seyberth, H.W., Nüsing, R.M. J. Pharmacol. Exp. Ther. (1997) [Pubmed]
  24. The isoprostane 8-iso-PGF2alpha suppresses monocyte adhesion to human microvascular endothelial cells via two independent mechanisms. Kumar, A., Kingdon, E., Norman, J. FASEB J. (2005) [Pubmed]
  25. Increased formation of the isoprostanes IPF2alpha-I and 8-epi-prostaglandin F2alpha in acute coronary angioplasty: evidence for oxidant stress during coronary reperfusion in humans. Reilly, M.P., Delanty, N., Roy, L., Rokach, J., Callaghan, P.O., Crean, P., Lawson, J.A., FitzGerald, G.A. Circulation (1997) [Pubmed]
  26. Cyclooxygenase inhibition aggravates ischemia-reperfusion injury in the perfused guinea pig heart: involvement of isoprostanes. Möbert, J., Becker, B.F. J. Am. Coll. Cardiol. (1998) [Pubmed]
  27. 8-Epi-PGF2alpha induces airflow obstruction and airway plasma exudation in vivo. Okazawa, A., Kawikova, I., Cui, Z.H., Skoogh, B.E., Lötvall, J. Am. J. Respir. Crit. Care Med. (1997) [Pubmed]
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