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Chemical Compound Review

AC1L2XQT     (8S,10R,13S,14S,17S)-17-[2- [4-(2,6...

Synonyms: LS-172159, U-74389, U-74389F, u-74389g, U74389F, ...
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Disease relevance of (8S,10S,13R,14S,17S)-17-[2-[4-(2,6-dipyrrolidin-1-ylpyrimidin-4-yl)piperazin-1-yl]acetyl]-10,13-dimethyl-6,7,8,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-3-one


High impact information on (8S,10S,13R,14S,17S)-17-[2-[4-(2,6-dipyrrolidin-1-ylpyrimidin-4-yl)piperazin-1-yl]acetyl]-10,13-dimethyl-6,7,8,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-3-one


Chemical compound and disease context of (8S,10S,13R,14S,17S)-17-[2-[4-(2,6-dipyrrolidin-1-ylpyrimidin-4-yl)piperazin-1-yl]acetyl]-10,13-dimethyl-6,7,8,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-3-one


Biological context of (8S,10S,13R,14S,17S)-17-[2-[4-(2,6-dipyrrolidin-1-ylpyrimidin-4-yl)piperazin-1-yl]acetyl]-10,13-dimethyl-6,7,8,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-3-one


Anatomical context of (8S,10S,13R,14S,17S)-17-[2-[4-(2,6-dipyrrolidin-1-ylpyrimidin-4-yl)piperazin-1-yl]acetyl]-10,13-dimethyl-6,7,8,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-3-one


Associations of (8S,10S,13R,14S,17S)-17-[2-[4-(2,6-dipyrrolidin-1-ylpyrimidin-4-yl)piperazin-1-yl]acetyl]-10,13-dimethyl-6,7,8,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-3-one with other chemical compounds


Gene context of (8S,10S,13R,14S,17S)-17-[2-[4-(2,6-dipyrrolidin-1-ylpyrimidin-4-yl)piperazin-1-yl]acetyl]-10,13-dimethyl-6,7,8,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-3-one


Analytical, diagnostic and therapeutic context of (8S,10S,13R,14S,17S)-17-[2-[4-(2,6-dipyrrolidin-1-ylpyrimidin-4-yl)piperazin-1-yl]acetyl]-10,13-dimethyl-6,7,8,12,14,15,16,17-octahydrocyclopenta[a]phenanthren-3-one

  • In contrast, U74389F significantly (p < .05) attenuated the severity of injury after reperfusion [20].
  • The time taken to complete the SEPs suppression was significantly shorter in the control group (p < 0.001, Wilcoxon) than in the groups with either MP or U-74389G [15].
  • CONCLUSIONS: The 21-aminosteroid U-74389G exhibits a radioprotectant effect on normal brain tissue, but does not appear to protect the tumor in an in vivo rat radiosurgery model [28].
  • We hypothesized that the lazaroid U-74389G would minimize postresuscitation myocardial dysfunction and thereby improve neurologically meaningful survival in a rodent model after resuscitation from 8 mins of ventricular fibrillation [29].
  • MEASUREMENTS AND MAIN RESULTS: Semiquantitative polymerase chain reactions were used to determine the effects of therapy with U74389F on cytokine mRNA levels among intraparenchymal pulmonary mononuclear cells, alveolar macrophages, and peripheral blood mononuclear cells obtained 2 hrs and 3 days after hemorrhage [16].


  1. Superior neuroprotective efficacy of a novel antioxidant (U-101033E) with improved blood-brain barrier permeability in focal cerebral ischemia. Schmid-Elsaesser, R., Zausinger, S., Hungerhuber, E., Plesnila, N., Baethmann, A., Reulen, H.J. Stroke (1997) [Pubmed]
  2. The toxicity of high-dose superoxide dismutase suggests that superoxide can both initiate and terminate lipid peroxidation in the reperfused heart. Nelson, S.K., Bose, S.K., McCord, J.M. Free Radic. Biol. Med. (1994) [Pubmed]
  3. Protection from renal ischemia-reperfusion injury by the 2-methylaminochroman U83836E. De Vecchi, E., Lubatti, L., Beretta, C., Ferrero, S., Rinaldi, P., Galli Kienle, M., Trazzi, R., Paroni, R. Kidney Int. (1998) [Pubmed]
  4. Protective effect of a 21-aminosteroid during experimental pneumococcal meningitis. Lorenzl, S., Koedel, U., Frei, K., Bernatowicz, A., Fontana, A., Pfister, H.W. J. Infect. Dis. (1995) [Pubmed]
  5. Inhibition of tumor necrosis factor-alpha release in rat experimental endotoxemia by treatment with the 21-aminosteroid U-74389G. Lehmann, C., Egerer, K., Georgiew, A., Weber, M., Grune, T., Kox, W.J. Crit. Care Med. (1999) [Pubmed]
  6. Involvement of oxidative stress and caspase-3 in cortical infarction after photothrombotic ischemia in mice. Kim, G.W., Sugawara, T., Chan, P.H. J. Cereb. Blood Flow Metab. (2000) [Pubmed]
  7. Protective effects of lazaroid U74389F (16-desmethyl tirilazad) on endrin-induced lipid peroxidation and DNA damage in brain and liver and regional distribution of catalase activity in rat brain. Bagchi, M., Ghosh, S., Bagchi, D., Hassoun, E., Stohs, S.J. Free Radic. Biol. Med. (1995) [Pubmed]
  8. Cyclosporine nephrotoxicity: attenuation by an antioxidant-inhibitor of lipid peroxidation in vitro and in vivo. Wang, C., Salahudeen, A.K. Transplantation (1994) [Pubmed]
  9. Effects of the 21-aminosteroid, U74389F, on bleomycin-induced pulmonary fibrosis in rats. McLaughlin, G.E., Frank, L. Crit. Care Med. (1994) [Pubmed]
  10. Reperfusion injury of postischemic skeletal muscle is attenuated by the 21-aminosteroids U-74389F and U-74500A independent of iron binding. Fantini, G.A., Kirschner, R.E., Chiao, J.J. Surgery (1996) [Pubmed]
  11. A comparison of the protective effect of dexamethasone to other potential prophylactic agents in a neonatal rat model of cerebral hypoxia-ischemia. Chumas, P.D., Del Bigio, M.R., Drake, J.M., Tuor, U.I. J. Neurosurg. (1993) [Pubmed]
  12. Protein oxidation biomarkers in hyperoxic lung injury in rats: effects of U-74389. Awasthi, S., Gyurasics, A., Knight, S.A., Welty, S.E., Smith, C.V. Toxicol. Lett. (1998) [Pubmed]
  13. Effects of Carolina rinse solution, dimethyl sulfoxide, and the 21-aminosteroid, U-74389G, on microvascular permeability and morphology of the equine jejunum after low-flow ischemia and reperfusion. Dabareiner, R.M., White, N.A., Snyder, J.R., Feldman, B.F., Donaldson, L.L. Am. J. Vet. Res. (2005) [Pubmed]
  14. Free radicals in retinal and choroidal blood flow autoregulation in the piglet: interaction with prostaglandins. Hardy, P., Abran, D., Li, D.Y., Fernandez, H., Varma, D.R., Chemtob, S. Invest. Ophthalmol. Vis. Sci. (1994) [Pubmed]
  15. Effect of treatment with 21-aminosteroid U-74389G and glucocorticoid steroid methylprednisolone on somatosensory evoked potentials in rat spinal cord during mild compression. Harat, M., Kochanowski, J. J. Neurotrauma (1999) [Pubmed]
  16. Effects of treatment with the 21-aminosteroid, U7438F, on pulmonary cytokine expression following hemorrhage and resuscitation. Shenkar, R., Abraham, E. Crit. Care Med. (1995) [Pubmed]
  17. Apoptosis induced by gp120 in the neocortex of rat involves enhanced expression of cyclooxygenase type 2 and is prevented by NMDA receptor antagonists and by the 21-aminosteroid U-74389G. Corasaniti, M.T., Strongoli, M.C., Piccirilli, S., Nisticò, R., Costa, A., Bilotta, A., Turano, P., Finazzi-Agrò, A., Bagetta, G. Biochem. Biophys. Res. Commun. (2000) [Pubmed]
  18. Effect of lazaroid U-74389G and methylprednisolone on endotoxin-induced shock in mice. Fukuma, K., Marubayashi, S., Okada, K., Yamada, K., Kimura, A., Dohi, K. Surgery (1999) [Pubmed]
  19. Protection of ischemic and reperfused rat myocardium by the nonglucocorticoid 21-aminosteroid U-74389G, a new inhibitor of lipid peroxidation. Campo, G.M., Squadrito, F., Altavilla, D., Squadrito, G., Avenoso, A., Canale, P., Ioculano, M., Sperandeo, A., Caputi, A.P. J. Pharmacol. Exp. Ther. (1996) [Pubmed]
  20. Anti-inflammatory effects of U74389F in a rat model of intestinal ischemia/reperfusion injury. Stojadinovic, A., Smallridge, R., Nath, J., Ding, X., Shea-Donohue, T. Crit. Care Med. (1999) [Pubmed]
  21. Swelling, acidosis, and irreversible damage of glial cells from exposure to arachidonic acid in vitro. Staub, F., Winkler, A., Peters, J., Kempski, O., Kachel, V., Baethmann, A. J. Cereb. Blood Flow Metab. (1994) [Pubmed]
  22. Attenuation of oxidant-induced lung injury by 21-aminosteroids (lazaroids): correlation with the mRNA expression for E-selectin, P-selectin, ICAM-1, and VCAM-1. Griffin, R.L., Krzesicki, R.F., Fidler, S.F., Rosenbloom, C.L., Auchampach, J.A., Manning, A.M., Haas, J.V., Cammarata, S.K., Chin, J.E., Richards, I.M. Environ. Health Perspect. (1994) [Pubmed]
  23. Desmethyl tirilazad improves neurologic function after hypoxic ischemic brain injury in piglets. Feng, Y., LeBlanc, M.H., LeBlanc, E.B., Parker, C.C., Fratkin, J.D., Qian, X.B., Patel, D.M., Huang, M., Smith, E.E., Vig, P.J. Crit. Care Med. (2000) [Pubmed]
  24. The lazaroid, U-74389G, inhibits inducible nitric oxide synthase activity, reverses vascular failure and protects against endotoxin shock. Altavilla, D., Squadrito, F., Campo, G.M., Squadrito, G., Arlotta, M., Urna, G., Sardella, A., Quartarone, C., Saitta, A., Caputi, A.P. Eur. J. Pharmacol. (1999) [Pubmed]
  25. Mechanical stress-induced DNA damage and rac-p38MAPK signal pathways mediate p53-dependent apoptosis in vascular smooth muscle cells. Mayr, M., Hu, Y., Hainaut, H., Xu, Q. FASEB J. (2002) [Pubmed]
  26. Protective effect of lipophilic antioxidants on phorbol-induced acute lung injury in rats. Chu, S.J., Chang, D.M., Wang, D., Hsu, K., Chiang, C.H. Crit. Care Med. (2001) [Pubmed]
  27. Activated polymorphonuclear leukocytes increase low-level chemiluminescence of isolated perfused rat lungs. Barnard, M.L., Gurdian, S., Turrens, J.F. J. Appl. Physiol. (1993) [Pubmed]
  28. Beneficial effects of the radioprotectant 21-aminosteroid U-74389G in a radiosurgery rat malignant glioma model. Kondziolka, D., Mori, Y., Martinez, A.J., McLaughlin, M.R., Flickinger, J.C., Lunsford, L.D. Int. J. Radiat. Oncol. Biol. Phys. (1999) [Pubmed]
  29. A lazaroid mitigates postresuscitation myocardial dysfunction. Wang, J., Weil, M.H., Kamohara, T., Tang, W., Sun, S., Klouche, K., Bisera, J. Crit. Care Med. (2004) [Pubmed]
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