Effect of tricyclodecan-9-yl potassium xanthate (D609) on phospholipid metabolism and cell death during oxygen-glucose deprivation in PC12 cells

Neuroscience

Volumn 146, Issue 3, 2007, Pages 946-961

  Larsen, E C ^a   Hatcher, J F ^a   Adibhatla, R M ^a,b,c,d  

^a UNIVERSITY OF WISCONSIN SCHOOL OF MEDICINE AND PUBLIC HEALTH   (United States)

^b University of Wisconsin Cardiovascular Research Center   (United States)

^c UNIVERSITY OF WISCONSIN MADISON   (United States)

^d WILLIAM S MIDDLETON MEMORIAL VETERANS HOSPITAL   (United States)

Author keywords

ceramide; D609; phosphatidylcholine; phospholipases; sphingomyelin; sphingomyelinase

Indexed keywords

CALCIUM; CERAMIDE; CYTOCHROME C; DIACYLGLYCEROL; FATTY ACID; LIPOCORTIN 5; NICOTINAMIDE ADENINE DINUCLEOTIDE ADENOSINE DIPHOSPHATE RIBOSYLTRANSFERASE; PHOSPHATIDYLCHOLINE; PHOSPHATIDYLSERINE; PHOSPHOLIPASE C; PHOSPHOLIPASE D1; SPHINGOMYELIN; SPHINGOMYELIN PHOSPHODIESTERASE; TRICYCLO[4.3.0.1]DECAN 9 YL XANTHOGENATE;

ANIMAL CELL; APOPTOSIS; ARTICLE; CALCIUM CELL LEVEL; CELL DEATH; CELL VIABILITY; CONTROLLED STUDY; CYTOTOXICITY; ENZYME ACTIVITY; ENZYME RELEASE; MITOCHONDRION; NONHUMAN; PHEOCHROMOCYTOMA CELL; PHOSPHOLIPID METABOLISM; PHOSPHOLIPID SYNTHESIS; PRIORITY JOURNAL; PROTEIN BINDING; PROTEIN EXPRESSION; PROTEIN SECRETION; RAT;

ANIMALS; ANNEXIN A5; BRIDGED COMPOUNDS; CALCIUM; CELL DEATH; CELL HYPOXIA; CELL SURVIVAL; CERAMIDES; CULTURE MEDIA; CYTOCHROMES C; DIGLYCERIDES; FATTY ACIDS, NONESTERIFIED; GLUCOSE; GLUTATHIONE; L-LACTATE DEHYDROGENASE; MITOCHONDRIA; PC12 CELLS; PHOSPHATIDYLCHOLINES; PHOSPHOLIPIDS; POLY(ADP-RIBOSE) POLYMERASES; RATS; SPHINGOMYELIN PHOSPHODIESTERASE; SPHINGOMYELINS; THIONES; TRYPAN BLUE;

EID: 34248198012     PISSN: 03064522     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.neuroscience.2007.02.022     Document Type: Article

References (60)

1. 2, reactive oxygen species, and lipid peroxidation in cerebral ischemia. Free Radic Biol Med 40 (2006) 376-387
2. 2 IIA is up-regulated by TNF-α and IL-1α/β after transient focal cerebral ischemia in rat. Brain Res 1134 (2007) 199-205
3. Adibhatla R.M., Hatcher J.F., and Dempsey R.J. Effects of citicoline on phospholipid and glutathione levels in transient cerebral ischemia. Stroke 32 (2001) 2376-2381
4. Adibhatla R.M., Hatcher J.F., and Dempsey R.J. Cytidine-5′-diphosphocholine (CDP-choline) affects CTP:phosphocholine cytidylyltransferase and lyso-phosphatidylcholine after transient brain ischemia. J Neurosci Res 76 (2004) 390-396
5. 2 and CTP-phosphocholine cytidylyltransferase after stroke. J Biol Chem 281 (2006) 6718-6725
6. Amtmann E. The antiviral, antitumoural xanthate D609 is a competitive inhibitor of phosphatidylcholine-specific phospholipase C. Drugs Exp Clin Res 22 (1996) 287-294
7. Anthony M.L., Zhao M., and Brindle K.M. Inhibition of phosphatidylcholine biosynthesis following induction of apoptosis in HL-60 cells. J Biol Chem 274 (1999) 19686-19692
8. 2,6]-decan-8-yl dithiocarbonate (D609) chemical stability and cytotoxicity against U937 leukemia cells. J Pharmacol Exp Ther 309 (2004) 1051-1059
9. Cui Z., and Houweling M. Phosphatidylcholine and cell death. Biochim Biophys Acta 1585 (2002) 87-96
10. Darios F., Lambeng N., Troadec J.-D., Michel P.P., and Ruberg M. Ceramide increases mitochondrial free calcium levels via caspase 8 and Bid: role in initiation of cell death. J Neurochem 84 (2003) 643-654
11. Ferrer I., and Planas A.M. Signaling of cell death and cell survival following focal cerebral ischemia: life and death struggle in the penumbra. J Neuropathol Exp Neurol 62 (2003) 329-339
12. Goni F.M., and Alonso A. Sphingomyelinases: enzymology and membrane activity. FEBS Lett 531 (2002) 38-46
13. 2+ indicators with greatly improved fluorescence properties. J Biol Chem 260 (1985) 3440-3450
14. Hannun Y.A., and Luberto C. Ceramide in the eukaryotic stress response. Trends Cell Biol 10 (2000) 73-80
15. Hartfield P.J., Mayne G.C., and Murray A.W. Ceramide induces apoptosis in PC12 cells. FEBS Lett 401 (1997) 148-152
16. Hillion J.A., Takahashi K., Maric D., Ruetzler C.A., Barker J.L., and Hallenbeck J.M. Development of an ischemic tolerance model in a PC12 cell line. J Cereb Blood Flow Metab 25 (2005) 154-162
17. 2+-dependent neutral sphingomyelinase. Proc Natl Acad Sci U S A 97 (2000) 5895-5900
18. Jackowski S., and Fagone P. CTP:phosphocholine cytidylyltransferase: Paving the way from gene to membrane. J Biol Chem 280 (2005) 853-856
19. Karten B., Hayashi H., Campenot R.B., Vance D.E., and Vance J.E. Neuronal models for studying lipid metabolism and transport. Methods 36 (2005) 117-128
20. Kim K.O., Lee K.H., Kim Y.H., Park S.K., and Han J.S. Anti-apoptotic role of phospholipase D isozymes in the glutamate-induced cell death. Exp Mol Med 35 (2003) 38-45
21. Klein J. Functions and pathophysiological roles of phospholipase D in the brain. J Neurochem 94 (2005) 1473-1487
22. Lagace T.A., Miller J.R., and Ridgway N.D. Caspase processing and nuclear export of CTP:phosphocholine cytidylyltransferase α during farnesol-induced apoptosis. Mol Cell Biol 22 (2002) 4851-4862
23. Lee S.D., Lee B.D., Han J.M., Kim J.H., Kim Y., Suh P.-G., and Ryu S.H. Phospholipase D2 activity suppresses hydrogen peroxide-induced apoptosis in PC12 cells. J Neurochem 75 (2000) 1053-1059
24. 2+ signaling in astrocytes in an in vitro ischemic model. J Neurosci 24 (2004) 9585-9597
25. Li Y.H., Maher P., and Schubert D. Phosphatidylcholine-specific phospholipase C regulates glutamate-induced nerve cell death. Proc Natl Acad Sci U S A 95 (1998) 7748-7753
26. Luberto C., and Hannun Y.A. Sphingomyelin synthase, a potential regulator of intracellular levels of ceramide and diacylglycerol during SV40 transformation. Does sphingomyelin synthase account for the putative phosphatidylcholine-specific phospholipase C?. J Biol Chem 273 (1998) 14550-14559
27. Mallampalli R.K., Ryan A.J., Salome R.G., and Jackowski S. TNF-α inhibits expression of CTP: phosphocholine cytidylyltransferase. J Biol Chem 275 (2000) 9699-9708
28. McDermott M., Wakelam M.J., and Morris A.J. Phospholipase D. Biochem Cell Biol 82 (2004) 225-253
29. Meng A., Luberto C., Meier P., Bai A., Yang X., Hannun Y.A., and Zhou D. Sphingomyelin synthase as a potential target for D609-induced apoptosis in U937 human monocytic leukemia cells. Exp Cell Res 292 (2004) 385-392
30. 2-IIA: A new inflammatory factor for Alzheimer's disease. J Neuroinflammation 3 (2006) 28
31. Ng M.N.P., Kitos T.E., and Cornell R.B. Contribution of lipid second messengers to the regulation of phosphatidylcholine synthesis during cell cycle re-entry. Biochim Biophys Acta 1686 (2004) 85-99
32. Nozawa Y. Roles of phospholipase D in apoptosis and pro-survival. Biochim Biophys Acta 1585 (2002) 77-86
33. Ohtani R., Tomimoto H., Kondo T., Wakita H., Akiguchi I., Shibasaki H., and Okazaki T. Upregulation of ceramide and its regulating mechanism in a rat model of chronic cerebral ischemia. Brain Res 1023 (2004) 31-40
34. Perluigi M., Joshi G., Sultana R., Calabrese V., De Marco C., Coccia R., and Butterfield D.A. In vivo protection by the xanthate tricyclodecan-9-yl-xanthogenate against amyloid β-peptide (1-42)-induced oxidative stress. Neuroscience 138 (2006) 1161-1170
35. Perry R.J., and Ridgway N.D. The role of de novo ceramide synthesis in the mechanism of action of the tricyclic xanthate D609. J Lipid Res 45 (2004) 164-173
36. Porn-Ares M.I., Chow S.C., Slotte J.P., and Orrenius S. Induction of apoptosis and potentiation of TNF- and Fas-mediated apoptosis in U937 cells by the xanthogenate compound D609. Exp Cell Res 235 (1997) 48-54
37. Ramoni C., Spadaro F., Barletta B., Dupuis M.L., and Podo F. Phosphatidylcholine-specific phospholipase C in mitogen-stimulated fibroblasts. Exp Cell Res 299 (2004) 370-382
38. Rao A.M., Hatcher J.F., and Dempsey R.J. Lipid alterations in transient forebrain ischemia: possible new mechanisms of CDP-choline neuroprotection. J Neurochem 75 (2000) 2528-2535
39. Reimann-Philipp U., Ovase R., Weigel P.H., and Grammas P. Mechanisms of cell death in primary cortical neurons and PC12 cells. J Neurosci Res 64 (2001) 654-660
40. Sarri E., Garcia-Dorado D., Abellan A., and Soler-Soler J. Effect of hypoxia, glucose deprivation, and acidosis on phosphatidylcholine synthesis in HL-1 cardiomyocytes. CTP:phosphocholine cytidylyltransferase activity correlates with sarcolemmal disruption. Biochem J 394 (2006) 325-334
41. Schutze S., Potthoff K., Machleidt T., Berkovic D., Wiegmann K., and Kronke M. TNF activates NF-κB by phosphatidylcholine-specific phospholipase C-induced 'acidic' sphingomyelin breakdown. Cell 71 (1992) 765-776
42. Separovic D., Kester M., Haxhiu M.A., and Ernsberger P. Activation of phosphatidylcholine-selective phospholipase C by I1-imidazoline receptors in PC12 cells and rostral ventrolateral medulla. Brain Res 749 (1997) 335-339
43. Singh A.T.K., Radeff J.M., Kunnel J.G., and Stern P.H. Phosphatidylcholine-specific phospholipase C inhibitor, tricyclodecan-9-yl xanthogenate (D609), increases phospholipase D-mediated phosphatidylcholine hydrolysis in UMR-106 osteoblastic osteosarcoma cells. Biochim Biophys Acta 1487 (2000) 201-208
44. Soeda S., Tsuji Y., Ochiai T., Mishima K.-I., Iwasaki K., Fujiwara M., Yokomatsu T., Murano T., Shibuya S., and Shimeno H. Inhibition of sphingomyelinase activity helps to prevent neuron death caused by ischemic stress. Neurochem Int 45 (2004) 619-626
45. Soldani C., and Scovassi A.I. Poly(ADP-ribose) polymerase-1 cleavage during apoptosis: An update. Apoptosis 7 (2002) 321-328
46. Sortino M.A., Condorelli F., Vancheri C., and Canonico P.L. Tumor necrosis factor-α induces apoptosis in immortalized hypothalamic neurons: involvement of ceramide-generating pathways. Endocrinology 140 (1999) 4841-4849
47. Sultana R., Newman S., Mohmmad-Abdul H., Keller J.N., and Butterfield D.A. Protective effect of the xanthate, D609, on Alzheimer's amyloid beta-peptide (1-42)-induced oxidative stress in primary neuronal cells. Free Radic Res 38 (2004) 449-458
48. 2 in the central nervous system: Implications for neurodegenerative diseases. J Lipid Res 45 (2004) 205-213
49. 2 in astrocytes: responses to oxidative stress, inflammation, and g protein-coupled receptor agonists. Mol Neurobiol 31 (2005) 27-42
50. Tietze F. Enzymic method for quantitative determination of nanogram amounts of total and oxidized glutathione: applications to mammalian blood and other tissues. Anal Biochem 27 (1969) 502-522
51. Tischler A.S., Powers J.F., and Alroy J. Animal models of pheochromocytoma. Histol Histopathol 19 (2004) 883-895
52. Wang N., Lv X., Su L., Zhao B., Zhang S., and Miao J. D609 blocks cell survival and induces apoptosis in neural stem cells. Bioorg Med Chem Lett 16 (2006) 4780-4783
53. Woodcock J. Sphingosine and ceramide signalling in apoptosis. IUBMB Life 58 (2006) 462-466
54. Wright M.M., Henneberry A.L., Lagace T.A., Ridgway N.D., and McMaster C.R. Uncoupling farnesol-induced apoptosis from its inhibition of phosphatidylcholine synthesis. J Biol Chem 276 (2001) 25254-25261
55. Wright M.M., Howe A.G., and Zaremberg V. Cell membranes and apoptosis: role of cardiolipin, phosphatidylcholine, and anticancer lipid analogues. Biochem Cell Biol 82 (2004) 18-26
56. Wu Y.L., Tibrewal N., and Birge R.B. Phosphatidylserine recognition by phagocytes: a view to a kill. Trends Cell Biol 16 (2006) 189-197
57. Yamakawa H., Banno Y., Nakashima S., Sawada M., Yamada J., Yoshimura S., Nishimura Y., Nozawa Y., and Sakai N. Increased phospholipase D2 activity during hypoxia-induced death of PC12 cells: its possible anti-apoptotic role. Neuroreport 11 (2000) 3647-3650
58. Yen C.L., Mar M.H., and Zeisel S.H. Choline deficiency-induced apoptosis in PC12 cells is associated with diminished membrane phosphatidylcholine and sphingomyelin, accumulation of ceramide and diacylglycerol, and activation of a caspase. FASEB J 13 (1999) 135-142
59. Yoshimura S.-I., Banno Y., Nakashima S., Takenaka K., Sakai H., Nishimura Y., Sakai N., Shimizu S., Eguchi Y., Tsujimoto Y., and Nozawa Y. Ceramide formation leads to caspase-3 activation during hypoxic PC12 cell death. Inhibitory effects of Bcl-2 on ceramide formation and caspase-3 activation. J Biol Chem 273 (1998) 6921-6927
60. Yoshimura S., Banno Y., Nakashima S., Hayashi K., Yamakawa H., Sawada M., Sakai N., and Nozawa Y. Inhibition of neutral sphingomyelinase activation and ceramide formation by glutathione in hypoxic PC12 cell death. J Neurochem 73 (1999) 675-683