Trichothecenes induce accumulation of glucosylceramide in neural cells by interfering with lactosylceramide synthase activity

Toxicology and Applied Pharmacology

Volumn 225, Issue 1, 2007, Pages 113-122

  Kralj, Ana ^a   Gurgui, Mihaela ^a   König, Gabriele M ^a   van Echten Deckert, Gerhild ^a  

^a UNIVERSITY OF BONN   (Germany)

Author keywords

8 Deoxy trichothecin; Glycosphingolipids; Lactosylceramide synthase; Neural cells; Trichodermol; Trichothecenes

Indexed keywords

2 DEOXYTRICHOTHECIN; GANGLIOSIDE; GLUCOSYLCERAMIDE; LACTOSYLCERAMIDE; LACTOSYLCERAMIDE SYNTHASE; SPHINGOLIPID; SYNTHETASE; TRICHODERMOL; TRICHOTHECENE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; BIOASSAY; CELL TYPE; CONTROLLED STUDY; ENZYME ACTIVITY; GOLGI COMPLEX; LIPID METABOLISM; LIPOGENESIS; MOUSE; NERVE CELL; NEUROBLASTOMA CELL; NONHUMAN;

ANIMALS; ANTIGENS, CD; BIOLOGICAL TRANSPORT; CELLS, CULTURED; FUNGI; GALACTOSYLTRANSFERASES; GANGLIOSIDES; GLUCOSYLCERAMIDES; HUMANS; LACTOSYLCERAMIDES; MICE; NEUROBLASTOMA; NEURONS; RATS; RNA PROCESSING, POST-TRANSCRIPTIONAL; RNA, MESSENGER; TRICHODERMIN; TRICHOTHECENES;

ANIMALIA; SPICELLUM ROSEUM;

EID: 35548987438     PISSN: 0041008X     EISSN: 10960333     Source Type: Journal    
DOI: 10.1016/j.taap.2007.08.005     Document Type: Article

References (51)

1. Bektas M., and Spiegel S. Glycosphingolipids and cell death. Glycoconj. J. 20 (2004) 39-47
2. Bradford M.M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 72 (1976) 248-254
3. Buccoliero R., and Futerman A.H. The roles of ceramide and complex sphingolipids in neuronal cell function. Pharmacol. Res. 47 (2003) 409-419
4. Coste H., Martel M.B., and Got R. Topology of glucosylceramide synthesis in Golgi membranes from porcine submaxillary glands. Biochim. Biophys. Acta 858 (1986) 6-12
5. Datta S.C., and Radin N.S. Stimulation of liver growth and DNA synthesis by glucosylceramide. Lipids 23 (1988) 508-510
6. De Rosa M.F., Sillence D., Ackerley C., and Lingwood C. Role of multiple drug resistance protein 1 in neutral but not acidic glycosphingolipid biosynthesis. J. Biol. Chem. 279 (2004) 7867-7876
7. Futerman A.H., and Pagano R.E. Determination of the intracellular sites and topology of glucosylceramide synthesis in rat liver. Biochem. J. 280 Pt 2 (1991) 295-302
8. Giraudo C.G., and Maccioni H.J. Ganglioside glycosyltransferases organize in distinct multienzyme complexes in CHO-K1 cells. J. Biol. Chem. 278 (2003) 40262-40271
9. Glaser R., Shiftan D., and Froimowitz M. NMR structure determination of brefeldin-A, a 13-membered ring fungal metabolite. Magn. Reson. Chem. 38 (2000) 274-280
10. Grove J.F. Non-macrocyclic trichothecenes. Nat. Prod. Rep. 5 (1988) 187-209
11. Grove J.F. Non-macrocyclic trichothecenes: Part 2. Prog. Chem. Org. Nat. Prod. 69 (2000) 1-70
12. 13C]mevalonic acid. J. Chem. Soc. (1974) 1033-1036 [Perkin 1]
13. Höller U., Wright A.D., Matthee G.F., König G.M., Draeger S., Aust H.J., and Schulz B. Fungi from marine sponges: diversity, biological activity and secondary metabolites. Mycol. Res. 11 (2000) 1354-1365
14. Horn W.S., Smith J.L., Bills G.F., Raghoobar S.L., Helms G.L., Kurtz M.B., Marrinan J.A., Frommer B.R., Thornton R.A., and Mandala S.M. Sphingofungins E and F: novel serinepalmitoyl transferase inhibitors from Paecilomyces variotii. J. Antibiot. (Tokyo) 45 (1992) 1692-1696
15. Ji X., Ke Y., Ning T., Liang Y., Wang D., and Shi G. Effects of sterigmatocystin and T-2 toxin on the induction of unscheduled DNA synthesis in primary cultures of human gastric epithelial cells. Nat. Toxins 2 (1994) 115-119
16. Krohn K., Steingrover K., Aust H.J., Draeger S., and Schulz B. Biologically active metabolites from fungi, 17. 8-alpha-acetoxyverrol, a new member of the trichothecene sesquiterpenes. Nat. Prod. Res. 17 (2003) 67-70
17. Lannert H., Gorgas K., Meissner I., Wieland F.T., and Jeckel D. Functional organization of the Golgi apparatus in glycosphingolipid biosynthesis. Lactosylceramide and subsequent glycosphingolipids are formed in the lumen of the late Golgi. J. Biol. Chem. 273 (1998) 2939-2946
18. Laupeze B., Amiot L., Courtois A., Vernhet L., Drenou B., Fauchet R., and Fardel O. Use of the anionic dye carboxy-2′,7′-dichlorofluorescein for sensitive flow cytometric detection of multidrug resistance-associated protein activity. Int. J. Oncol. 15 (1999) 571-576
19. Lautraite S., Parent-Massin D., Rio B., and Hoellinger H. In vitro toxicity induced by deoxynivalenol (DON) on human and rat granulomonocytic progenitors. Cell Biol. Toxicol. 13 (1997) 175-183
20. Li F.Q., Luo X.Y., and Yoshizawa T. Mycotoxins (trichothecenes, zearalenone and fumonisins) in cereals associated with human red-mold intoxications stored since 1989 and 1991 in China. Nat. Toxins. 7 (1999) 93-97
21. Mandala S.M., Frommer B.R., Thornton R.A., Kurtz M.B., Young N.M., Cabello M.A., Genilloud O., Liesch J.M., Smith J.L., and Horn W.S. Inhibition of serine palmitoyl-transferase activity by lipoxamycin. J. Antibiot. (Tokyo) 47 (1994) 376-379
22. Mandon E.C., Ehses I., Rother J., van Echten G., and Sandhoff K. Subcellular localization and membrane topology of serine palmitoyltransferase, 3-dehydrosphinganine reductase, and sphinganine N-acyltransferase in mouse liver. J. Biol. Chem. 267 (1992) 11144-11148
23. Marchell N.L., Uchida Y., Brown B.E., Elias P.M., and Holleran W.M. Glucosylceramides stimulate mitogenesis in aged murine epidermis. J. Invest. Dermatol. 110 (1998) 383-387
24. Marsh N.L., Elias P.M., and Holleran W.M. Enhancement of epidermal glucosylceramide content stimulates mitogenesis in murine epidermis. J. Clin. Invest. 95 (1995) 2903-2909
25. Merrill Jr. A.H., van Echten G., Wang E., and Sandhoff K. Fumonisin B1 inhibits sphingosine (sphinganine) N-acyltransferase and de novo sphingolipid biosynthesis in cultured neurons in situ. J. Biol. Chem. 268 (1993) 27299-27306
26. Michel C., and van Echten-Deckert G. Conversion of dihydroceramide to ceramide occurs at the cytosolic face of the endoplasmic reticulum. FEBS Lett. 416 (1997) 153-155
27. Neyfakh A.A. Use of fluorescent dyes as molecular probes for the study of multidrug resistance. Exp. Cell Res. 174 (1988) 168-176
28. Nicot J., and Roquebert F.M. A new mould isolated from ensilage. Spicellum roseum new genus. Rev. Mycol. 39 (1976) 269-272
29. Nomura T., Takizawa M., Aoki J., Arai H., Inoue K., Wakisaka E., Yoshizuka N., Imokawa G., Dohmae N., Takio K., Hattori M., and Matsuo N. Purification, cDNA cloning, and expression of UDP-Gal: glucosylceramide beta-1,4-galactosyltransferase from rat brain. J. Biol. Chem. 273 (1998) 13570-13577
30. Pestka J.J., and Smolinski A.T. Deoxynivalenol: toxicology and potential effects on humans. J. Toxicol. Environ Health B Crit. Rev. 8 (2005) 39-69
31. Pestka J.J., Zhou H.R., Moon Y., and Chung Y.J. Cellular and molecular mechanisms for immune modulation by deoxynivalenol and other trichothecenes: unraveling a paradox. Toxicol. Lett. 153 (2004) 61-73
32. Plattner R.D., Al-Hetti M.B., Weisleder D., and Sinclair J.B. A new trichothecene from Trichothecium roseum. J. Chem. Res. (1988) 2461-2473 (M)
33. Proia R.L. Gangliosides help stabilize the brain. Nat. Genet. 36 (2004) 1147-1148
34. Raggers R.J., van Helvoort A., Evers R., and van Meer G. The human multidrug resistance protein MRP1 translocates sphingolipid analogs across the plasma membrane. J. Cell Sci. 112 Pt 3 (1999) 415-422
35. Rocha O., Ansari K., and Doohan F.M. Effects of trichothecene mycotoxins on eukaryotic cells: a review. Food Addit. Contam. 22 (2005) 369-378
36. Sadeghlar F., Sandhoff K., and van Echten-Deckert G. Cell type specific localization of sphingomyelin biosynthesis. FEBS Lett. 478 (2000) 9-12
37. Schubert D., Heinemann S., Carlisle W., Tarikas H., Kimes B., Patrick J., Steinbach J.H., Culp W., and Brandt B.L. Clonal cell lines from the rat central nervous system. Nature 249 (1974) 224-227
38. Senchenkov A., Litvak D.A., and Cabot M.C. Targeting ceramide metabolism-a strategy for overcoming drug resistance. J. Natl. Cancer Inst. 93 (2001) 347-357
39. Shifrin V.I., and Anderson P. Trichothecene mycotoxins trigger a ribotoxic stress response that activates c-Jun N-terminal kinase and p38 mitogen-activated protein kinase and induces apoptosis. J. Biol. Chem. 274 (1999) 13985-13992
40. Svennerholm L. Chromatographic separation of human brain gangliosides. J. Neurochem. 10 (1963) 613-623
41. Tanaka H., Plattner R.D., Yamagishi R., Minamisawa M., Manabe M., Kawasugi S., Gareis M., and Okada G. 8-Deoxy-trichothecin production by Spicellum roseum isolated from a cultivated mushroom in Japan. Mycotoxins 51 (2001) 71-77
42. Ueno Y. Toxicological features of T-2 toxin and related trichothecenes. Fundam. Appl. Toxicol. 4 (1984) S124-S132
43. van Echten G., and Sandhoff K. Modulation of ganglioside biosynthesis in primary cultured neurons. J. Neurochem. 52 (1989) 207-214
44. van Echten G., Iber H., Stotz H., Takatsuki A., and Sandhoff K. Uncoupling of ganglioside biosynthesis by brefeldin A. Eur. J. Cell Biol. 51 (1990) 135-139
45. van Echten-Deckert G. Sphingolipid extraction and analysis by thin-layer chromatography. Methods Enzymol. 312 (2000) 64-79
46. van Echten-Deckert G., and Herget T. Sphingolipid metabolism in neural cells. Biochim. Biophys. Acta 1758 (2006) 1978-1994
47. van Echten-Deckert G., Giannis A., Schwarz A., Futerman A.H., and Sandhoff K. 1-Methylthiodihydroceramide, a novel analog of dihydroceramide, stimulates sphinganine degradation resulting in decreased de novo sphingolipid biosynthesis. J. Biol. Chem. 273 (1998) 1184-1191
48. Wedeking A., and van Echten-Deckert G. Sphingolipid metabolism and function in nerve tissue. In: Albi E. (Ed). Sphingolipids and Cell Function. Research Signpost, Kerala, India (2006) 137-167
49. Yamashita T., Wu Y.P., Sandhoff R., Werth N., Mizukami H., Ellis J.M., Dupree J.L., Geyer R., Sandhoff K., and Proia R.L. Interruption of ganglioside synthesis produces central nervous system degeneration and altered axon-glial interactions. Proc. Natl. Acad. Sci. U. S. A. 102 (2005) 2725-2730
50. Zacharias C., van Echten-Deckert G., Plewe M., Schmidt R.R., and Sandhoff K. A truncated epoxy-glucosylceramide uncouples glycosphingolipid biosynthesis by decreasing lactosylceramide synthase activity. J. Biol. Chem. 269 (1994) 13313-13317
51. Zhou H.R., Islam Z., and Pestka J.J. Rapid, sequential activation of mitogen-activated protein kinases and transcription factors precedes proinflammatory cytokine mRNA expression in spleens of mice exposed to the trichothecene vomitoxin. Toxicol. Sci. 72 (2003) 130-142