Early stage monitoring of miltefosine induced apoptosis in KB cells by multinuclear NMR spectroscopy

Anticancer Research

Volumn 16, Issue 3 B, 1996, Pages 1429-1439

  Engelmann, Jörn ^a   Henke, Joachim ^a   Willker, Wieland ^a   Kutscher, Bernhard ^b   Nössner, Gerhard ^b   Engel, Jürgen ^b   Leibfritz, Dieter ^a  

^a UNIVERSITY OF BREMEN   (Germany)

^b ASTA MEDICA AG   (Germany)

Author keywords

Apoptosis; Cell differentiation; Ether lipids; Lipid metabolism; Miltefosine; NMR spectroscopy

Indexed keywords

CHOLINE PHOSPHATE CYTIDYLYLTRANSFERASE; DIACYLGLYCEROL; MILTEFOSINE; PHOSPHOLIPID; TRIACYLGLYCEROL;

ANIMAL CELL; APOPTOSIS; BIOSYNTHESIS; CANCER CELL CULTURE; CELL PROLIFERATION; CELL STRAIN KB; CELL STRUCTURE; CONFERENCE PAPER; CONTROLLED STUDY; DNA CONTENT; DRUG MECHANISM; ENZYME INHIBITION; GLIOMA CELL; HUMAN; HUMAN CELL; LIPID COMPOSITION; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; RAT;

ANIMALS; ANTINEOPLASTIC AGENTS; APOPTOSIS; CELL DIVISION; HUMANS; KB CELLS; MAGNETIC RESONANCE SPECTROSCOPY; PHOSPHORYLCHOLINE; RATS;

EID: 0030037465     PISSN: 02507005     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Conference Paper

References (57)

1. Baumann WJ (ed.): Ether lipids in oncology. Proceedings of the first international symposium on ether lipids in oncology. Lipids 22: 775-980, 1987.
2. Unger C, Damenz W, Fleer EAM, Kim DJ, Breiser A, Hilgard P. Engel J, Nagel G, Eibl H: Hexadecylphosphocholine, a new ether lipid analogue. Studies on the antineoplastic activity in vitro and in vivo. Acta Oncologica 28: 213-217, 1989.
3. Berdel WE: Ether lipids and derivatives as investigational anticancer drugs, a brief review. Onkologie 13: 245-250, 1990.
4. Danhauser-Riedl S, Himmelmann A, Steinhauser G, Busch R, Vogler WR, Rastetter J, Berdel WE: Cytotoxic effects of hexadecylphosphocholine in neoplastic cell lines including drug-resistence sublines in vitro. J Lipid Med 2: 271-280, 1990.
5. Unger C, Fleer EAM, Kotting J, Neumuller W, Eibl H: Antitumoral activity of alkylphosphocholines and analogues in human leukemia cell lines. Prog Exp Tumor Res 34: 25-32, 1992.
6. Berger MR, Yanapirut P, Reinhardt M, Klenner T, Scherf HR, Schmeiser HH: Antitumor activity of alkylphosphocholines and analogues in methylnitrosourea-induced rat mammary carcinomas. Prog Exp Tumor Res 34: 98-115, 1992.
7. Sobottka SB, Berger MR, Eibl H: Structure - activity relationship of four anti-cancer alkylphosphocholine derivatives in vitro and in vivo. Int J Cancer 53: 418-425, 1993.
8. Stekar J, Hilgard P, Voegeli R, Maurer HR, Engel J, Kutscher B, Nossner G, Schumacher W: Antineoplastic activity and tolerability of a novel heterocyclic alkylphospholipid, D-20133. Cancer Chemother Pharmacol 32: 437-444, 1993.
9. Andreesen R, Osterholz J, Luckenhach GA, Costabel U, Schulz A, Speth V, Munder PG, Lohr GW: Tumor cytotoxicity of human macrophoges after incubation with synthetic analogues of 2-lysophosphatidylcholine. J Natl Cancer Inst 72: 53-59, 1984.
10. Vehmeyer K, Eibl H, Unger C: Hexadecylphosphocholine-mediated enhancement of T-cell response to interleukin 2. Cell Immunol 137: 232-238, 1991.
11. Storme GA, Bruyneel EA, Schallier DC, Bolscher JG, Berdel WE, Marcel MM: Effect of ether lipid derivatives on invasion in vitro and on surface glycoproteins of three rodent cell types. Lipids 22: 847-850, 1987.
12. Bolscher JGM, Schallier DCC, van Rooy H, Storme GA, Smets LA: Modification of cell surface carbohydrates and invasive behaviour by an alkyl lysophospholipid. Cancer Res 48: 977-982, 1988.
13. Honma Y, Kasukabe T, Hozumi M, Tsushima S, Nomura H: Induction of differentiation of cultured human and mouse myeloid leukemia cells by alkyl-lysophospholipids. Cancer Res 41: 3211-3216, 1981.
14. Hilgard P, Harlemann JH, Voegeli R, Maurer HR, Echarti C, Unger C: The antineoplastic activity of hexadecylphosphocholine is associated with tumor cell differentation. Proc Am Ass Cancer Res 30: 2310, 1989.
15. Hochhut C, Berkovic D, Eibl HJ, Unger C, Doenecke D: Effects of antineoplastic phospholipids on parameters of cell proliferation in U 937 cells. J Cancer Res Clin Oncol 116: 459-466, 1990.
16. Maurer HR, Hilgard P: Induction of tumor cell differentiation by alkylphosphocholines: a new approach for in vitro screening. Prog Exp Tumor Res 34: 90-97, 1992.
17. Diomede L, Colotta F, Piovani B, Re F, Modest EJ, Salmona M: Induction of apoptosis in human leukemic cells by the ether lipid 1-octadecyl-2-methyl-rac-glycero-3-phosphocholine. A possible basis for its selective action. Int J Cancer 53: 124-130, 1993.
18. 3. Biochem Biophys Res Commun 192: 603-609, 1993.
19. Araki S, Tsuma I, Kaji K, Hayashi H: Programmed cell death in response to alkyllysophospholipids in endothelial cells. J Biochem 115: 245-247, 1994.
20. Diomede L, Piovani B, Re F, Principe P, Colotta F, Modest EJ, Salmona M: The induction of apoptosis is a common feature of the cytotoxic action of ether-linked glycerophospholipids in human leukemic cells. Int J Cancer 57: 645-649, 1994.
21. Zheng B, Oishi K. Shoji M, Eibl H, Berdel WE, Hajdu J, Vogler WR, Kuo JF: Inhibition of protein kinase C, (sodium plus potassium)-activated adenosine triphosphatase, and sodium pump by synthetic phospholipid analogues. Cancer Res 50: 3025-3031, 1990.
22. Shoji M, Raynor LR, Fleer EAM, Eibl H, Vogler WR, Kuo JF: Effects of hexadecylphosphocholine on protein kinase C and TPA-induced differentiation of HL 60 cells. Lipids 26: 145-149, 1991.
23. Überall F, Oberhuber H, Maly K, Zaknun J, Demuth L, Grunicke HH: Hexadecylphosphocholine inhibits inositol phosphate formation and protein kinase C activity. Cancer Res 51: 807-812, 1991.
24. 3 and BM 41.440. Biochem Biophys Res Commun 157: 1000-1006, 1988.
25. Hoffman DR, Thomas VL, Snyder F: Inhibition of cellular transport systems by alkylphospholipid analogs in HL-60 human leukemia cells. Biochim Biophys Acta 1127: 74-80, 1992.
26. Berkovic D, Fleer EAM, Eibl H, Unger C: Effects of hexadecylphosphocholine on cellular function. Prog Exp Tumor Res 34: 59-68, 1992.
27. 2+ signalling by antitumor ether lipid analogues. Cancer Res 50: 4458-4463, 1990.
28. Powis G, Seewald MJ, Gratas C, Melder D, Riebow J, Modest EJ: Selective inhibition of phosphatidylinositol phospholipase C by cytotoxic ether lipid analogues. Cancer Res 52: 2835-2840, 1992.
29. Berggren MI, Gallegos A, Dressler LA, Modest EJ, Powis G: Inhibition of the signalling enzyme phosphatidylinositol-3-kinase by antitumor ether lipid analogues. Cancer Res 53: 4297-4302, 1993.
30. Lazenby CM, Thompson MG, Hickman JA: Elevation of leukemic cell intracellular calcium by ether lipid SRI 62-834. Cancer Res 50: 3327-3330, 1990.
31. Lohmeyer M, Workman M: The role of intracellular free calcium mobilization in the mechanism of action of antitumor ether lipids SRI 62-834 and ET-18-OMe. Biockem Pharmacol 45: 77-86, 1993.
32. 2+ concentration in a normal and breast cancer cell line. Anticancer Res 14: 1549-1556, 1994.
33. Modolell M, Andreesen R, Pahlke W, Brugger U, Munder PG: Disturbance of phospholipid metabolism during the selective destruction of tumor cells induced by alkyl-lysophospholipids. Cancer Res 39: 4681-4686, 1979.
34. Herrmann DBJ: Changes in cellular lipid synthesis of normal and neoplastic cells during cytolysis induced by alkyl lysophospholipid analogues. J Natl Cancer Inst 75: 423-430, 1985.
35. Vogler WR, Whigham E, Bennett WD, Olson AC: Effect of alkyllysophospholipids on phosphatidylcholine biosynthesis in leukemic cell lines. Exp Hematol 13: 629-633, 1985.
36. Herrmann DBJ, Neumann HA: Cytotoxic ether lipids. Different affinities to lysophosphocholine acyltransferases in sensitive and resistent cells. J Biol Chem 261: 7742-7747, 1986.
37. Geilen CC, Wieder T, Reutter W: Hexadecylphosphocholine inhibits translocation of CTP:choline-phosphate cytidylyltransferase in Madine-Darby canine kidney cells. J Biol Chem 267: 6719-6724.
38. 12thAnnual Meeting of the Society of Magnetic Resonance in Medicine: 1009. 1993.
39. Bligh EG, Dyer WJ: A rapid method of total lipid extraction and purification. Can J Biochem Physiol 37: 911-917, 1959.
40. Warren L: Isolation of plasma membrane from tissue culture-L cells. Methods in Enzymology 31: 156-162, 1974.
41. Henke J, Willker W, Engelmann J, Leibfritz D: Combined extraction techniques of tumour cells and lipid/phospholipid assignment by two dimensional NMR spectroscopy. Anticancer Res 16: 1417-1428, 1996.
42. Eagle H: Propagation in a fluid medium of a human epidermoid carcinoma, strain KB. Proc Soc Exptl Biol Med 89: 362-364, 1955.
43. Benda P, Lightbody J, Sato G, Levine L, Sweet W: Differentiated rat glial cell strain in tissue culture. Science 161: 370-371, 1968.
44. Burton K: A study of the conditions and mechanism of the diphenylamine reaction for the colorimetric estimation of deoxyribonucleic acid. Biochem J 62: 315-323, 1955.
45. Lohmann RD, Beyersmann D: Effect of zinc and cadmium on apoptotic DNA fragmentation in isolated bovine liver nuclei. Environ Health Perspect 102: 269-271, 1994.
46. 13C labeling in studies of metabolic regulation. Prog Nuc Magn Reson Spectrosc 20: 337-383, 1988.
47. 31P magnetic resonance spectroscopic profiles of neoplastic human breast tissues. Cancer Res 48: 5112-5118, 1988.
48. 1H-NMR of acid extracts. Biochim Biophys Acta 1054: 181-197, 1990.
49. Casu M, Anderson GJ, Choi G, Gibbons WA: NMR lipid profiles of cells, tissues and body fluids. 1-1D and 2D proton NMR of lipids from rat liver. Magn Res Chem 29: 594-602, 1991.
50. 1H NMR spectroscopy with isotropic proton mixing. J Magn Reson 95: 387-395, 1991.
51. Willker W, Engelmann J, Brand A, Leibfritz D: Metabolite identification in cell extracts and culture media by proton-detected 2D-H,C-NMR spectroscopy. J Magn Reson Anal: 2: 21-32, 1996.
52. Kerr JFR, Wyllie AH, Currie AR: Apoptosis: a basic biological phenomenon with wideranging implications in tissue kinetics. Brit J Cancer 26: 239-257, 1972.
53. Chabot MC, Wykle RL, Modest EJ, Daniel LW: Correlation of ether lipid content of human leukemia cell lines and their susceptibility to 1-O-octadecyl-2-O-methyl-rac-glycero-3-phosphocholine. Cancer Res 49: 4441-4445, 1989.
54. Bell RM: Protein kinase C activation by diacylglycerol second messengers. Cell 45: 631-632, 1986.
55. Zeisel H: Choline phospholipids: signal transduction and carcinogenesis. FASEB J 7: 551-557, 1993.
56. 1H NMR spectroscopic characterization of programmed cell death (apoptosis) in acute lymphoblastic leukemia. Proc Soc Magn Reson 1995: 1729.
57. 1H NMR visible lipids. Proc Soc Magn Reson 1995: 148.