Targeting the conversion of ceramide to sphingosine 1-phosphate as a novel strategy for cancer therapy

Serhan, 1996, Lipid mediator networks in cell signaling: update and impact of cytokines, FASEB J, 10, 1147, 10.1096/fasebj.10.10.8751717 Fernandis, 2007, Membrane lipids as signaling molecules, Curr Opin Lipidol, 18, 121, 10.1097/MOL.0b013e328082e4d5 Eyster, 2007, The membrane and lipids as integral participants in signal transduction: lipid signal transduction for the non-lipid biochemist, Adv Physiol Educ, 31, 5, 10.1152/advan.00088.2006 Hannun, 1986, Sphingosine inhibition of protein kinase C activity and of phorbol dibutyrate binding in vitro and in human platelets, J Biol Chem, 261, 12604, 10.1016/S0021-9258(18)67133-9 Huwiler, 2000, Physiology and pathophysiology of sphingolipid metabolism and signaling, Biochim Biophys Acta, 1485, 63, 10.1016/S1388-1981(00)00042-1 Sandhoff, 1998, Sphingolipid metabolism. Sphingoid analogs, sphingolipid activator proteins, and the pathology of the cell, Ann NY Acad Sci, 845, 139, 10.1111/j.1749-6632.1998.tb09667.x Zheng, 2006, Ceramides and other bioactive sphingolipid backbones in health and disease: lipidomic analysis, metabolism and roles in membrane structure, dynamics, signaling and autophagy, Biochim Biophys Acta, 1758, 1864, 10.1016/j.bbamem.2006.08.009 Quintern, 1989, Isolation of cDNA clones encoding human acid sphingomyelinase: occurrence of alternatively processed transcripts, EMBO J, 8, 2469, 10.1002/j.1460-2075.1989.tb08382.x Tomiuk, 1998, Cloned mammalian neutral sphingomyelinase: functions in sphingolipid signaling?, Proc Natl Acad Sci USA, 95, 3638, 10.1073/pnas.95.7.3638 Hofmann, 2000, Cloning and characterization of the mammalian brain-specific, Mg2+-dependent neutral sphingomyelinase, Proc Natl Acad Sci USA, 97, 5895, 10.1073/pnas.97.11.5895 Duan, 2006, Alkaline sphingomyelinase: an old enzyme with novel implications, Biochim Biophys Acta, 1761, 281, 10.1016/j.bbalip.2006.03.007 Bose, 1995, Ceramide synthase mediates daunorubicin-induced apoptosis: an alternative mechanism for generating death signals, Cell, 82, 405, 10.1016/0092-8674(95)90429-8 Shimeno, 1998, Partial purification and characterization of sphingosine N-acyltransferase (ceramide synthase) from bovine liver mitochondrion-rich fraction, Lipids, 33, 601, 10.1007/s11745-998-0246-2 Pettus, 2002, Ceramide in apoptosis: an overview and current perspectives, Biochim Biophys Acta, 1585, 114, 10.1016/S1388-1981(02)00331-1 Lin, 2006, Ceramide in apoptotic signaling and anticancer therapy, Curr Med Chem, 13, 1609, 10.2174/092986706777441986 Raines, 1993, Sphingomyelinase and ceramide activate mitogen-activated protein kinase in myeloid HL-60 cells, J Biol Chem, 268, 14572, 10.1016/S0021-9258(18)82367-5 Huwiler, 1996, Ceramide-binding and activation defines protein kinase c-Raf as a ceramide-activated protein kinase, Proc Natl Acad Sci USA, 93, 6959, 10.1073/pnas.93.14.6959 Verheij, 1996, Requirement for ceramide-initiated SAPK/JNK signalling in stress-induced apoptosis, Nature, 380, 75, 10.1038/380075a0 Huwiler, 2004, Differential binding of ceramide to MEKK1 in glomerular endothelial and mesangial cells, Biochim Biophys Acta, 1636, 159, 10.1016/j.bbalip.2003.08.010 Takeda, 1999, Ceramide generation in nitric oxide-induced apoptosis. Activation of magnesium-dependent neutral sphingomyelinase via caspase-3, J Biol Chem, 274, 10654, 10.1074/jbc.274.15.10654 Salinas, 2000, Inhibition of PKB/Akt1 by C2-ceramide involves activation of ceramide-activated protein phosphatase in [12PC] cells, Mol Cell Neurosci, 15, 156, 10.1006/mcne.1999.0813 Schubert, 2000, Ceramide inhibits protein kinase B/Akt by promoting dephosphorylation of serine 473, J Biol Chem, 275, 13330, 10.1074/jbc.275.18.13330 Zundel, 1998, Inhibition of the anti-apoptotic PI(3)K/Akt/Bad pathway by stress, Genes Dev, 12, 1941, 10.1101/gad.12.13.1941 el Bawab, 2002, Ceramidases in the regulation of ceramide levels and function, Subcell Biochem, 36, 187, 10.1007/0-306-47931-1_10 Stoffel, 1973, Sphingosine kinase in blood platelets, Hoppe Seylers Z Physiol Chem, 354, 562, 10.1515/bchm2.1973.354.1.562 Kohama, 1998, Molecular cloning and functional characterization of murine sphingosine kinase, J Biol Chem, 273, 23722, 10.1074/jbc.273.37.23722 Döll, 2005, The epidermal growth factor stimulates sphingosine kinase-1 expression and activity in the human mammary carcinoma cell line MCF7, Biochim Biophys Acta, 1738, 72, 10.1016/j.bbalip.2005.12.001 Liu, 2000, Molecular cloning and functional characterization of a novel mammalian sphingosine kinase type 2 isoform, J Biol Chem, 275, 19513, 10.1074/jbc.M002759200 Okada, 2005, Involvement of N-terminal-extended form of sphingosine kinase 2 in serum-dependent regulation of cell proliferation and apoptosis, J Biol Chem, 280, 36318, 10.1074/jbc.M504507200 Alemany, 2007, Regulation and functional roles of sphingosine kinases, Naunyn Schmiedebergs Arch Pharmacol, 374, 413, 10.1007/s00210-007-0132-3 Maceyka, 2005, SphK1 and SphK2, sphingosine kinase isoenzymes with opposing functions in sphingolipid metabolism, J Biol Chem, 280, 37118, 10.1074/jbc.M502207200 Liu, 2003, Sphingosine kinase type 2 is a putative BH3-only protein that induces apoptosis, J Biol Chem, 278, 40330, 10.1074/jbc.M304455200 Van Veldhoven, 1991, Subcellular localization and membrane topology of sphingosine-1-phosphate lyase in rat liver, J Biol Chem, 266, 12502, 10.1016/S0021-9258(18)98927-1 Zhou, 1998, Identification of the first mammalian sphingosine phosphate lyase gene and its functional expression in yeast, Biochem Biophys Res Commun, 242, 502, 10.1006/bbrc.1997.7993 Mandala, 2000, Molecular cloning and characterization of a lipid phosphohydrolase that degrades sphingosine-1-phosphate and induces cell death, Proc Natl Acad Sci USA, 97, 7859, 10.1073/pnas.120146897 Pyne, 2004, Lysophosphatidic acid and sphingosine 1-phosphate biology: the role of lipid phosphate phosphatases, Semin Cell Dev Biol, 15, 491, 10.1016/j.semcdb.2004.05.007 Herr, 2003, Sply regulation of sphingolipid signaling molecules is essential for Drosophila development, Development, 130, 2443, 10.1242/dev.00456 Mendel, 2003, Sphingosine phosphate lyase expression is essential for normal development in Caenorhabditis elegans, J Biol Chem, 278, 22341, 10.1074/jbc.M302857200 Oskouian, 2006, Sphingosine-1-phosphate lyase potentiates apoptosis via p53- and p38-dependent pathways and is down-regulated in colon cancer, Proc Natl Acad Sci USA, 103, 17384, 10.1073/pnas.0600050103 Schwab, 2005, Lymphocyte sequestration through S1P lyase inhibition and disruption of S1P gradients, Science, 309, 1735, 10.1126/science.1113640 Bandhuyula, 2005, The immune modulator FTY720 inhibits sphingosine-1-phosphate lyase activity, J Biol Chem, 280, 33697, 10.1074/jbc.C500294200 Brinkmann, 2002, The immune modulator FTY720 targets sphingosine 1-phosphate receptors, J Biol Chem, 277, 21453, 10.1074/jbc.C200176200 Mandala, 2002, Alteration of lymphocyte trafficking by sphingosine-1-phosphate receptor agonists, Science, 296, 346, 10.1126/science.1070238 Chun, 2002, International union of pharmacology. XXXIV. Lysophospholipid receptor nomenclature, Pharmacol Rev, 54, 265, 10.1124/pr.54.2.265 Anliker, 2004, Cell surface receptors in lysophospholipid signaling, Semin Cell Dev Biol, 15, 457, 10.1016/j.semcdb.2004.05.005 Meyer zu Heringdorf, 2007, Lysophospholipid receptors: signalling, pharmacology and regulation by lysophospholipid metabolism, Biochim Biophys Acta, 1768, 923, 10.1016/j.bbamem.2006.09.026 Hla, 2003, Signaling and biological actions of sphingosine-1-phosphate, Pharmacol Res, 47, 401, 10.1016/S1043-6618(03)00046-X Young, 2006, Signal transduction of sphingosine-1-phosphate G protein-coupled receptors, Scient World J, 6, 946, 10.1100/tsw.2006.182 Van Brocklyn, 1998, Dual actions of sphingosine-1-phosphate: extracellular through the Gi-coupled receptor Edg-1 and intracellular to regulate proliferation and survival, J Cell Biol, 142, 229, 10.1083/jcb.142.1.229 Postma, 1996, Sphingosine-1-phosphate rapidly induces Rho-dependent neurite retraction: action through a specific cell surface receptor, EMBO J, 15, 2388, 10.1002/j.1460-2075.1996.tb00595.x Vogler, 2003, Sphingosine-1-phosphate and its potentially paradoxical effects on critical parameters of cutaneous wound healing, J Invest Dermatol, 120, 693, 10.1046/j.1523-1747.2003.12096.x Selzner, 2001, Induction of apoptotic cell death and prevention of tumor growth by ceramide analogues in metastatic human colon cancer, Cancer Res, 61, 1233 Haimovitz-Friedman, 1994, Ionizing radiation acts on cellular membranes to generate ceramide and initiate apoptosis, J Exp Med, 180, 525, 10.1084/jem.180.2.525 Jaffrezou, 1996, Daunorubicin-induced apoptosis: triggering of ceramide generation through sphingomyelin hydrolysis, EMBO J, 15, 2417, 10.1002/j.1460-2075.1996.tb00599.x Chauvier, 2002, Ceramide involvement in homocamptothecin- and camptothecin-induced cytotoxicity and apoptosis in colon HT29 cells, Int J Oncol, 20, 855 Bielawska, 1996, (1S,2R)-d-erythro-2-(N-myristoylamino)-1-phenyl-1-propanol as an inhibitor of ceramidase, J Biol Chem, 271, 12646, 10.1074/jbc.271.21.12646 Samsel, 2004, The ceramide analog, B13, induces apoptosis in prostate cancer cell lines and inhibits tumor growth in prostate cancer xenografts, Prostate, 58, 382, 10.1002/pros.10350 Musumarra, 2003, A bioinformatic approach to the identification of candidate genes for the development of new cancer diagnostics, Biol Chem, 384, 321, 10.1515/BC.2003.037 French, 2003, Discovery and evaluation of inhibitors of human sphingosine kinase, Cancer Res, 63, 5962 French, 2006, Antitumor activity of sphingosine kinase inhibitors, J Pharmacol Exp Ther, 318, 596, 10.1124/jpet.106.101345 Buehrer, 1992, Inhibition of sphingosine kinase in vitro and in platelets. Implications for signal transduction pathways, J Biol Chem, 267, 3154, 10.1016/S0021-9258(19)50708-6 Yatomi, 1996, N,N-dimethylsphingosine inhibition of sphingosine kinase and sphingosine 1-phosphate activity in human platelets, Biochemistry, 35, 626, 10.1021/bi9515533 Schwartz, 1997, A pilot clinical/pharmacological study of the protein kinase C-specific inhibitor safingol alone and in combination with doxorubicin, Clin Cancer Res, 3, 537 Endo, 1991, Cell membrane signaling as target in cancer therapy: inhibitory effect of N,N-dimethyl and N,N,N-trimethyl sphingosine derivatives on in vitro and in vivo growth of human tumor cells in nude mice, Cancer Res, 51, 1613 Hoffmann, 2002, Antitumor activity of protein kinase C inhibitors and cisplatin in human head and neck squamous cell carcinoma lines, Anticancer Drugs, 13, 93, 10.1097/00001813-200201000-00011 Nava, 2000, Sphingosine enhances apoptosis of radiation-resistant prostate cancer cells, Cancer Res, 60, 4468 Kohno, 2006, Intracellular role for sphingosine kinase 1 in intestinal adenoma cell proliferation, Mol Cell Biol, 26, 7211, 10.1128/MCB.02341-05 Modok, 2006, Modulation of multidrug resistance efflux pump activity to overcome chemoresistance in cancer, Curr Opin Pharmacol, 6, 350, 10.1016/j.coph.2006.01.009 Pilorget, 2007, Modulation of P-glycoprotein function by sphingosine kinase-1 in brain endothelial cells, J Neurochem, 100, 1203, 10.1111/j.1471-4159.2006.04295.x Bonhoure, 2006, Overcoming MDR-associated chemoresistance in HL-60 acute myeloid leukemia cells by targeting sphingosine kinase-1, Leukemia, 20, 95, 10.1038/sj.leu.2404023 Pchejetski, 2005, Sphingosine kinase-1 as a chemotherapy sensor in prostate adenocarcinoma cell and mouse models, Cancer Res, 65, 11667, 10.1158/0008-5472.CAN-05-2702 van Brocklyn, 2005, Sphingosine kinase-1 expression correlates with poor survival of patients with glioblastoma multiform: roles of sphingosine kinase isoforms in growth of glioblastoma cell lines, J Neuropathol Exp Neurol, 64, 695, 10.1097/01.jnen.0000175329.59092.2c Lucci, 1999, Multidrug resistance modulators and doxorubicin synergize to elevate ceramide levels and elicit apoptosis in drug-resistant cancer cells, Cancer, 86, 300, 10.1002/(SICI)1097-0142(19990715)86:2<300::AID-CNCR14>3.0.CO;2-H Charles, 2001, Taxol-induced ceramide generation and apoptosis in human breast cancer cells, Cancer Chemother Pharmacol, 47, 444, 10.1007/s002800000265 Perry, 2000, Serine palmitoyltransferase regulates de novo ceramide generation during etoposide-induced apoptosis, J Biol Chem, 275, 9078, 10.1074/jbc.275.12.9078 Lavie, 1996, Accumulation of glucosylceramides in multidrug-resistant cancer cells, J Biol Chem, 271, 19530, 10.1074/jbc.271.32.19530 Lucci, 1998, Glucosylceramide: a marker for multiple-drug resistant cancers, Anticancer Res, 18, 475 Liu, 2000, Uncoupling ceramide glycosylation by transfection of glucosylceramide synthase antisense reverses adriamycin resistance, J Biol Chem, 275, 7138, 10.1074/jbc.275.10.7138 Gouaze, 2005, Glucosylceramide synthase blockade down-regulates P-glycoprotein and resensitizes multidrug-resistant breast cancer cells to anticancer drugs, Cancer Res, 65, 3861, 10.1158/0008-5472.CAN-04-2329 Veldman, 1999, Inhibition of P-glycoprotein activity and chemosensitization of multidrug-resistant ovarian carcinoma 2780AD cells by hexanoylglucosylceramide, Biochem Biophys Res Commun, 266, 492, 10.1006/bbrc.1999.1850 Folkman, 2002, Role of angiogenesis in tumor growth and metastasis, Semin Oncol, 29, 15, 10.1053/sonc.2002.37263 Ferrara, 2000, Vascular endothelial growth factor and the regulation of angiogenesis, Recent Prog Horm Res, 55, 15 Friesel, 1995, Molecular mechanisms of angiogenesis: fibroblast growth factor signal transduction, FASEB J, 9, 919, 10.1096/fasebj.9.10.7542215 Shu, 2002, Sphingosine kinase mediates vascular endothelial growth factor-induced activation of ras and mitogen-activated protein kinases, Mol Cell Biol, 22, 7758, 10.1128/MCB.22.22.7758-7768.2002 Rius, 1997, Activation of sphingosine kinase in pheochromocytoma [12PC] neuronal cells in response to trophic factors, FEBS Lett, 417, 173, 10.1016/S0014-5793(97)01277-5 Lee, 1999, Sphingosine 1-phosphate induces angiogenesis: its angiogenic action and signaling mechanism in human umbilical vein endothelial cells, Biochem Biophys Res Commun, 264, 743, 10.1006/bbrc.1999.1586 Liu, 2000, Edg-1, the G protein-coupled receptor for sphingosine-1-phosphate, is essential for vascular maturation, J Clin Invest, 106, 951, 10.1172/JCI10905 Chae, 2004, Regulation of limb development by the sphingosine-1-phosphate receptor S1P1/EDG-1 occurs via the hypoxia/VEGF axis, Dev Biol, 268, 441, 10.1016/j.ydbio.2004.01.001 Ishii, 2001, Selective loss of sphingosine 1-phosphate signaling with no obvious phenotypic abnormality in mice lacking its G protein-coupled receptor, LP(B3)/EDG-3, J Biol Chem, 276, 33697, 10.1074/jbc.M104441200 Kono, 2004, The sphingosine- 1-phosphate receptors S1P1, S1P2 and S1P3 function coordinately during embryonic angiogenesis, J Biol Chem, 279, 29367, 10.1074/jbc.M403937200 Garcia-Barros, 2003, Tumor response to radiotherapy regulated by endothelial cell apoptosis, Science, 300, 1155, 10.1126/science.1082504 Arikawa, 2003, Ligand-dependent inhibition of B16 melanoma cell migration and invasion via endogenous S1P2 G protein-coupled receptor. Requirement of inhibition of cellular RAC activity, J Biol Chem, 278, 32841, 10.1074/jbc.M305024200 Osada, 2002, Enhancement of sphingosine 1-phosphate-induced migration of vascular endothelial cells and smooth muscle cells by an EDG-5 antagonist, Biochem Biophys Res Commun, 299, 483, 10.1016/S0006-291X(02)02671-2 Young, 2007, Roles of sphingosine-1-phosphate (S1P) receptors in malignant behavior of glioma cells. Differential effects of S1P2 on cell migration and invasiveness, Exp Cell Res, 313, 1615, 10.1016/j.yexcr.2007.02.009 Döll F, Pfeilschifter J, Huwiler A. Prolactin upregulates sphingosine kinase-1 expression and activity in the human breast cancer cell line MCF7 and triggers enhanced proliferation and migration, Endocrinol. Rel. Cancer; in press. Hait, 2005, Role of sphingosine kinase 2 in cell migration toward epidermal growth factor, J Biol Chem, 280, 29462, 10.1074/jbc.M502922200 Kharel, 2005, Sphingosine kinase 2 is required for modulation of lymphocyte traffic by FTY720, J Biol Chem, 280, 36865, 10.1074/jbc.M506293200 Zemann, 2006, Sphingosine kinase type 2 is essential for lymphopenia induced by the immunomodulatory drug FTY720, Blood, 107, 1454, 10.1182/blood-2005-07-2628 Azuma, 2002, Marked prevention of tumor growth and metastasis by a novel immunosuppressive agent, FTY720, in mouse breast cancer models, Cancer Res, 62, 1410 Wang, 1999, Early induction of apoptosis in androgen-independent prostate cancer cell line by FTY720 requires caspase-3 activation, Prostate, 40, 50, 10.1002/(SICI)1097-0045(19990615)40:1<50::AID-PROS6>3.0.CO;2-N Enosawa, 1996, Induction of selective cell death targeting on mature T-lymphocytes in rats by a novel immunosuppressant, FTY720, Immunopharmacology, 34, 171, 10.1016/0162-3109(96)00132-4 Nagahara, 2000, Evidence that FTY720 induces T cell apoptosis in vivo, Immunopharmacology, 48, 75, 10.1016/S0162-3109(00)00181-8 Nagahara, 2000, Immunosuppressant FTY720 induces apoptosis by direct induction of permeability transition and release of cytochrome c from mitochondria, J Immunol, 165, 3250, 10.4049/jimmunol.165.6.3250 Matsuoka, 2003, A novel immunosuppressive agent FTY720 induced Akt dephosphorylation in leukemia cells, Br J Pharmacol, 138, 1303, 10.1038/sj.bjp.0705182 Sanchez, 2003, Phosphorylation and action of the immunomodulator FTY720 inhibits vascular endothelial cell growth factor-induced vascular permeability, J Biol Chem, 278, 47281, 10.1074/jbc.M306896200 LaMontagne, 2006, Antagonism of sphingosine-1-phosphate receptors by FTY720 inhibits angiogenesis and tumor vascularization, Cancer Res, 66, 221, 10.1158/0008-5472.CAN-05-2001 Jo, 2005, S1P1-selective in vivo-active agonists from high-throughput screening: off-the-shelf chemical probes of receptor interactions, signaling, and fate, Chem Biol, 12, 703, 10.1016/j.chembiol.2005.04.019 Sanna, 2004, Sphingosine 1-phosphate (S1P) receptor subtypes S1P1 and S1P3, respectively, regulate lymphocyte recirculation and heart rate, J Biol Chem, 279, 13839, 10.1074/jbc.M311743200 Alfonso, 2006, CD69 down-modulation and inhibition of thymic egress by short- and long-term selective chemical agonism of sphingosine 1-phosphate receptors, Eur J Immunol, 36, 149, 10.1002/eji.200535127 Davies, 2005, Sphingosine 1-phosphate analogs as receptor antagonists, J Biol Chem, 280, 9833, 10.1074/jbc.M412356200 Balthasar, 2006, Sphingosine-1-phosphate receptor expression profile and regulation of migration in human thyroid cancer cells, Biochem J, 398, 547, 10.1042/BJ20060299