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Volumn 5, Issue 28, 2008, Pages 1371-1386

Testing the hypothesis that amphiphilic antineoplastic lipid analogues act through reduction of membrane curvature elastic stress

Author keywords

Alkyllysophospholipids; Alkylphosphocholines; Anticancer; CTP: phosphocholine cytidylyltransferase; Curvature elastic stress; Type I lipids

Indexed keywords

ARSENIC COMPOUNDS; BIOCHEMISTRY; CELL DEATH; CHEMOTHERAPY; CHLORINE COMPOUNDS; COLLOIDS; CONCENTRATION (PROCESS); CRITICAL MICELLE CONCENTRATION; DRUG DELIVERY; DRUG DOSAGE; MEMBRANES; MICELLES;

EID: 52749098089     PISSN: 17425689     EISSN: 17425662     Source Type: Journal    
DOI: 10.1098/rsif.2008.0041     Document Type: Article
Times cited : (27)

References (75)
  • 2
    • 0034255144 scopus 로고    scopus 로고
    • Modulation of CTP: Phosphocholine cytidylyltransferase by membrane curvature elastic stress
    • doi:10.1073/pnas.160260697
    • Attard, G. S., Templer, R. H., Smith, W. S., Hunt, A. N. & Jackowski, S. 2000 Modulation of CTP: phosphocholine cytidylyltransferase by membrane curvature elastic stress. Proc. Natl Acad. Sci. USA 97, 9032-9036. (doi:10.1073/pnas.160260697)
    • (2000) Proc. Natl Acad. Sci. USA , vol.97 , pp. 9032-9036
    • Attard, G.S.1    Templer, R.H.2    Smith, W.S.3    Hunt, A.N.4    Jackowski, S.5
  • 3
    • 0037189590 scopus 로고    scopus 로고
    • Structural basis for interactions between lung surfactant protein C and bacterial lipopolysaccharide
    • doi:10.1074/jbc.M111925200
    • Augusto, L. A., Li, J., Synguelakis, M., Johansson, J. & Chaby, R. 2002 Structural basis for interactions between lung surfactant protein C and bacterial lipopolysaccharide. J. Biol. Chem. 277, 23 484-23 492. (doi:10.1074/jbc.M111925200)
    • (2002) J. Biol. Chem , vol.277
    • Augusto, L.A.1    Li, J.2    Synguelakis, M.3    Johansson, J.4    Chaby, R.5
  • 4
    • 0032189615 scopus 로고    scopus 로고
    • Cytotoxic etherphospholipid analogues
    • doi:10.1016/S0306-3623(98)00081-0
    • Berkovic, D. 1998 Cytotoxic etherphospholipid analogues. Gen. Pharmacol. 31, 511-517. (doi:10.1016/S0306-3623(98)00081-0)
    • (1998) Gen. Pharmacol , vol.31 , pp. 511-517
    • Berkovic, D.1
  • 6
    • 0028987154 scopus 로고
    • Lysophosphatidylcholine and 1-O-octadecyl-2-O-methyl-rac-glycero-3-phosphocholine inhibit the CDP-choline pathway of phosphatidylcholine synthesis at the CTP: Phosphocholine cytidylyltransferase step
    • doi:10.1074/jbc.270.13.7757
    • Boggs, K. P., Rock, C. O. & Jackowski, S. 1995 Lysophosphatidylcholine and 1-O-octadecyl-2-O-methyl-rac-glycero-3-phosphocholine inhibit the CDP-choline pathway of phosphatidylcholine synthesis at the CTP: phosphocholine cytidylyltransferase step. J. Biol. Chem. 270, 7757-7764. (doi:10.1074/jbc.270.13.7757)
    • (1995) J. Biol. Chem , vol.270 , pp. 7757-7764
    • Boggs, K.P.1    Rock, C.O.2    Jackowski, S.3
  • 7
    • 0032484590 scopus 로고    scopus 로고
    • The antiproliferative effect of hexadecylphosphocholine toward HL60 cells is prevented by exogenous lysophosphatidylcholine
    • doi:10.1016/S0005-2760(97)00145-8
    • Boggs, K., Rock, C. O. & Jackowski, S. 1998 The antiproliferative effect of hexadecylphosphocholine toward HL60 cells is prevented by exogenous lysophosphatidylcholine. Biochim. Biophys. Acta 1389, 1-12. (doi:10.1016/S0005-2760(97)00145-8)
    • (1998) Biochim. Biophys. Acta , vol.1389 , pp. 1-12
    • Boggs, K.1    Rock, C.O.2    Jackowski, S.3
  • 8
    • 0028924499 scopus 로고
    • Analogs of alkyllysophospholipids: Chemistry, effects on the molecular level and their consequences for normal and malignant cells
    • doi:10.1016/0163- 7258(95)00001-W
    • Brachwitz, H. & Vollgraf, C. 1995 Analogs of alkyllysophospholipids: chemistry, effects on the molecular level and their consequences for normal and malignant cells. Pharmacol. Ther. 66, 39-82. (doi:10.1016/0163- 7258(95)00001-W)
    • (1995) Pharmacol. Ther , vol.66 , pp. 39-82
    • Brachwitz, H.1    Vollgraf, C.2
  • 9
    • 0343650546 scopus 로고
    • Halolipids. III. Alkyl glyceryl ether analogs
    • doi:10.1002/prac.19793210509
    • Brachwitz, H., Langen, P., Otto, A. & Schildt, J. 1979 Halolipids. III. Alkyl glyceryl ether analogs. J. Prakt. Chem. 321, 775-786. (doi:10.1002/prac.19793210509)
    • (1979) J. Prakt. Chem , vol.321 , pp. 775-786
    • Brachwitz, H.1    Langen, P.2    Otto, A.3    Schildt, J.4
  • 10
    • 0020404803 scopus 로고    scopus 로고
    • Brachwitz, H., Langen, P., Hintsche, R. & Schildt, J. 1982 Halo lipids. V. Synthesis, nuclear magnetic resonance spectra and cytostatic properties of halo analogs of alkyllysophospholipids. Chem. Phys. Lipids 31, 33-52. (doi:10.1016/0009-3084(82)90017-2)
    • Brachwitz, H., Langen, P., Hintsche, R. & Schildt, J. 1982 Halo lipids. V. Synthesis, nuclear magnetic resonance spectra and cytostatic properties of halo analogs of alkyllysophospholipids. Chem. Phys. Lipids 31, 33-52. (doi:10.1016/0009-3084(82)90017-2)
  • 11
    • 0011804418 scopus 로고
    • Halo lipids. 7. Synthesis of rac 1-chloro-1-deoxy-2-O-hexadecylglycero-3-phosphocholine
    • doi:10.1016/0009-3084(84)90009-4
    • Brachwitz, H., Langen, P. & Schildt, J. 1984 Halo lipids. 7. Synthesis of rac 1-chloro-1-deoxy-2-O-hexadecylglycero-3-phosphocholine. Chem. Phys. Lipids 34, 355-362. (doi:10.1016/0009-3084(84)90009-4)
    • (1984) Chem. Phys. Lipids , vol.34 , pp. 355-362
    • Brachwitz, H.1    Langen, P.2    Schildt, J.3
  • 12
    • 0023521342 scopus 로고
    • Cytostatic activity of synthetic O-alkylglycerolipids
    • doi:10.1007/BF02535551
    • Brachwitz, H., Langen, P., Arndt, D. & Fichtner, I. 1987 Cytostatic activity of synthetic O-alkylglycerolipids. Lipids 22, 897-903. (doi:10.1007/BF02535551)
    • (1987) Lipids , vol.22 , pp. 897-903
    • Brachwitz, H.1    Langen, P.2    Arndt, D.3    Fichtner, I.4
  • 13
    • 34250003198 scopus 로고    scopus 로고
    • Surface-active properties of the antitumour ether lipid 1-O-octadecyl- 2-O-methyl-rac-glycero-3-phosphocholine (edelfosine)
    • doi:10.1016/j.bbamem.2007.04.025
    • Busto, J. V., Sot, J., Goni, F. M., Mollinedo, F. & Alonso, A. 2007 Surface-active properties of the antitumour ether lipid 1-O-octadecyl- 2-O-methyl-rac-glycero-3-phosphocholine (edelfosine). Biochim. Biophys. Acta 1768, 1855-1860. (doi:10.1016/j.bbamem.2007.04.025)
    • (2007) Biochim. Biophys. Acta , vol.1768 , pp. 1855-1860
    • Busto, J.V.1    Sot, J.2    Goni, F.M.3    Mollinedo, F.4    Alonso, A.5
  • 14
    • 0025886751 scopus 로고
    • Regulation of CTP: Phosphocholine cytidylyltransferase by lipids. 1. Negative surface charge dependence for activation
    • doi:10.1021/bi00238a010
    • Cornell, R. B. 1991a Regulation of CTP: phosphocholine cytidylyltransferase by lipids. 1. Negative surface charge dependence for activation. Biochemistry 30, 5873-5880. (doi:10.1021/bi00238a010)
    • (1991) Biochemistry , vol.30 , pp. 5873-5880
    • Cornell, R.B.1
  • 15
    • 0025778806 scopus 로고
    • Regulation of CTP: Phosphocholine cytidylyltransferase by lipids. 2. Surface curvature, acyl chain length, and lipid-phase dependence for activation
    • doi:10.1021/bi00238a011
    • Cornell, R. B. 1991b Regulation of CTP: phosphocholine cytidylyltransferase by lipids. 2. Surface curvature, acyl chain length, and lipid-phase dependence for activation. Biochemistry 30, 5881-5888. (doi:10.1021/bi00238a011)
    • (1991) Biochemistry , vol.30 , pp. 5881-5888
    • Cornell, R.B.1
  • 16
    • 0023502460 scopus 로고
    • Structure-cytotoxicity studies on alkyl lysophospholipids and some analogs in leukemic blasts of human origin in vitro
    • doi:10.1007/BF02535553
    • Danhauser, S., Berdel, W. E., Schick, H. D., Fromm, M., Reichert, A., Fink, U., Busch, R., Eibl, H. & Rastetter, J. 1987 Structure-cytotoxicity studies on alkyl lysophospholipids and some analogs in leukemic blasts of human origin in vitro. Lipids 22, 911-915. (doi:10.1007/BF02535553)
    • (1987) Lipids , vol.22 , pp. 911-915
    • Danhauser, S.1    Berdel, W.E.2    Schick, H.D.3    Fromm, M.4    Reichert, A.5    Fink, U.6    Busch, R.7    Eibl, H.8    Rastetter, J.9
  • 17
    • 0035807063 scopus 로고    scopus 로고
    • Regulation of CTP: Phosphocholine cytidylyltransferase activity by the physical properties of lipid membranes: an important role for stored curvature strain energy
    • doi:10.1021/bi010904c
    • Davies, S. M., Epand, R. M., Kraayenhof, R. & Cornell, R. B. 2001 Regulation of CTP: phosphocholine cytidylyltransferase activity by the physical properties of lipid membranes: an important role for stored curvature strain energy. Biochemistry 40, 10 522-10 531. (doi:10.1021/bi010904c)
    • (2001) Biochemistry , vol.40
    • Davies, S.M.1    Epand, R.M.2    Kraayenhof, R.3    Cornell, R.B.4
  • 18
    • 0026688244 scopus 로고
    • Physicochemical behavior of cytotoxic ether lipids
    • doi:10.1021/bi00150a019
    • Dick, D. L. & Lawrence, D. S. 1992 Physicochemical behavior of cytotoxic ether lipids. Biochemistry 31, 8252-8257. (doi:10.1021/bi00150a019)
    • (1992) Biochemistry , vol.31 , pp. 8252-8257
    • Dick, D.L.1    Lawrence, D.S.2
  • 19
    • 0026033612 scopus 로고
    • Multiparametric flow cytometry of the modulation of tumor cell membrane permeability by developmental antitumor ether lipid SRI 62-834 in EMT6 mouse mammary tumor and HL-60 human promyelocytic leukemia cells
    • Dive, C., Watson, J. V. & Workman, P. 1991 Multiparametric flow cytometry of the modulation of tumor cell membrane permeability by developmental antitumor ether lipid SRI 62-834 in EMT6 mouse mammary tumor and HL-60 human promyelocytic leukemia cells. Cancer Res. 51, 799-806.
    • (1991) Cancer Res , vol.51 , pp. 799-806
    • Dive, C.1    Watson, J.V.2    Workman, P.3
  • 20
    • 0023518617 scopus 로고
    • Antineoplastic activity of the thioether lysophospholipid derivative BM 41.440 in vitro
    • doi:10.1007/BF02535554
    • Fromm, M., Berdel, W. E., Schick, H. D., Fink, U., Pahlke, W., Bicker, U., Reichert, A. & Rastetter, J. 1987 Antineoplastic activity of the thioether lysophospholipid derivative BM 41.440 in vitro. Lipids 22, 916-918. (doi:10.1007/BF02535554)
    • (1987) Lipids , vol.22 , pp. 916-918
    • Fromm, M.1    Berdel, W.E.2    Schick, H.D.3    Fink, U.4    Pahlke, W.5    Bicker, U.6    Reichert, A.7    Rastetter, J.8
  • 21
    • 0028323520 scopus 로고
    • Phospholipid analogs: Side chain- and polar head group-dependent effects on phosphatidylcholine biosynthesis
    • Geilen, C. C., Haase, A., Wieder, T., Arndt, D., Zeisig, R. & Reutter, W. 1994 Phospholipid analogs: side chain- and polar head group-dependent effects on phosphatidylcholine biosynthesis. J. Lipid Res. 35, 625-632.
    • (1994) J. Lipid Res , vol.35 , pp. 625-632
    • Geilen, C.C.1    Haase, A.2    Wieder, T.3    Arndt, D.4    Zeisig, R.5    Reutter, W.6
  • 22
    • 0030891219 scopus 로고    scopus 로고
    • Phosphatidylcholine biosynthesis as a target for phospholipid analogs
    • Geilen, C. C., Wieder, T. & Orfanos, C. E. 1996 Phosphatidylcholine biosynthesis as a target for phospholipid analogs. Adv. Exp. Med. Biol. 416, 333-336.
    • (1996) Adv. Exp. Med. Biol , vol.416 , pp. 333-336
    • Geilen, C.C.1    Wieder, T.2    Orfanos, C.E.3
  • 24
    • 84943997802 scopus 로고
    • Elastic properties of lipid bilayers: Theory and possible experiments
    • Helfrich, W. 1973 Elastic properties of lipid bilayers: theory and possible experiments. Z. Naturforsch. [C] 28, 693-703.
    • (1973) Z. Naturforsch , vol.100 , Issue.28 , pp. 693-703
    • Helfrich, W.1
  • 25
    • 0003187436 scopus 로고
    • Lyotropic nematic phases of double-chain surfactants
    • doi:10.1007/BFb0114182
    • Hertel, G. & Hoffmann, H. 1988 Lyotropic nematic phases of double-chain surfactants. Prog. Colloid Polym. Sci. 76, 123-131. (doi:10.1007/BFb0114182)
    • (1988) Prog. Colloid Polym. Sci , vol.76 , pp. 123-131
    • Hertel, G.1    Hoffmann, H.2
  • 26
    • 0001618858 scopus 로고
    • New lyotropic nematics of double chain surfactants
    • doi:10.1080/ 02678298908045696
    • Hertel, G. & Hoffmann, H. 1989 New lyotropic nematics of double chain surfactants. Liq. Crystals 5, 1883-1898. (doi:10.1080/ 02678298908045696)
    • (1989) Liq. Crystals , vol.5 , pp. 1883-1898
    • Hertel, G.1    Hoffmann, H.2
  • 27
    • 0021220788 scopus 로고
    • Cytotoxicity of ether-linked phytanyl phospholipid analogs and related derivatives in human HL-60 leukemia cells and polymorphonuclear neutrophils
    • Hoffman, D. R., Stanley, J. D., Berchtold, R. & Snyder, F. 1984 Cytotoxicity of ether-linked phytanyl phospholipid analogs and related derivatives in human HL-60 leukemia cells and polymorphonuclear neutrophils. Res. Commun. Chem. Pathol. Pharmacol. 44, 293-306.
    • (1984) Res. Commun. Chem. Pathol. Pharmacol , vol.44 , pp. 293-306
    • Hoffman, D.R.1    Stanley, J.D.2    Berchtold, R.3    Snyder, F.4
  • 28
    • 0020578173 scopus 로고
    • Antileukemic effect of alkyl phospholipids. I. Inhibition of proliferation and induction of differentiation of cultured myeloid leukemia cells by alkyl ethyleneglycophospholipids
    • Honma, Y., Kasukabe, T., Okabe-Kado, J., Hozumi, M., Tsushima, S. & Nomura, H. 1983 Antileukemic effect of alkyl phospholipids. I. Inhibition of proliferation and induction of differentiation of cultured myeloid leukemia cells by alkyl ethyleneglycophospholipids. Cancer Chemother. Pharmacol. 11, 73-76.
    • (1983) Cancer Chemother. Pharmacol , vol.11 , pp. 73-76
    • Honma, Y.1    Kasukabe, T.2    Okabe-Kado, J.3    Hozumi, M.4    Tsushima, S.5    Nomura, H.6
  • 29
    • 0026322750 scopus 로고
    • Induction of differentiation of human myeloid leukemia HL-60 cells by novel nonphosphorus alkyl ether lipids
    • doi:10.1007/BF02536583
    • Honma, Y., Kasukabe, T., Hozumi, M., Akimoto, H. & Nomura, H. 1991 Induction of differentiation of human myeloid leukemia HL-60 cells by novel nonphosphorus alkyl ether lipids. Lipids 26, 1445-1449. (doi:10.1007/BF02536583)
    • (1991) Lipids , vol.26 , pp. 1445-1449
    • Honma, Y.1    Kasukabe, T.2    Hozumi, M.3    Akimoto, H.4    Nomura, H.5
  • 31
    • 5244312674 scopus 로고
    • Soap, water and amphiphile systems
    • doi:10.1039/df9541800239
    • Hyde, A. J., Langbridge, D. M. & Lawrence, A. S. C. 1954 Soap, water and amphiphile systems. Discuss. Faraday Soc. 18, 239-257. (doi:10.1039/df9541800239)
    • (1954) Discuss. Faraday Soc , vol.18 , pp. 239-257
    • Hyde, A.J.1    Langbridge, D.M.2    Lawrence, A.S.C.3
  • 32
    • 0038276386 scopus 로고    scopus 로고
    • Identification of lyotropic liquid crystalline mesophases
    • ed. K. Holmberg, pp, Chichester, UK: John Wiley & Sons
    • Hyde, S. T. 2002 Identification of lyotropic liquid crystalline mesophases. In Handbook of applied surface and colloid chemistry (ed. K. Holmberg), pp. 299-332. Chichester, UK: John Wiley & Sons.
    • (2002) Handbook of applied surface and colloid chemistry , pp. 299-332
    • Hyde, S.T.1
  • 33
    • 0024566885 scopus 로고
    • Synthesis and biological evaluation of ether-linked derivatives of phosphatidylinositol
    • doi:10.1023/A:1015961416370
    • Ishaq, K. S., Capobianco, M., Piantadosi, C., Noseda, A., Daniel, L. W. & Modest, E. J. 1989 Synthesis and biological evaluation of ether-linked derivatives of phosphatidylinositol. Pharm. Res. 6, 216-224. (doi:10.1023/A:1015961416370)
    • (1989) Pharm. Res , vol.6 , pp. 216-224
    • Ishaq, K.S.1    Capobianco, M.2    Piantadosi, C.3    Noseda, A.4    Daniel, L.W.5    Modest, E.J.6
  • 34
    • 0028146621 scopus 로고
    • Coordination of membrane phospholipid synthesis with the cell cycle
    • Jackowski, S. 1994 Coordination of membrane phospholipid synthesis with the cell cycle. J. Biol. Chem. 269, 3858-3867.
    • (1994) J. Biol. Chem , vol.269 , pp. 3858-3867
    • Jackowski, S.1
  • 35
    • 0029786402 scopus 로고    scopus 로고
    • Cell cycle regulation of membrane phospholipidmetabolism
    • doi:10.1074/jbc.271.33.20219
    • Jackowski, S. 1996 Cell cycle regulation of membrane phospholipidmetabolism. J. Biol.Chem. 271,20 219-20 222. (doi:10.1074/jbc.271.33.20219)
    • (1996) J. Biol.Chem , vol.271
    • Jackowski, S.1
  • 36
    • 40749163150 scopus 로고    scopus 로고
    • Lipid interaction with cytidylyltransferase regulates membrane synthesis
    • Special publication no. 283. Cambridge, UK: Royal Society of Chemistry
    • Jackowski, S. & Baburina, I. 2002 Lipid interaction with cytidylyltransferase regulates membrane synthesis. In Biophysical chemistry membranes and proteins. Special publication no. 283. Cambridge, UK: Royal Society of Chemistry.
    • (2002) Biophysical chemistry membranes and proteins
    • Jackowski, S.1    Baburina, I.2
  • 38
    • 0027314174 scopus 로고
    • Evidence that binding of CTP: Phosphocholine cytidylyltransferase to membranes in rat hepatocytes is modulated by the ratio of bilayer- to non-bilayer-forming lipids
    • Jamil, H., Hatch, G. M. & Vance, D. E. 1993 Evidence that binding of CTP: phosphocholine cytidylyltransferase to membranes in rat hepatocytes is modulated by the ratio of bilayer- to non-bilayer-forming lipids. Biochem. J. 291, 419-427.
    • (1993) Biochem. J , vol.291 , pp. 419-427
    • Jamil, H.1    Hatch, G.M.2    Vance, D.E.3
  • 39
    • 0041384191 scopus 로고    scopus 로고
    • Membrane targeted anticancer drugs: Potent inducers of apoptosis and putative radiosensitisers
    • doi:10.2174/1568011033482341
    • Jendrossek, V. & Handrick, R. 2003 Membrane targeted anticancer drugs: potent inducers of apoptosis and putative radiosensitisers. Curr. Med. Chem. Anti-Cancer Agents 3, 343-353. (doi:10.2174/1568011033482341)
    • (2003) Curr. Med. Chem. Anti-Cancer Agents , vol.3 , pp. 343-353
    • Jendrossek, V.1    Handrick, R.2
  • 40
    • 0036305933 scopus 로고    scopus 로고
    • Structure-activity relationships of alkylphosphocholine derivatives: Antineoplastic action on brain tumor cell lines in vitro
    • doi:10.1007/s00280-002-0440-8
    • Jendrossek, V., Hammersen, K., Erdlenbruch, B., Kugler, W., Kruegener, R., Eibl, H. & Lakomek, M. 2002 Structure-activity relationships of alkylphosphocholine derivatives: antineoplastic action on brain tumor cell lines in vitro. Cancer Chemother. Pharmacol. 50, 71-79. (doi:10.1007/s00280-002-0440-8)
    • (2002) Cancer Chemother. Pharmacol , vol.50 , pp. 71-79
    • Jendrossek, V.1    Hammersen, K.2    Erdlenbruch, B.3    Kugler, W.4    Kruegener, R.5    Eibl, H.6    Lakomek, M.7
  • 41
    • 0037516889 scopus 로고    scopus 로고
    • Intracellular mediators of erucylphosphocholine-induced apoptosis
    • doi:10.1038/sj.onc.1206355
    • Jendrossek, V., Mueller, I., Eibl, H. & Belka, C. 2003 Intracellular mediators of erucylphosphocholine-induced apoptosis. Oncogene 22, 2621-2631. (doi:10.1038/sj.onc.1206355)
    • (2003) Oncogene , vol.22 , pp. 2621-2631
    • Jendrossek, V.1    Mueller, I.2    Eibl, H.3    Belka, C.4
  • 42
    • 0036381777 scopus 로고    scopus 로고
    • Hexadecylphosphocholine inhibits phosphatidylcholine biosynthesis and the proliferation of HepG2 cells
    • doi:10.1046/j.1432-1033.2002.03169.x
    • Jimenez-Lopez, J. M., Carrasco, M. P., Segovia, J. L. & Marco, C. 2002 Hexadecylphosphocholine inhibits phosphatidylcholine biosynthesis and the proliferation of HepG2 cells. Eur. J. Biochem. 269, 4649-4655. (doi:10.1046/j.1432-1033.2002.03169.x)
    • (2002) Eur. J. Biochem , vol.269 , pp. 4649-4655
    • Jimenez-Lopez, J.M.1    Carrasco, M.P.2    Segovia, J.L.3    Marco, C.4
  • 43
    • 0022968629 scopus 로고
    • A novel nontoxic alkyl-phospholipid with selective antitumor activity, plasmanyl-(N-acyl)-ethanolamine (PNAE), isolated from degenerating chick embryonal tissues and from an anticancer biopreparation cACPL
    • Kara, J., Borovicka, M., Liebl, V., Smolikova, J. & Ubik, K. 1986 A novel nontoxic alkyl-phospholipid with selective antitumor activity, plasmanyl-(N-acyl)-ethanolamine (PNAE), isolated from degenerating chick embryonal tissues and from an anticancer biopreparation cACPL. Neoplasma 33, 187-205.
    • (1986) Neoplasma , vol.33 , pp. 187-205
    • Kara, J.1    Borovicka, M.2    Liebl, V.3    Smolikova, J.4    Ubik, K.5
  • 44
    • 0031553042 scopus 로고    scopus 로고
    • CTP: Phosphocholine cytidylyltransferase
    • Kent, C. 1997 CTP: phosphocholine cytidylyltransferase. Biochim. Biophys. Acta 1348, 79-90.
    • (1997) Biochim. Biophys. Acta , vol.1348 , pp. 79-90
    • Kent, C.1
  • 45
    • 0031904988 scopus 로고    scopus 로고
    • Alkylphosphocholines induce apoptosis in HL-60 and U-937 leukemic cells
    • doi:10.1007/ s002800050730
    • Konstantinov, S. M., Eibl, H. & Berger, M. R. 1998a Alkylphosphocholines induce apoptosis in HL-60 and U-937 leukemic cells. Cancer Chemother. Pharmacol. 41, 210-216. (doi:10.1007/ s002800050730)
    • (1998) Cancer Chemother. Pharmacol , vol.41 , pp. 210-216
    • Konstantinov, S.M.1    Eibl, H.2    Berger, M.R.3
  • 46
    • 0031855990 scopus 로고    scopus 로고
    • Konstantinov, S. M., Topashka-Ancheva, M., Benner, A. & Berger, M. R. 1998b Alkylphosphocholines: effects on human leukemic cell lines and normal bone marrow cells. Int. J. Cancer 77, 778-786. (doi:10.1002/(SICI)1097-0215(19980831)77:5〈778::AID-IJC18〉3.0.CO;2-Y)
    • Konstantinov, S. M., Topashka-Ancheva, M., Benner, A. & Berger, M. R. 1998b Alkylphosphocholines: effects on human leukemic cell lines and normal bone marrow cells. Int. J. Cancer 77, 778-786. (doi:10.1002/(SICI)1097-0215(19980831)77:5〈778::AID-IJC18〉3.0.CO;2-Y)
  • 47
    • 0026506456 scopus 로고
    • Alkylphosphocholines: Influence of structural variation on biodistribution at antineoplastically active concentrations
    • doi:10.1007/BF00686401
    • Kotting, J., Berger, M. R., Unger, C. & Eibl, H. 1992 Alkylphosphocholines: influence of structural variation on biodistribution at antineoplastically active concentrations. Cancer Chemother. Pharmacol. 30, 105-112. (doi:10.1007/BF00686401)
    • (1992) Cancer Chemother. Pharmacol , vol.30 , pp. 105-112
    • Kotting, J.1    Berger, M.R.2    Unger, C.3    Eibl, H.4
  • 48
    • 0023475072 scopus 로고
    • Antitumor activity of synthetic alkylphospholipids with or without PAF activity
    • doi:10.1007/BF02535545
    • Kudo, I., Nojima, S., Chang, H. W., Yanoshita, R., Hayashi, H., Kondo, E., Nomura, H. & Inoue, K. 1987 Antitumor activity of synthetic alkylphospholipids with or without PAF activity. Lipids 22, 862-867. (doi:10.1007/BF02535545)
    • (1987) Lipids , vol.22 , pp. 862-867
    • Kudo, I.1    Nojima, S.2    Chang, H.W.3    Yanoshita, R.4    Hayashi, H.5    Kondo, E.6    Nomura, H.7    Inoue, K.8
  • 49
    • 0018568557 scopus 로고
    • Inhibition of proliferation of Ehrlich ascites carcinoma cells in vitro and in vivo by halogeno analogues of long chain acyl- and alkylglycerols
    • Langen, P., Brachwitz, H. & Schildt, J. 1979 Inhibition of proliferation of Ehrlich ascites carcinoma cells in vitro and in vivo by halogeno analogues of long chain acyl- and alkylglycerols. Acta Biol. Med. Ger. 38, 965-974.
    • (1979) Acta Biol. Med. Ger , vol.38 , pp. 965-974
    • Langen, P.1    Brachwitz, H.2    Schildt, J.3
  • 50
    • 0027056219 scopus 로고
    • Cytostatic effects of various alkyl phospholipid analogs on different cells in vitro
    • Langen, P., Maurer, H. R., Brachwitz, H., Eckert, K., Veit, A. & Vollgraf, C. 1992 Cytostatic effects of various alkyl phospholipid analogs on different cells in vitro. Anticancer Res. 12, 2109-2112.
    • (1992) Anticancer Res , vol.12 , pp. 2109-2112
    • Langen, P.1    Maurer, H.R.2    Brachwitz, H.3    Eckert, K.4    Veit, A.5    Vollgraf, C.6
  • 52
    • 0027080364 scopus 로고
    • The MTT cell viability assay for cytotoxicity testing in multidrug-resistant human leukemic cells
    • doi:10.1016/0145-2126(92)90114-M
    • Marks, D. C., Belov, L., Davey, M. W., Davey, R. A. & Kidman, A. D. 1992 The MTT cell viability assay for cytotoxicity testing in multidrug-resistant human leukemic cells. Leuk. Res. 16, 1165-1173. (doi:10.1016/0145-2126(92)90114-M)
    • (1992) Leuk. Res , vol.16 , pp. 1165-1173
    • Marks, D.C.1    Belov, L.2    Davey, M.W.3    Davey, R.A.4    Kidman, A.D.5
  • 53
    • 33750931433 scopus 로고    scopus 로고
    • Elastic curvature constants of lipid monolayers and bilayers
    • doi:10.1016/j. chemphyslip.2006.08.004
    • Marsh, D. 2006 Elastic curvature constants of lipid monolayers and bilayers. Chem. Phys. Lipids 144, 146-159. (doi:10.1016/j. chemphyslip.2006.08.004)
    • (2006) Chem. Phys. Lipids , vol.144 , pp. 146-159
    • Marsh, D.1
  • 54
    • 0028662406 scopus 로고
    • Synthesis and biological evaluation of phosphate triester alkyl lysophospholipids (ALPs) as novel potential anti-neoplastic agents
    • McGuigan, C., Wang, Y. & Riley, P. A. 1994 Synthesis and biological evaluation of phosphate triester alkyl lysophospholipids (ALPs) as novel potential anti-neoplastic agents. Anti-Cancer Drug Des. 9, 539-548.
    • (1994) Anti-Cancer Drug Des , vol.9 , pp. 539-548
    • McGuigan, C.1    Wang, Y.2    Riley, P.A.3
  • 55
    • 19844371602 scopus 로고
    • Phase behavior of polyoxyethylene surfactants with water. Mesophase structures and partial miscibility (cloud points)
    • doi:10.1039/f19837900975
    • Mitchell, D. J., Tiddy, G. J. T., Waring, L., Bostock, T. & McDonald, M. P. 1983 Phase behavior of polyoxyethylene surfactants with water. Mesophase structures and partial miscibility (cloud points). J. Chem. Soc. Faraday Trans. 1 79, 975-1000. (doi:10.1039/f19837900975)
    • (1983) J. Chem. Soc. Faraday Trans. 1 , vol.79 , pp. 975-1000
    • Mitchell, D.J.1    Tiddy, G.J.T.2    Waring, L.3    Bostock, T.4    McDonald, M.P.5
  • 56
    • 0022492197 scopus 로고
    • Synthesis of sulfur analogs of alkyl lysophospholipid and neoplastic cell growth inhibitory properties
    • doi:10.1021/jm00160a055
    • Morris-Natschke, S., Surles, J. R., Daniel, L. W., Berens, M. E., Modest, E. J. & Piantadosi, C. 1986 Synthesis of sulfur analogs of alkyl lysophospholipid and neoplastic cell growth inhibitory properties. J. Med. Chem. 29, 2114-2117. (doi:10.1021/jm00160a055)
    • (1986) J. Med. Chem , vol.29 , pp. 2114-2117
    • Morris-Natschke, S.1    Surles, J.R.2    Daniel, L.W.3    Berens, M.E.4    Modest, E.J.5    Piantadosi, C.6
  • 57
    • 0010256350 scopus 로고
    • Antitumor activity of alkyllysophospholipids
    • Munder, P. G. 1982 Antitumor activity of alkyllysophospholipids. Human Cancer Immunol. 3, 17-29.
    • (1982) Human Cancer Immunol , vol.3 , pp. 17-29
    • Munder, P.G.1
  • 58
    • 0023491154 scopus 로고
    • Neoplastic cell inhibition with new ether lipid analogs
    • doi:10.1007/BF02535548
    • Noseda, A., Berens, M. E., Piantadosi, C. & Modest, E. J. 1987 Neoplastic cell inhibition with new ether lipid analogs. Lipids 22, 878-883. (doi:10.1007/BF02535548)
    • (1987) Lipids , vol.22 , pp. 878-883
    • Noseda, A.1    Berens, M.E.2    Piantadosi, C.3    Modest, E.J.4
  • 59
    • 0028984592 scopus 로고
    • Advances in either phospholipids treatment of cancer
    • doi:10.1016/1040-8428(94)00118-D
    • Principe, P. & Braquet, P. 1995 Advances in either phospholipids treatment of cancer. Crit. Rev. Oncol.-Hematol. 18, 155-178. (doi:10.1016/1040-8428(94)00118-D)
    • (1995) Crit. Rev. Oncol.-Hematol , vol.18 , pp. 155-178
    • Principe, P.1    Braquet, P.2
  • 60
    • 1542270723 scopus 로고    scopus 로고
    • Hexadecylphosphocholine interaction with lipid monolayers
    • doi:10.1016/j.bbamem.2004.01.010
    • Rakotomanga, M., Loiseau, P. M. & Saint-Pierre-Chazalet, M. 2004 Hexadecylphosphocholine interaction with lipid monolayers. Biochim. Biophys. Acta 1661, 212. (doi:10.1016/j.bbamem.2004.01.010)
    • (2004) Biochim. Biophys. Acta , vol.1661 , pp. 212
    • Rakotomanga, M.1    Loiseau, P.M.2    Saint-Pierre-Chazalet, M.3
  • 61
    • 0023507175 scopus 로고
    • Cytotoxic effects of ether lipids and derivatives in human nonneoplastic bone marrow cells and leukemic cells in vitro
    • doi:10.1007/BF02535552
    • Schick, H. D. et al. 1987 Cytotoxic effects of ether lipids and derivatives in human nonneoplastic bone marrow cells and leukemic cells in vitro. Lipids 22, 904-910. (doi:10.1007/BF02535552)
    • (1987) Lipids , vol.22 , pp. 904-910
    • Schick, H.D.1
  • 62
    • 0025134135 scopus 로고
    • Structure of the inverted hexagonal (HII) phase, and non-lamellar phase transitions of lipids
    • Seddon, J. M. 1990 Structure of the inverted hexagonal (HII) phase, and non-lamellar phase transitions of lipids. Biochim. Biophys. Acta 1031, 1-69.
    • (1990) Biochim. Biophys. Acta , vol.1031 , pp. 1-69
    • Seddon, J.M.1
  • 63
    • 0344393723 scopus 로고    scopus 로고
    • Studies of mixed surfactant solutions of cationic dimeric (gemini) surfactant with nonionic surfactant C12E6 in aqueous medium
    • doi:10.1016/j.jcis.2003.07.038
    • Sharma, K. S., Rodgers, C., Palepu, R. M. & Rakshit, A. K. 2003 Studies of mixed surfactant solutions of cationic dimeric (gemini) surfactant with nonionic surfactant C12E6 in aqueous medium. J. Colloid Interface Sci. 268, 482-488. (doi:10.1016/j.jcis.2003.07.038)
    • (2003) J. Colloid Interface Sci , vol.268 , pp. 482-488
    • Sharma, K.S.1    Rodgers, C.2    Palepu, R.M.3    Rakshit, A.K.4
  • 64
    • 0025334244 scopus 로고
    • Sphingosine inhibits the activity of rat liver CTP: Phosphocholine cytidylyltransferase
    • Sohal, P. S. & Cornell, R. B. 1990 Sphingosine inhibits the activity of rat liver CTP: phosphocholine cytidylyltransferase. J. Biol. Chem. 265, 11 746-11 750.
    • (1990) J. Biol. Chem , vol.265
    • Sohal, P.S.1    Cornell, R.B.2
  • 65
    • 33748620642 scopus 로고    scopus 로고
    • Physical properties and packing states of molecular assemblies of synthetic glycolipids in aqueous dispersions
    • doi:10.1039/a800289d
    • Takeoka, S., Sou, K., Boettcher, C., Fuhrhop, J.-H. & Tsuchida, E. 1998 Physical properties and packing states of molecular assemblies of synthetic glycolipids in aqueous dispersions. J. Chem. Soc. Faraday Trans. 94, 2151-2158. (doi:10.1039/a800289d)
    • (1998) J. Chem. Soc. Faraday Trans , vol.94 , pp. 2151-2158
    • Takeoka, S.1    Sou, K.2    Boettcher, C.3    Fuhrhop, J.-H.4    Tsuchida, E.5
  • 68
    • 0026731281 scopus 로고
    • Antitumoral activity of alkylphosphocholines and analogues in human leukemia cell lines
    • Unger, C., Fleer, E. A., Kotting, J., Neumuller, W. & Eibl, H. 1992 Antitumoral activity of alkylphosphocholines and analogues in human leukemia cell lines. Prog. Exp. Tumor Res. 34, 25-32.
    • (1992) Prog. Exp. Tumor Res , vol.34 , pp. 25-32
    • Unger, C.1    Fleer, E.A.2    Kotting, J.3    Neumuller, W.4    Eibl, H.5
  • 69
    • 0027288544 scopus 로고
    • Structure-function relationships of alkyl-lysophospholipid analogs in selective antitumor activity
    • doi:10.1007/BF02536082
    • Vogler, W. R., Olson, A. C., Hajdu, J., Shoji, M., Raynor, R. & Kuo, J. F. 1993 Structure-function relationships of alkyl-lysophospholipid analogs in selective antitumor activity. Lipids 28, 511-516. (doi:10.1007/BF02536082)
    • (1993) Lipids , vol.28 , pp. 511-516
    • Vogler, W.R.1    Olson, A.C.2    Hajdu, J.3    Shoji, M.4    Raynor, R.5    Kuo, J.F.6
  • 70
    • 0030294127 scopus 로고    scopus 로고
    • The effect of edelfosine on CTP: Cholinephosphate cytidylyltransferase activity in leukemic cell lines
    • doi:10.1016/S0145-2126(96)00070-7
    • Vogler, W. R., Shoji, M., Hayzer, D. J., Xie, Y. P. & Renshaw, M. 1996 The effect of edelfosine on CTP: cholinephosphate cytidylyltransferase activity in leukemic cell lines. Leuk. Res. 20, 947-951. (doi:10.1016/S0145-2126(96)00070-7)
    • (1996) Leuk. Res , vol.20 , pp. 947-951
    • Vogler, W.R.1    Shoji, M.2    Hayzer, D.J.3    Xie, Y.P.4    Renshaw, M.5
  • 72
    • 0024277525 scopus 로고
    • Metabolism of ether glycolipids with potentially antineoplastic activity by Ehrlich ascites tumor cells
    • Weber, N. & Benning, H. 1988 Metabolism of ether glycolipids with potentially antineoplastic activity by Ehrlich ascites tumor cells. Biochim. Biophys. Acta 959, 91-94.
    • (1988) Biochim. Biophys. Acta , vol.959 , pp. 91-94
    • Weber, N.1    Benning, H.2
  • 73
    • 0032079477 scopus 로고    scopus 로고
    • Induction of ceramide-mediated apoptosis by the anticancer phospholipid analog, hexadecylphosphocholine
    • doi:10.1074/jbc.273.18.11025
    • Wieder, T., Orfanos, C. E. & Geilen, C. C. 1998 Induction of ceramide-mediated apoptosis by the anticancer phospholipid analog, hexadecylphosphocholine. J. Biol. Chem. 273, 11 025-11 031. (doi:10.1074/jbc.273.18.11025)
    • (1998) J. Biol. Chem , vol.273
    • Wieder, T.1    Orfanos, C.E.2    Geilen, C.C.3
  • 74
    • 0032813920 scopus 로고    scopus 로고
    • Mechanisms of action of phospholipid analogs as anticancer compounds
    • doi:10.1016/S0163-7827(99)00004-1
    • Wieder, T., Reutter, W., Orfanos, C. E. & Geilen, C. C. 1999 Mechanisms of action of phospholipid analogs as anticancer compounds. Prog. Lipid Res. 38, 249-259. (doi:10.1016/S0163-7827(99)00004-1)
    • (1999) Prog. Lipid Res , vol.38 , pp. 249-259
    • Wieder, T.1    Reutter, W.2    Orfanos, C.E.3    Geilen, C.C.4
  • 75
    • 0027533159 scopus 로고
    • Antineoplastic activity in vitro of free and liposomal alkylphosphocholines
    • Zeisig, R., Jungmann, S., Arndt, D., Schuett, A. & Nissen, E. 1993 Antineoplastic activity in vitro of free and liposomal alkylphosphocholines. Anti-Cancer Drugs 4, 57-64.
    • (1993) Anti-Cancer Drugs , vol.4 , pp. 57-64
    • Zeisig, R.1    Jungmann, S.2    Arndt, D.3    Schuett, A.4    Nissen, E.5


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