Cationic lipids, phosphatidylethanolamine and the intracellular delivery of polymeric, nucleic acid-based drugs (Review)

References

• Akhtar S., Agrawal S. In vivo studies with antisense oligonucleotides. Trends in Pharmacological Sciences 1997; 18: 12–18
   PubMed Web of Science ®Google Scholar
• Baeza I., Ibanez M., Wong C., Chavez P., Gariglio P., Oro J. Possible prebiotic significance of polyamines in the condensation, protection, encapsulation, and biological properties of DNA. Origins of Life and Evolution of the Biosphere Journal 1991; 21: 225–242
   PubMedGoogle Scholar
• Bally M. B., Masin D., Nayar R., Cullis P. R., Mayer L. D. Transfer of liposomal drug carriers from the blood to the peritoneal cavity of normal and ascitic tumor-bearing mice. Cancer Chemotherapy and Pharmacology 1994; 34: 137–146
   PubMed Web of Science ®Google Scholar
• Bally M. B., Zhang Y. P., Wong F. M. P., Kong S., Wasan E., Reimer D. L. Lipid/DNA complexes as an intermediate in the preparation of particles for gene transfer: an alternative to cationic liposome/DNA aggregates. Advances in Drug Delivery Reviews 1997; 24: 275–290
   Web of Science ®Google Scholar
• Baru M., Axelrod J. H., Nur I. Liposome-encapsulated DNA-mediated gene transfer and synthesis of human factor IX in mice. Gene 1995; 161: 143–150
   PubMed Web of Science ®Google Scholar
• Behr J. P. Gene transfers with synthetic cationic amphiphiles: prospects for gene therapy. Bioconjugate Chemistry 1994; 5: 382–389
   PubMed Web of Science ®Google Scholar
• Beleznay Z., Zachowski A., Devaux P. F., Ott P. Characterization of the correlation between ATP-dependent aminophospholipid translocation and Mg2+-ATPase activity in red blood cell membranes. European Journal of Biochemistry 1997; 243: 58–65
   PubMedGoogle Scholar
• Bennett C. F., Kornbrust D., Henry S., Stecker K., Howard R., Cooper S., Dutson S., Hall W., Jacoby H. I. An ICAM-1 antisense oligonucleotide prevents and reverses dextran sulfate sodium-induced colitis in mice. Journal of Pharmacology and Experimental Therapeutics 1997; 280: 988–1000
   PubMed Web of Science ®Google Scholar
• Bennett M. J., Aberle A. M., Balasubramaniam R. P., Malone J. G., Nantz M. H., Malone R. W. Considerations for the design of improved cationic amphiphile-based transfection reagents. Journal of Liposome Research 1996; 6: 545–565
   Google Scholar
• Blaese R. M., Culver K. W., Miller A. D., Carter C. S., Fleisher T., Clerici M., Shearer G., Chang L., Chiang Y., Tolstoshev P., et al. T lymphocyte-directed gene therapy for ADA-SCID: initial trial results after 4 years. Science 1995; 270: 475–480
   PubMed Web of Science ®Google Scholar
• Bron R., Ortiz A., Wilschut J. Cellular cytoplasmic delivery of a polypeptide toxin by reconstituted influenza virus envelopes (virosomes). Biochemistry 1994; 33: 9110–9117
   PubMed Web of Science ®Google Scholar
• Burger K. N., Verkleij A. J. Membrane fusion. Experientia 1990; 46: 631–644
   PubMedGoogle Scholar
• Caplen N. J., Gao X., Hayes P., Elaswarapu R., Fisher G., Kinrade E., Chakera A., Schorr J., Hughes B., Dorin J. R., Porteous D. J., Alton E. W., Geddes D. M., Coutelle C., Williamson R., Huang L., Gilchrist C. Gene therapy for cystic fibrosis in humans by liposome mediated DNA transfer: the production of resources and the regulatory process (abstract). Gene Therapy 1994; 1: 139–147
   PubMed Web of Science ®Google Scholar
• Crooke S. T., Bennett C. F. Progress in antisense oligonucleotide therapeutics. Annual Review of Pharmacology and Toxicology 1996; 36: 107–129
   PubMed Web of Science ®Google Scholar
• Cullis P. R., Hope M. J., Tilcock C. P. Lipid polymorphism and the roles of lipids in membranes. Chemistry and Physics of Lipids 1986; 40: 127–144
   PubMed Web of Science ®Google Scholar
• Curiel D. T. High-efficiency gene transfer mediated by adenovirus-polylysine-DNA complexes. Annals of the New York Academy of Science 1994; 716: 36–58
   PubMed Web of Science ®Google Scholar
• Devaux P. F. Protein involvement in transmembrane lipid asymmetry (review). Annual Review of Biophysics and Biomolecular Structure 1992; 21: 417–439
   PubMedGoogle Scholar
• Devine D. V., Wong K., Serrano K., Chonn A., Cullis P. R. Liposome-complement interactions in rat serum: implications for liposome survival studies. Biochimica et Biophysica Acta 1994; 1191: 43–51
   PubMed Web of Science ®Google Scholar
• Duzgunes N., Goldstein J. A., Friend D. S., Felgner P. L. Fusion of liposomes containing a novel cationic lipid, N-[2,3-(dioleyloxy)propyl]-N, N, N-trimethylammonium: induction by multivalent anions and asymmetric fusion with acidic phospholipid vesicles. Biochemistry 1989; 28: 9179–9184
   PubMed Web of Science ®Google Scholar
• Dzau V. J., Mann M. J., Morishita R., Kaneda Y. Fusigenic viral liposome for gene therapy in cardiovascular diseases. Proceedings of the National Academy of Sciences, USA 1996; 93: 11421–11425
   PubMed Web of Science ®Google Scholar
• Eastman S. J., Siegel C., Tousignant J., Smith A. E., Cheng S. H., Scheule R. K. Biophysical characterization of cationic lipid:DNA complexes. Biochimica et Biophysica Acta 1997; 1325: 41–62
   PubMed Web of Science ®Google Scholar
• Farhood H., Bottega R., Epand R. M., Huang L. Effect of cationic cholesterol derivatives on gene transfer and protein kinase C activity. Biochimica et Biophysica Acta 1992; 1111: 239–246
   PubMed Web of Science ®Google Scholar
• Farhood H., Serbina N., Huang L. The role of dioleoyl phosphatidylethanolamine in cationic liposome mediated gene transfer. Biochimica et Biophysica Acta 1995; 1235: 289–295
   PubMed Web of Science ®Google Scholar
• Felgner J. H., Kumar R., Sridhar C. N., Wheeler C. J., Tsai Y. J., Border R., Ramsey P., Martin M., Felgner P. L. Enhanced gene delivery and mechanism studies with a novel series of cationic lipid formulations. Journal of Biological Chemistry 1994; 269: 2550–2561
   PubMed Web of Science ®Google Scholar
• Felgner P. L., Gadek T. R., Holm M., Roman R., Chan H. W., Wenz M., Northrop J. P., Ringold G. M., Danielsen M. Lipofection: a highly efficient, lipid-mediated DNA-transfection procedure. Proceedings of the National Academy of Sciences, USA 1987; 84: 7413–7417
   PubMed Web of Science ®Google Scholar
• Felgner P. L. Nonviral strategies for gene therapy. Scientific American 1997; 276: 102–106
   PubMed Web of Science ®Google Scholar
• Fisher T. L., Terhorst T., Cao X., Wagner R. W. lntracellular disposition and metabolism of fluorescently-labeled unmodified and modified oligonucleotides microinjected into mammalian cells. Nucleic Acids Research 1993; 21: 3857–3865
   PubMed Web of Science ®Google Scholar
• Friedmann T. Making gene therapy work: Overcoming the obstacles. Scientific American 1997; 276: 96–101
   PubMed Web of Science ®Google Scholar
• Gao X., Huang L. A novel cationic liposome reagent for efficient transfection of mammalian cells. Biochemical and Biophysical Research Communications 1991; 179: 280–285
   PubMed Web of Science ®Google Scholar
• Gao X., Huang L. Cationic liposome-mediated gene transfer. Gene Therapy 1995; 2: 710–722
   PubMed Web of Science ®Google Scholar
• Gershon H., Ghirlando R., Guttman S. B., Minsky A. Mode of formation and structural features of DNA-cationic liposome complexes used for transfection. Biochemistry 1993; 32: 7143–7151
   PubMed Web of Science ®Google Scholar
• Gruner S. M., Cullis P. R., Hope M. J., Tilcock C. P. Lipid polymorphism: the molecular basis of nonbilayer phases. Annual Review of Biophysics. and Biophysical Chemistry 1985; 14: 211–238
   PubMedGoogle Scholar
• Gustafsson J., Arvidson G., Karlsson G., Almgren M. Complexes between cationic liposomes and DNA visualized by cryo-TEM. Biochimica et Biophysica Acta 1995; 1235: 305–312
   PubMed Web of Science ®Google Scholar
• Hodgson C. P. The vector void in gene therapy. Biotechnology 1995; 13: 222–225
   PubMed Web of Science ®Google Scholar
• Holland H. E. J., Shephard L., Sullivan S. M. Formation of stable cationic lipid/DNA complexes for gene transfer. Proceedings of the National Academy of Sciences. USA 1996; 93: 7305–7309
   PubMedGoogle Scholar
• Hong K., Zheng W., Baker A., Papahadjopoulos D. Stabilization of cationic liposome-plasmid DNA complexes by polyamines and poly(ethylene glycol)-phospholipid conjugates for efficient in vivo gene delivery. FEBS Letters 1997; 400: 233–237
   PubMed Web of Science ®Google Scholar
• Hope M. J., Walker D. C., Cullis P. R. Ca2+ and pH induced fusion of small unilamellar vesicles consisting of phosphatidylethanolamtne and negatively charged phospholipids: a freeze fracture study. Biochemical and Biophysical Research Communicabons 1983; 110: 15–22
   PubMed Web of Science ®Google Scholar
• Hope M. J., Bally M. B., Mayer L. D., Janoff A. S., Cullis P. R. Generation of multilamellar and unilamellar phospholipid vesicles. Chemistry and Physics of Lipids 1986; 40: 89–107
   Web of Science ®Google Scholar
• Holpe M. J., Wong K. F., Cullis P. R. Freeze-fracture of lipids and model membrane systems. Journal of Electron Microscopy Technique 1989; 13: 277–287
   PubMedGoogle Scholar
• Holpe M. J. Gene Therapy: Recent advances and applications in dermatology. Journal of Cutaneous Medicine and Surgery 1996; 1: 109–118
   Google Scholar
• Hope M. J., Cullis P. R. The bilayer stability of inner rnonolayer lipids from the human erythrocyte. FEBS Letters 1979; 107: 323–326
   PubMedGoogle Scholar
• Juliano R. L., Akhtar S. Liposomes as a drug delivery system for antisense oligonucleotides. Antisense Research and Development 1992; 2: 165–176
   PubMedGoogle Scholar
• Kuypers F. A., Andriesse X., Child P., Roelofsen B., Op den Kamp J. A., van Deenen L. L. The rate of uptake and efflux of phosphatidylcholine from human erythrocytes depends on the tatty acyl composition of the exchanging species. Biochimica et Biophysica Acta 1986; 857: 75–84
   PubMedGoogle Scholar
• Leserman L., Machy P., Zelphati O. Immunoliposome-mediated delivery of nucleic acids: A review of our laboratory's experience. Journal of Liposome Research 1994; 4: 107–119
   Google Scholar
• Leventis R., Silvius J. R. Interactions of mammalian cells vith lipid dispersions containing novel metabolizable cationic amphiphiles. Biochimica et Biophysica Acta 1990; 1023: 124–132
   PubMed Web of Science ®Google Scholar
• Lewis J. G., Lin K. Y., Kothavale A., Flanagan W. M., Matteucci M. D., DePrince R. B., Mook R. A., Jr., Hendren R. W., Wagner R. W. A serum-resistant cytofectin for cellular delivery of antisense oligodeoxynucleotides and plasmid DNA. Proceedings of the National Academy of Sciences. USA 1996a; 93: 3176–3181
   PubMed Web of Science ®Google Scholar
• Liu Y., Mounkes L. C., Liggitt H. D., Brown C. S., Solodin I., Heath T. D., Debs R. J. Factors influencing the efficiency of cationic liposome-mediated intravenous gene delivf?ry. Biotechnology 1997; 15: 167–173
   Google Scholar
• Mahato R. I., Kawabata K., Takakura Y., Hashida M. In vivo disposition characteristics of plasmid DNA complexed with cationic liposomes. Journal of Drug Targeting 1995; 3: 149–157
   PubMed Web of Science ®Google Scholar
• Nabel G. J., Nabel E. G., Yang Z. Y., Fox B. A., Plautz G. E., Gao X., Huang L., Shu S., Gordon D., Chang A. E. Direct gene transfer with DNA-liposorne complexes in melanoma: expression, biologic activity. and lack of toxicity in humans. Proceedings of the National Academy of Sciences, USA 1993; 90: 11307–11311
   PubMed Web of Science ®Google Scholar
• Nicolau C., Cudd A. Ltposomes as carriers of DNA. Critical Revielws In Therapeutic Drug Carrier Systems 1989; 6: 239–271
   PubMed Web of Science ®Google Scholar
• Osaka G., Carey K., Cuthbertson A., Godowski P., Patapoff T., Ryan A., Gadek T., Mordenti J. Pharmacokinetics, tissue distribution, and expression efficiency of plasmid [33P]DNA following intravenous administration of DNNcationic lipid complexes in mice: use of a novel radionuclide approach. Journal of Pharmaceutical Sciences 1996; 85: 612–618
   PubMed Web of Science ®Google Scholar
• Ott P., Hope M. J., Verkleij A. J., Roelofsen B., Brodbeck U., van Deenen L. L. Effect of dimyristoyl phosphatidylcholine on intact erythrocytes. Release of spectrin-free vesicles without ATP depletion. Biochimica et Biophysica Acta 1981; 641: 79–87
   PubMedGoogle Scholar
• Parr M. J., Masin D., Cullis P. R., Bally M. B. Accumulation of liposomal lipid and encapsulated doxorubicin in murine Lewis lung carcinoma: The lack of beneficial effects by coating liposomes with poly(ethylene glycol). Journal of Pharmacology and Experimental Therapeutics 1997; 280: 1319–1327
   PubMed Web of Science ®Google Scholar
• Perales J. C., Ferkol T., Molas HL., Hanson R. W. An evaluation of receptor-mediated gene transfer using synthetic DNA-ligand (complexes. European Journal of Biochemistry 1994; 226: 255–266
   PubMedGoogle Scholar
• Remy J. S., Sirltn C., Vierling P., Behr J. P. Gene transfer with a series of Iipophilic DNA-binding molecules. Bioconjugate Chemistry 1994; 5: 647–654
   PubMed Web of Science ®Google Scholar
• Rose J. K., Buonocore L., Whitt M. A. A new cationic liposome reagent mediating nearly quantitative transfection of animal cells. Biotechniques 1991; 10: 520–525
   PubMed Web of Science ®Google Scholar
• Semple S. C., Chonn A. Liposome-blood protein interactions in relation to liposome clearance. Journal of Liposome Research 1996; 6: 33–60
   Google Scholar
• Siegel D. P. Energetics of intermediates in membrane fusion: comparison of stalk and inverted micellar intermediate mechanisms. Biophysics Journal 1993; 65: 2124–2140
   PubMed Web of Science ®Google Scholar
• Sixou S., Szoka F. C., Jr., Green G. A., Giusti B., Zon G., Chin D. J. lntracellular oligonucleotide hybridization detected by fluorescence resonance energy transfer (FRET). Nucleic Acid's Research 1994; 22: 662–668
   PubMed Web of Science ®Google Scholar
• Song L. Y., Ahkong Q. F., Georgescauld D., Lucy J. A. Membrane fusion without cytoplasmic fusion (hemi-fusion) in erythrocytes that are subjected to electrical breakdown. Biochimica et Biophysica Acta 1991; 1065: 54–62
   PubMed Web of Science ®Google Scholar
• Stamatatos L., Leventis R., Zuckermann M. J., Silvius J. R. Interactions of cationic lipid vesicles with negatively charged phospholipid vesicles #and biological membranes. Biochemistry 1988; 27: 3917–3925
   PubMed Web of Science ®Google Scholar
• Stegmann T., Legendre J. Gene transfer mediated by cationic lipids: lack of a correlation between lipid mixing and transfection. Biochimica et Biophysica Acta 1997; 1325: 71–79
   PubMed Web of Science ®Google Scholar
• Sternberg B. Morphology of cationic IiposomeiDNA complexes in rellation to their chemical composition. Journal of Liposome Research 1996; 6: 515–533
   Google Scholar
• Sullivan S. M. Development of ribozymes for gene therapy. Journal of Irrvestigative Dermatology 1994; 103: 85S–89S
   PubMedGoogle Scholar
• Szoka F. C., Jr., Xu Y. H., Zelphati O. How are nucleic acids released in cells from cationic lipid-nucleic acid complexe?. Advances in Drug Delivery Reviews 1997; 24: 291
   Google Scholar
• Tari A., Khodadadian M., Ellerson D., Deisseroth A., Lopez-Berestein G. Liposomal delivery of oligodeoxynucleotides. Leukemia atid Lymphoma 1996; 21: 93–97
   PubMed Web of Science ®Google Scholar
• Templeton N. S., Lasic D. D., Frederik P. M., Strey H. H., Roberts D. D., Pavlakis G. N. Improved DNA:Liposome complexes for increased systeric delivery and gene expression. Nature Biotechnology 1997; 15: 647–652
   PubMed Web of Science ®Google Scholar
• Thierry A. R., Lunardi-Lskandar Y., Bryant J. L., Rabinovich P., Gallo R. C., Mahan L. C. Systemic gene therapy: biodistributiori and long-term expression of a transgene in mice. Proceedings of the National Academy of Sciences. USA 1995; 92: 9742–9746
   PubMed Web of Science ®Google Scholar
• Tilcock C. P. Lipid polymorphism. Chemistry and Physics of Lipids 1986; 40: 109–125
   PubMed Web of Science ®Google Scholar
• van der Woude I., Visser H. W., ter Beest M. B., Wagenaar A., Ruiters M. H., Engberts J. B., Hoekstra D. Parameters influencing the introduction of plasmid DNA into cells by the use of synthetic amphiphiles as a carrier system. Biochimica et Biophysica Acta 1995; 1240: 34–40
   PubMedGoogle Scholar
• Wagner E., Cotten M., Foisner R., Birnstiel M. L. Transferrin-polycation-DNA complexes: the effect of polycations on the structure of the complex and DNA delivery to cells. Proceedings of the National Academy of Sciences, USA 1991; 88: 4255–4259
   PubMed Web of Science ®Google Scholar
• Wagner R. W. Gene inhibition using antisense oligodeox-ynucleotides. Nature 1994; 372: 333–335
   PubMed Web of Science ®Google Scholar
• Wagner R. W., Flanagan W. M. Antisense technology and prospects for therapy of viral infections and cancer. Molecular Medicine Today 1997; 3: 31–38
   PubMedGoogle Scholar
• Wheeler C. J., Sukhu L., Yang G. L., Tsai Y. L., Bustamente C., Felgner P., Norman J., Manthorpe M. Converting an alcohol to an amine in a cationic lipid dramatically alters the co-lipid requirement, cellular transfection activity and the ultrastruc-ture of DNA cytofectin complexes. Biochimica et Biophysica Acta 1996; 1280: 1–11
   PubMed Web of Science ®Google Scholar
• Williamson P., Schlegel R. A. Back and forth: the regulation and function of transbilayer phospholipid movement in eukaryotic cells. Molecular Membrane Biology 1994; 11: 199–216
   PubMed Web of Science ®Google Scholar
• Wrobel I., Collins D. Fusion of cationic liposomes with mammalian cells occurs after endocytosis. Biochimica et Biophysics Acta 1995; 1235: 296–304
   PubMed Web of Science ®Google Scholar
• Yu J., Elgsaeter A., Branton D. lntramembrane particle aggregation in erythrocyte membranes and band 3-lipid recombinants. Progress In Clinical and Biological Research 1977; 17: 453–458
   PubMedGoogle Scholar
• Zabner J., Fasbender A. J., Moninger T., Poellinger K. A., Welsh M. J. Cellular and molecular barriers to gene transfer by a cationic lipid. Journal of Biological Chemisfry 1995; 270: 18997–19007
   PubMed Web of Science ®Google Scholar
• Zelphati O., Szoka F. C., Jr. Cationic liposomes as an oligonucleotide carrier: Mechanism of action. Journal of Liposome Research 1997; 7: 31–49
   Google Scholar
• Zhang Y., Reimer D. L., Zhang G., Lee P. H., Bally M. B. Self-assembling DNA-lipid particles for gene transfer. Pharmaceutical Research 1997; 14: 190–196
   PubMed Web of Science ®Google Scholar
• Zhou X., Huang L. DNA transfection mediated by cationic liposomes containing lipopolylysine: Characterization and mechanism of action. Biochimica et Biophysica Acta 1994; 1189: 195–203
   PubMed Web of Science ®Google Scholar
• Zhu N., Liggitt D., Liu Y., Debs R. Systemic gene expression after intravenous DNA delivery into adult mice. Science 1993; 261: 209–211
   PubMed Web of Science ®Google Scholar