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Volumn 3, Issue 6, 2006, Pages 737-744

Characterization of lipophilic gemcitabine prodrug-liposomal membrane interaction by differential scanning calorimetry

Author keywords

Calorimetry; Gemcitabine; Lipophilic gemcitabine derivatives; Liposomes; Pharmacokinetics

Indexed keywords

2',2' DIFLUORODEOXYURIDINE; 4 (N)LAUROYLGEMCITABINE; 4 (N)STEAROYLGEMCITABINE; 4 (N)VALEROYLGEMCITABINE; DIMYRISTOYLPHOSPHATIDYLCHOLINE; DISTEAROYLPHOSPHATIDYLCHOLINE; DRUG METABOLITE; FATTY ACID; GEMCITABINE; LIPOSOME; PHOSPHOLIPID; UNCLASSIFIED DRUG;

EID: 33846131989     PISSN: 15438384     EISSN: 15438392     Source Type: Journal    
DOI: 10.1021/mp060059y     Document Type: Article
Times cited : (42)

References (30)
  • 2
    • 0033028673 scopus 로고    scopus 로고
    • Gemcitabine: Single-agent and combination therapy in non-small cell lung cancer
    • Sandler, A.; Ettinger, D. S. Gemcitabine: single-agent and combination therapy in non-small cell lung cancer. Oncologist 1999, 4, 241-251.
    • (1999) Oncologist , vol.4 , pp. 241-251
    • Sandler, A.1    Ettinger, D.S.2
  • 3
    • 0041426521 scopus 로고    scopus 로고
    • From conventional to stealth liposomes: A new frontier in cancer chemotherapy
    • Cattel, L.; Ceruti, M.; Dosio, F. From conventional to stealth liposomes: a new frontier in cancer chemotherapy. Tumori 2003, 89, 237-249.
    • (2003) Tumori , vol.89 , pp. 237-249
    • Cattel, L.1    Ceruti, M.2    Dosio, F.3
  • 4
    • 0021132783 scopus 로고
    • Treatment of intravenously implanted Lewis lung carcinoma with liposome-encapsulated cytosine arabinoside and non-specific immunotherapy
    • Patel, K.; Baldeschwieler, J. D. Treatment of intravenously implanted Lewis lung carcinoma with liposome-encapsulated cytosine arabinoside and non-specific immunotherapy. Int. J. Cancer 1984, 34, 415-420.
    • (1984) Int. J. Cancer , vol.34 , pp. 415-420
    • Patel, K.1    Baldeschwieler, J.D.2
  • 5
    • 0030840832 scopus 로고    scopus 로고
    • Antitumoral activity of liposomes and immunoliposomes containing 5-fluorouridine prodrugs
    • Crosasso, P.; Brusa, P.; Dosio, F.; Arpicco, S.; Pacchioni, D.; Shuber, F.; Cattel, L. Antitumoral activity of liposomes and immunoliposomes containing 5-fluorouridine prodrugs. J. Pharm. Sci. 1997, 86, 832-839.
    • (1997) J. Pharm. Sci , vol.86 , pp. 832-839
    • Crosasso, P.1    Brusa, P.2    Dosio, F.3    Arpicco, S.4    Pacchioni, D.5    Shuber, F.6    Cattel, L.7
  • 6
    • 0022631988 scopus 로고
    • Treatment of murine L-1210 lymphoid leukemia and melanoma B16 with lipophilic cytosine arabinoside prodrugs incorporated into unilamellar liposomes
    • Kubas, W.: Supersaxo, A.; Weder, H. G.; Hartmann, H. R.; Hengartner, H.; Scott, H.; Schwendener, R. Treatment of murine L-1210 lymphoid leukemia and melanoma B16 with lipophilic cytosine arabinoside prodrugs incorporated into unilamellar liposomes. Int. J. Cancer 1986, 37, 149-154.
    • (1986) Int. J. Cancer , vol.37 , pp. 149-154
    • Kubas, W.1    Supersaxo, A.2    Weder, H.G.3    Hartmann, H.R.4    Hengartner, H.5    Scott, H.6    Schwendener, R.7
  • 7
    • 0023694012 scopus 로고    scopus 로고
    • Tokunaga, Y.; Iwasa, T.; Fujisaki, J.; Sawai, S.; Kagayama, A. antitumor activity of newly synthetised lipophilic 1-beta-D-arabinofuranocytosine prodrugs bearing liposomes. Chem. Pharm. Bull. 1988, 36, 3574-3583.
    • Tokunaga, Y.; Iwasa, T.; Fujisaki, J.; Sawai, S.; Kagayama, A. antitumor activity of newly synthetised lipophilic 1-beta-D-arabinofuranocytosine prodrugs bearing liposomes. Chem. Pharm. Bull. 1988, 36, 3574-3583.
  • 8
    • 0036232598 scopus 로고    scopus 로고
    • Moog, R.; Burger, A. M.; Brandl, M.; Schqler, J.; Shubert, R.; Unger, C.; Fiebig, H. H.; Massing, U. Change in pharmacokinetic and pharmacodynamic behavior of gemcitabine in human tumor xenografts upon entrapment in vesicular phospholipid gels. Cancer Chemother. Pharmacol. 2002, 49, 356-366.
    • Moog, R.; Burger, A. M.; Brandl, M.; Schqler, J.; Shubert, R.; Unger, C.; Fiebig, H. H.; Massing, U. Change in pharmacokinetic and pharmacodynamic behavior of gemcitabine in human tumor xenografts upon entrapment in vesicular phospholipid gels. Cancer Chemother. Pharmacol. 2002, 49, 356-366.
  • 9
    • 33846163659 scopus 로고    scopus 로고
    • Liposomal gemcitabine compositions for better drug delivery
    • WO 2004017944, March 4
    • Zhang, J.-A.; Ahmad, I. Liposomal gemcitabine compositions for better drug delivery. WO 2004017944, March 4, 2004.
    • (2004)
    • Zhang, J.-A.1    Ahmad, I.2
  • 10
    • 9644302465 scopus 로고    scopus 로고
    • Preparation, characterization, cytotoxicity and pharmacokinetics of liposomes containing lipophilic gemcitabine prodrus
    • Immordino, M. L.; Brusa, P.; Rocco, F.; Arpicco, S.; Ceruti, M.; Cattel, L. Preparation, characterization, cytotoxicity and pharmacokinetics of liposomes containing lipophilic gemcitabine prodrus. J. Controlled Release 2004, 100, 331-346.
    • (2004) J. Controlled Release , vol.100 , pp. 331-346
    • Immordino, M.L.1    Brusa, P.2    Rocco, F.3    Arpicco, S.4    Ceruti, M.5    Cattel, L.6
  • 11
    • 23144464360 scopus 로고    scopus 로고
    • Flurbiprofen release from eudragit rs and rl aqueous nanosuspensions: A kinetic study by DSC and dialysis experiments
    • article 9
    • Castelli, F.; Messina, C.; Sarpietro, M. G.; Pignatello, R.; Puglisi, G. Flurbiprofen release from eudragit rs and rl aqueous nanosuspensions: a kinetic study by DSC and dialysis experiments. AAPS PharmSciTech 2002, 3 article 9, 1-13.
    • (2002) AAPS PharmSciTech , vol.3 , pp. 1-13
    • Castelli, F.1    Messina, C.2    Sarpietro, M.G.3    Pignatello, R.4    Puglisi, G.5
  • 12
    • 25144509364 scopus 로고    scopus 로고
    • A mechanistic study of the permeation kinetics through biomembrane models: Gemcitabine-phospholipid bilayer interaction
    • Castelli, F.; Raudino, A.; Fresta, M. A mechanistic study of the permeation kinetics through biomembrane models: Gemcitabine-phospholipid bilayer interaction. J. Colloid Interface Sci. 2005, 285, 110-117.
    • (2005) J. Colloid Interface Sci , vol.285 , pp. 110-117
    • Castelli, F.1    Raudino, A.2    Fresta, M.3
  • 13
    • 0026084947 scopus 로고
    • Effects of small organic molecules on phospholipid through cell dissolution apparatus
    • Lohner, K. Effects of small organic molecules on phospholipid through cell dissolution apparatus. Chem. Phys. Lipids 1991, 57, 341-362.
    • (1991) Chem. Phys. Lipids , vol.57 , pp. 341-362
    • Lohner, K.1
  • 14
    • 0026096905 scopus 로고
    • Thermotropic properties of phospholipid analogues
    • Silvius, J. R. Thermotropic properties of phospholipid analogues. Chem. Phys. Lipids 1991, 57, 241-252.
    • (1991) Chem. Phys. Lipids , vol.57 , pp. 241-252
    • Silvius, J.R.1
  • 15
    • 0001989286 scopus 로고
    • Calorimetric studies of model and natural biomembranes
    • Chapman, D, Ed, MacMillan Press: London
    • Bach, D. Calorimetric studies of model and natural biomembranes. In Biomembrane Structure and Function; Chapman, D., Ed.; MacMillan Press: London, 1994; pp 1-41.
    • (1994) Biomembrane Structure and Function , pp. 1-41
    • Bach, D.1
  • 16
    • 0002182090 scopus 로고    scopus 로고
    • Physical characterisation of liposomes for understanding structure-function relationships in biological membranes
    • Barenholz, Y, Lasic, D. D, Eds, CRC Press: Boca Raton, FL
    • Marsh, D. Physical characterisation of liposomes for understanding structure-function relationships in biological membranes. In Nonmedical Applications of Liposomes; Barenholz, Y., Lasic, D. D., Eds.; CRC Press: Boca Raton, FL, 1996; Vol. II, pp 1-16.
    • (1996) Nonmedical Applications of Liposomes , vol.2 , pp. 1-16
    • Marsh, D.1
  • 18
    • 0032740652 scopus 로고    scopus 로고
    • Calorimetric and molecular mechanics studies of the thermotropic phase behavior of membrane phospholipids
    • and references cited therein
    • Huang, C.; Li, S. Calorimetric and molecular mechanics studies of the thermotropic phase behavior of membrane phospholipids. Biochim. Biophys. Acta 1999, 1422, 273-307 (and references cited therein).
    • (1999) Biochim. Biophys. Acta , vol.1422 , pp. 273-307
    • Huang, C.1    Li, S.2
  • 19
    • 0032053915 scopus 로고    scopus 로고
    • Modeling specific heat transient anomalies during permeation of liposomes by water-soluble substances
    • Raudino, A.; Castelli, F. Modeling specific heat transient anomalies during permeation of liposomes by water-soluble substances. J. Colloid Interface Sci. 1998, 200, 52-58.
    • (1998) J. Colloid Interface Sci , vol.200 , pp. 52-58
    • Raudino, A.1    Castelli, F.2
  • 20
    • 0032962760 scopus 로고    scopus 로고
    • Differences between Coumaric and Cinnamic Acids in membrane permeation as evidenced by time-dependent calorimetry
    • Castelli, F.; Uccella, N.; Saija, A.; Trombetta, D. Differences between Coumaric and Cinnamic Acids in membrane permeation as evidenced by time-dependent calorimetry. J. Agric. Food Chem. 1999, 47, 991-995.
    • (1999) J. Agric. Food Chem , vol.47 , pp. 991-995
    • Castelli, F.1    Uccella, N.2    Saija, A.3    Trombetta, D.4
  • 21
    • 0002604790 scopus 로고    scopus 로고
    • Transport through monolayers and bilayers at fluid-fluid interfaces
    • Hubbard, A, Ed, Marcel Dekker: New York
    • Raudino, A.; Castelli, F. Transport through monolayers and bilayers at fluid-fluid interfaces. In Encyclopedia of Colloid and Interface Science; Hubbard, A., Ed.; Marcel Dekker: New York, 2002; pp 5441-5455.
    • (2002) Encyclopedia of Colloid and Interface Science , pp. 5441-5455
    • Raudino, A.1    Castelli, F.2
  • 22
    • 0033998157 scopus 로고    scopus 로고
    • Influence of different parameters on drug release from hydrogel systems to biomembrane model. Evaluation by differential scanning calorimetry technique
    • Castelli, F.; Pitarresi, G.; Giammona, G. Influence of different parameters on drug release from hydrogel systems to biomembrane model. Evaluation by differential scanning calorimetry technique. Biomaterials 2000, 21, 821-833.
    • (2000) Biomaterials , vol.21 , pp. 821-833
    • Castelli, F.1    Pitarresi, G.2    Giammona, G.3
  • 23
    • 0034001551 scopus 로고    scopus 로고
    • Castelli, F.; Giunchedi, P.; La Camera, O.; Conte, U. A calorimetric study on Diflunisal release from poly(lactide-co-glycolide) microspheres by monitoring the drug effect on Dipalmitoylphosphatidylcholine liposomes: Temperature and drug loading influence. Drug Delivery 2000, 7, 45-53.
    • Castelli, F.; Giunchedi, P.; La Camera, O.; Conte, U. A calorimetric study on Diflunisal release from poly(lactide-co-glycolide) microspheres by monitoring the drug effect on Dipalmitoylphosphatidylcholine liposomes: Temperature and drug loading influence. Drug Delivery 2000, 7, 45-53.
  • 24
    • 0023935362 scopus 로고
    • Synthesis of 2-deoxy-2,2-difluoro-D-ribose and 2-deoxy-2,2-difluoro-D-ribofuranosyl nucleosides
    • Hertel, L. W.; Kroin, J. S.; Misner, J. W.; Tustin, J. M. Synthesis of 2-deoxy-2,2-difluoro-D-ribose and 2-deoxy-2,2-difluoro-D-ribofuranosyl nucleosides. J. Org. Chem. 1987, 53, 2406-2409.
    • (1987) J. Org. Chem , vol.53 , pp. 2406-2409
    • Hertel, L.W.1    Kroin, J.S.2    Misner, J.W.3    Tustin, J.M.4
  • 25
    • 0014779155 scopus 로고
    • Two dimensional thin layer Chromatographic separation of polar lipids and determination of phospholipids by phosphorus analysis of spots
    • Rouser, G.; Fleischer, J.; Yamamoto, A. Two dimensional thin layer Chromatographic separation of polar lipids and determination of phospholipids by phosphorus analysis of spots. Lipids 1970, 5, 494-496.
    • (1970) Lipids , vol.5 , pp. 494-496
    • Rouser, G.1    Fleischer, J.2    Yamamoto, A.3
  • 27
    • 0021909644 scopus 로고
    • Production of large unilamellar vesicles by a rapid extrusion procedure. Characterization of size distribution, trapped volume and ability to maintain a membrane potential
    • Hope, M. J.; Bally, M. B.; Webb, G.; Cullis, P. R. Production of large unilamellar vesicles by a rapid extrusion procedure. Characterization of size distribution, trapped volume and ability to maintain a membrane potential. Biochim. Biophys. Acta 1985, 812, 55-65.
    • (1985) Biochim. Biophys. Acta , vol.812 , pp. 55-65
    • Hope, M.J.1    Bally, M.B.2    Webb, G.3    Cullis, P.R.4
  • 28
    • 0023047980 scopus 로고
    • Vesicles of variable sizes produced by a rapid extrusion procedure
    • Mayer, L. D.; Hope, M. J.; Cullis, P. R. Vesicles of variable sizes produced by a rapid extrusion procedure. Biochim. Biophys. Acta 1986, 858, 161-168.
    • (1986) Biochim. Biophys. Acta , vol.858 , pp. 161-168
    • Mayer, L.D.1    Hope, M.J.2    Cullis, P.R.3
  • 29
    • 0000267657 scopus 로고
    • Reduction of Liposome Size and Preparation of Unilamellar Vesicle by Extrusion Techniques
    • Gregoriadis, G, Ed, CRC Press, Inc, Boca Raton, FL
    • Hope, M. J.; Nayar, R.; Mayer, L. D.; Cullis, P. R. Reduction of Liposome Size and Preparation of Unilamellar Vesicle by Extrusion Techniques. In Liposome Technology; Gregoriadis, G., Ed.; CRC Press, Inc.: Boca Raton, FL, 1993: Vol. 1, pp 123-140.
    • (1993) Liposome Technology , vol.1 , pp. 123-140
    • Hope, M.J.1    Nayar, R.2    Mayer, L.D.3    Cullis, P.R.4
  • 30
    • 0035080139 scopus 로고    scopus 로고
    • Effect of fatty acids on phase behavior of hydrated dipalmitoylphosphatidylcholine bilayer: Saturated versus unsaturated fatty acids
    • Inoue, T.; Yanagihara, S.; Misono, Y.; Suzuki, M. Effect of fatty acids on phase behavior of hydrated dipalmitoylphosphatidylcholine bilayer: saturated versus unsaturated fatty acids. Chem. Phys. Lipids 2001, 109, 117-133.
    • (2001) Chem. Phys. Lipids , vol.109 , pp. 117-133
    • Inoue, T.1    Yanagihara, S.2    Misono, Y.3    Suzuki, M.4


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