The functional roles of poly(ethylene glycol)-lipid and lysolipid in the drug retention and release from lysolipid-containing thermosensitive liposomes in vitro and in vivo

Journal of Pharmaceutical Sciences

Volumn 99, Issue 5, 2010, Pages 2295-2308

  Banno, Brian ^a   Ickenstein, Ludger M ^a   Chiu, Gigi N C ^b   Bally, Marcel B ^a,c   Thewalt, Jenifer ^d   Brief, Elana ^d   Wasan, Ellen K ^c,e  

^a BRITISH COLUMBIA CANCER AGENCY   (Canada)

^b NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

^c UNIVERSITY OF BRITISH COLUMBIA   (Canada)

^d SIMON FRASER UNIVERSITY   (Canada)

^e BRITISH COLUMBIA INSTITUTE OF TECHNOLOGY   (Canada)

Author keywords

Drug release assay; Lysolipid; Micelles; Peg lipid; Pharmacokinetics; Poly(ethylene glycol); Thermosensitive liposomes

Indexed keywords

DIPALMITOYLPHOSPHATIDYLCHOLINE; DISTEAROYLPHOSPHATIDYLETHANOLAMINE; DOXORUBICIN; LIPID; LIPOSOME; LYSOLIPID; LYSOLIPID CONTAINING THERMOSENSITIVE LIPOSOME; MACROGOL; MACROGOL 2000; MONOSTEAROYLPHOSPHATIDYLCHOLINE; PHOSPHATIDYLCHOLINE; PHOSPHATIDYLETHANOLAMINE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ARTICLE; BODY TEMPERATURE; CIRCULATION; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG BLOOD LEVEL; DRUG CONJUGATION; DRUG DELIVERY SYSTEM; DRUG ELIMINATION; DRUG FORMULATION; DRUG HALF LIFE; DRUG RELEASE; DRUG RETENTION; FEMALE; HEAT SENSITIVITY; HEATING; IN VITRO STUDY; IN VIVO STUDY; INJECTION; LIPID BILAYER; LIPID COMPOSITION; MAXIMUM PLASMA CONCENTRATION; MICELLIZATION; MOUSE; NONHUMAN; PHARMACOLOGICAL PARAMETERS; TIME TO MAXIMUM PLASMA CONCENTRATION;

EID: 77951280016     PISSN: 00223549     EISSN: 15206017     Source Type: Journal    
DOI: 10.1002/jps.21988     Document Type: Article

References (54)

1. Park JW, Benz CC, Martin FJ. 2004. Future directions of liposome- and immunoliposome-based cancer therapeutics. Semin Oncol 31:196-205. (Pubitemid 40023249)
2. Lim HJ, Masin D, Madden TD, Bally MB. 1997. Influence of drug release characteristics on the therapeutic activity of liposomal mitoxantrone. J Pharmacol Exp Ther 281:566-573. (Pubitemid 27203116)
3. Lim HJ, Masin D, McIntosh NL, Madden TD, Bally MB. 2000. Role of drug release and liposome-mediated drug delivery in governing the therapeutic activity of liposomal mitoxantrone used to treat human A431 and LS180 solid tumors. J Pharmacol Exp Ther 292:337-345. (Pubitemid 30026391)
4. Yatvin MB, Weinstein JN, Dennis WH, Blumenthal R. 1978. Design of liposomes for enhanced local release of drugs by hyperthermia. Science 202: 1290-1293. (Pubitemid 9154441)
5. Blok MC, van der Neut-Kok EC, van Deenen LL, de Gier J. 1975. The effect of chain length and lipid phase transitions on the selective permeability properties of liposomes. Biochim Biophys Acta 406:187-196.
6. Magin RL, Niesman MR. 1984. Temperature-dependent drug release from large unilamellar liposomes. Cancer Drug Deliv 1:109-117.
7. Maruyama K, Unezaki S, Takahashi N, Iwatsuru M. 1993. Enhanced delivery of doxorubicin to tumor by long-circulating thermosensitive liposomes and local hyperthermia. Biochim Biophys Acta 1149: 209-216. (Pubitemid 23197677)
8. Unezaki S, Maruyama K, Takahashi N, Koyama M, Yuda T, Suginaka A, Iwatsuru M. 1994. Enhanced delivery and antitumor activity of doxorubicin using long-circulating thermosensitive liposomes containing amphipathic polyethylene glycol in combination with local hyperthermia. Pharm Res 11: 1180-1185. (Pubitemid 24259860)
9. Merlin JL. 1991. Encapsulation of doxorubicin in thermosensitive small unilamellar vesicle liposomes. Eur J Cancer 27:1026-1030.
10. Anyarambhatla GR, Needham D. 1999. Enhancement of the phase transition permeability of DPPC liposomes by incorporation of MPPC: A new temperature-sensitive liposome for use with mild hyperthermia. J Liposomes Res 9:491-506.
11. Mills JK, Needham D. 2005. Lysolipid incorporation in dipalmitoylphosphatidylcholine bilayer membranes enhances the ion permeability and drug release rates at the membrane phase transition. Biochim Biophys Acta 1716:77-96. (Pubitemid 41532286)
12. Dewhirst MW, Vujaskovic Z, Jones E, Thrall D. 2005. Resetting the biologic rationale for thermal therapy. Int J Hyperthermia 21:779-790. (Pubitemid 41818597)
13. Song CW, Kang MS, Rhee JG, Levitt SH. 1980. Effect of hyperthermia on vascular function in normal and neoplastic tissues. Ann N Y Acad Sci 335: 35-47.
14. Kong G, Dewhirst MW. 1999. Hyperthermia and liposomes. Int J Hyperthermia 15:345-370.
15. Needham D, Dewhirst MW. 2001. The development and testing of a new temperature-sensitive drug delivery system for the treatment of solid tumors. Adv Drug Deliv Rev 53:285-305. (Pubitemid 34024911)
16. Kong G, Anyarambhatla G, Petros WP, Braun RD, Colvin OM, Needham D, Dewhirst MW. 2000. Efficacy of liposomes and hyperthermia in a human tumor xenograft model: Importance of triggered drug release. Cancer Res 60:6950-6957. (Pubitemid 32059168)
17. Needham D, Anyarambhatla G, Kong G, Dewhirst MW. 2000. A new temperature-sensitive liposome for use with mild hyperthermia: Characterization and testing in a human tumor xenograft model. Cancer Res 60:1197-1201. (Pubitemid 30151982)
18. Ponce AM, Viglianti BL, Yu D, Yarmolenko PS, Michelich CR, Woo J, Bally MB, Dewhirst MW. 2007. Magnetic resonance imaging of temperature-sensitive liposome release: Drug dose painting and antitumor effects. J Natl Cancer Inst 99:53-63.
19. Chen Q, Tong S, Dewhirst MW, Yuan F. 2004. Targeting tumor microvessels using doxorubicin encapsulated in a novel thermosensitive liposome. Mol Cancer Ther 3:1311-1317. (Pubitemid 39440175)
20. Hauck ML, LaRue SM, Petros WP, Poulson JM, Yu D, Spasojevic I, Pruitt AF, Klein A, Case B, Thrall DE, Needham D, Dewhirst MW. 2006. Phase I trial of doxorubicin-containing low temperature sensitive liposomes in spontaneous canine tumors. Clin Cancer Res 12:4004-4010. (Pubitemid 44078087)
21. Woo J, Chiu GN, Karlsson G, Wasan E, Ickenstein L, Edwards K, Bally MB. 2008. Use of a passive equilibration methodology to encapsulate cisplatin into preformed thermosensitive liposomes. Int J Pharm 349:38-46.
22. Derksen JT, Morselt HW, Scherphof GL. 1987. Processing of different liposome markers after in vitro uptake of immunoglobulin-coated liposomes by rat liver macrophages. Biochim Biophys Acta 931:33-40.
23. Hope MJ, Bally MB, Webb G, Cullis PR. 1985. 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 812: 55-65.
24. Mayer LD, Hope MJ, Cullis PR. 1986. Vesicles of variable sizes produced by a rapid extrusion procedure. Biochim Biophys Acta 858:161-168.
25. Fiske CH, Subbarow Y. 1925. The colorimetric determination of phosphorus. J Biol Chem 66: 375-400.
26. Bartlett GR. 1959. Phosphorus assay in column chromatography. J Biol Chem 234:466-468.
27. Mayer LD, Bally MB, Cullis PR. 1986. Uptake of adriamycin into large unilamellar vesicles in response to a pH gradient. Biochim Biophys Acta 857:123-126.
28. Abraham SA, Edwards K, Karlsson G, MacIntosh S, Mayer LD, McKenzie C, Bally MB. 2002. Formation of transition metal-doxorubicin complexes inside liposomes. Biochim Biophys Acta 1565:41-54. (Pubitemid 35239831)
29. Abraham SA, McKenzie C, Masin D, Ng R, Harasym TO, Mayer LD, Bally MB. 2004. In vitro and in vivo characterization of doxorubicin and vincristine coencapsulated within liposomes through use of transition metal ion complexation and pH gradient loading. Clin Cancer Res 10:728-738.
30. Chiu GN, Abraham SA, Ickenstein LM, Ng R, Karlsson G, Edwards K, Wasan EK, Bally MB. 2005. Encapsulation of doxorubicin into thermosensitive liposomes via complexation with the transition metal manganese. J Control Release 104:271-288. (Pubitemid 40724929)
31. Mayer LD, Reamer J, Bally MB. 1999. Intravenous pretreatment with empty pH gradient liposomes alters the pharmacokinetics and toxicity of doxorubicin through in vivo active drug encapsulation. J Pharm Sci 88:96-102. (Pubitemid 29037374)
32. Bally MB, Nayar R, Masin D, Hope MJ, Cullis PR, Mayer LD. 1990. Liposomes with entrapped doxorubicin exhibit extended blood residence times. Biochim Biophys Acta 1023:133-139. (Pubitemid 20100771)
33. Krishna R, Mayer LD. 1997. Liposomal doxorubicin circumvents PSC 833-free drug interactions, resulting in effective therapy of multidrug-resistant solid tumors. Cancer Res 57:5246-5253. (Pubitemid 27516357)
34. Ickenstein LM, Arfvidsson MC, Needham D, Mayer LD, Edwards K. 2003. Disc formation in cholesterol-free liposomes during phase transition. Biochim Biophys Acta 1614:135-138. (Pubitemid 36929977)
35. Edwards K, Johnsson M, Karrison G, Silvander M. 1997. Effect of polyethylene glycol-phospholipids on aggregate structure in preparations of small unilamellar liposomes. Biophys J 73:258-266. (Pubitemid 27274123)
36. Johnsson M, Edwards K. 2003. Liposomes, disks, and spherical micelles: Aggregate structure in mixtures of gel phase phosphatidylcholines and poly(ethylene glycol)-phospholipids. Biophys J 85: 3839-3847. (Pubitemid 37490293)
37. Nicholas AR, Scott MJ, Kennedy NI, Jones MN. 2000. Effect of grafted polyethylene glycol (PEG) on the size, encapsulation efficiency and permeability of vesicles. Biochim Biophys Acta 1463:167-178.
38. Uster PS, Allen TM, Daniel BE, Mendez CJ, Newman MS, Zhu GZ. 1996. Insertion of poly(ethylene glycol) derivatized phospholipid into pre-formed liposomes results in prolonged in vivo circulation time. FEBS Lett 386:243-246.
39. Li WM, Xue L, Mayer LD, Bally MB. 2001. Intermembrane transfer of polyethylene glycol-modified phosphatidylethanolamine as a means to reveal surface-associated binding ligands on liposomes. Biochim Biophys Acta 1513:193-206. (Pubitemid 32706417)
40. Szleifer I, Gerasimov OV, Thompson DH. 1998. Spontaneous liposome formation induced by grafted poly(ethylene oxide) layers: Theoretical prediction and experimental verification. Proc Natl Acad Sci USA 95:1032-1037. (Pubitemid 28124907)
41. Victorov AV, Taraschi TF, Hoek JB. 1996. Phosphatidylethanol as a 13C-NMR probe for reporting packing constraints in phospholipid membranes. Biochim Biophys Acta 1283:151-162.
42. Belsito S, Bartucci R, Sportelli L. 2001. Lipid chain length effect on the phase behaviour of PCs/PEG:2000-PEs mixtures. A spin label electron spin resonance and spectrophotometric study. Biophys Chem 93:11-22.
43. Dos Santos N, Mayer LD, Abraham SA, Gallagher RC, Cox KA, Tardi PG, Bally MB. 2002. Improved retention of idarubicin after intravenous injection obtained for cholesterol-free liposomes. Biochim Biophys Acta 1561:188-201. (Pubitemid 34454786)
44. Needham D, Zhelev DV. 1995. Lysolipid exchange with lipid vesicle membranes. Ann Biomed Eng 23:287-298.
45. Mills JK, Needham D. 2004. The materials engineering of temperature-sensitive liposomes. Methods Enzymol 387:82-113.
46. Liu D, Huang L, Moore MA, Anantharamaiah GM, Segrest JP. 1990. Interactions of serum proteins with small unilamellar liposomes composed of dioleoylphosphatidylethanolamine and oleic acid: High-density lipoprotein, apolipoprotein A1, and amphipathic peptides stabilize liposomes. Biochemistry 29:3637-3643. (Pubitemid 20142704)
47. Semple SC, Chonn A, Cullis PR. 1996. Influence of cholesterol on the association of plasma proteins with liposomes. Biochemistry 35:2521-2525. (Pubitemid 26098761)
48. Cullis PR, Chonn A, Semple SC. 1998. Interactions of liposomes and lipid-based carrier systems with blood proteins: Relation to clearance behaviour in vivo. Adv Drug Deliv Rev 32:3-17. (Pubitemid 28277172)
49. Needham D, Stoicheva N, Zhelev DV. 1997. Exchange of monooleoylphosphatidylcholine as monomer and micelle with membranes containing polyethylene glycol-lipid. Biophys J 73:2615-2629. (Pubitemid 27471471)
50. Ickenstein LM, Sandstrom MC, Mayer LD, Edwards K. 2006. Effects of phospholipid hydrolysis on the aggregate structure in DPPC/DSPE-PEG2000 liposome preparations after gel to liquid crystalline phase transition. Biochim Biophys Acta 1758:171-180.
51. Sandstrom MC, Ickenstein LM, Mayer LD, Edwards K. 2005. Effects of lipid segregation and lysolipid dissociation on drug release from thermosensitive liposomes. J Control Release 107:131-142. (Pubitemid 41253709)
52. Huang F, Subbaiah PV, Holian O, Zhang J, Johnson A, Gertzberg N, Lum H. 2005. Lysophosphatidylcholine increases endothelial permeability: Role of PKCalpha and RhoA cross talk. Am J Physiol Lung Cell Mol Physiol 289:L176-L185. (Pubitemid 41008899)
53. Bhamidipati SP, Hamilton JA. 1995. Interactions of lyso 1-palmitoylphosphatidylcholine with phospholipids: A 13C and 31P NMR study. Biochemistry 34:5666-5677.
54. Rodrigueza WV, Pritchard PH, Hope MJ. 1993. The influence of size and composition on the cholesterol mobilizing properties of liposomes in vivo. Biochim Biophys Acta 1153:9-19.